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621-82-9,MFCD00004369
Catalog No.:AA0036XC

621-82-9 | Cinnamic acid

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Purity
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100g
98% only trans
in stock  
$9.00   $7.00
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500g
98% only trans
in stock  
$32.00   $22.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0036XC
Chemical Name:
Cinnamic acid
CAS Number:
621-82-9
Molecular Formula:
C9H8O2
Molecular Weight:
148.1586
MDL Number:
MFCD00004369
SMILES:
OC(=O)C=Cc1ccccc1
FEMA Number:
2288
Properties
Properties
 
BP:
265°C at 760 mmHg  
Form:
Solid  
MP:
133 °C(lit.)  
Refractive Index:
1.5049 (estimate)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
155  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
2.1  

Downstream Synthesis Route

[1]ChemischeBerichte,1902,vol.35,p.3643

[1]SyntheticCommunications,1992,vol.22,p.1087-1094

[2]IndianJournalofChemistry-SectionBOrganicandMedicinalChemistry,2003,vol.42,p.2828-2834

[3]JustusLiebigsAnnalenderChemie,1883,vol.221,p.83    JournalfuerPraktischeChemie(Leipzig),1900,vol.<2>61,p.217Anm.3

[4]EuropeanJournalofMedicinalChemistry,2011,vol.46,p.5498-5511

[5]Bioscience,BiotechnologyandBiochemistry,2015,vol.79,p.1178-1182

2832-19-1    621-82-9   
3-(2-chloro-acetylamino)-methyl-cinnamicacid 
 
4-(2-chloro-acetylamino)-methyl-cinnamicacid 

[1]ChemischeBerichte,1909,vol.42,p.4847

56961-30-9    621-82-9   
6-chloro-naphtho1,2,3-<i>de</i>chromene-2,7-dione 

[1]MonatsheftefurChemie,1921,vol.42,p.80    ZhurnalRusskagoFiziko-KhimicheskagoObshchestva,1924,vol.54,p.832    ChemischesZentralblatt,1925,vol.96,p.227

[1]JournaloftheAmericanChemicalSociety,1916,vol.38,p.2125

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Journal: Chemistry and physics of lipids 20100601

Title: PAD1 and FDC1 are essential for the decarboxylation of phenylacrylic acids in Saccharomyces cerevisiae.

Journal: Journal of bioscience and bioengineering 20100601

Title: [Effects of cinnamic acid and vanillin on grafted eggplant root growth and physiological characteristics].

Journal: Ying yong sheng tai xue bao = The journal of applied ecology 20100601

Title: Qualitative screening of phenolic compounds in olive leaf extracts by hyphenated liquid chromatography and preliminary evaluation of cytotoxic activity against human breast cancer cells.

Journal: Analytical and bioanalytical chemistry 20100501

Title: Digestibility of silages in relation to their hydroxycinnamic acid content and lignin composition.

Journal: Journal of the science of food and agriculture 20100501

Title: Study on the constituents of Mexican propolis and their cytotoxic activity against PANC-1 human pancreatic cancer cells.

Journal: Journal of natural products 20100423

Title: Melanogenesis inhibitors from the desert plant Anastatica hierochuntica in B16 melanoma cells.

Journal: Bioorganic & medicinal chemistry 20100315

Title: Novel molecular hybrids of cinnamic acids and guanylhydrazones as potential antitubercular agents.

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Title: Modeling the efficacy of triplet antimicrobial combinations: yeast suppression by lauric arginate, cinnamic acid, and sodium benzoate or potassium sorbate as a case study.

Journal: Journal of food protection 20100301

Title: Flavonoids, cinnamic acid and phenyl propanoid from aerial parts of Scrophularia striata.

Journal: Pharmaceutical biology 20100301

Title: Metabolic fingerprint of Brazilian maize landraces silk (stigma/styles) using NMR spectroscopy and chemometric methods.

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Title: Enantiomerically pure beta-phenylalanine analogues from alpha-beta-phenylalanine mixtures in a single reactive extraction step.

Journal: Chemical communications (Cambridge, England) 20100214

Title: Liquid chromatograph/tandem mass spectrometry assay for the simultaneous determination of chlorogenic acid and cinnamic acid in plasma and its application to a pharmacokinetic study.

Journal: Journal of pharmaceutical and biomedical analysis 20100205

Title: Structural determination of abutilins A and B, new flavonoids from Abutilon pakistanicum, by 1D and 2D NMR spectroscopy.

Journal: Magnetic resonance in chemistry : MRC 20100201

Title: Antihyperglycemic and antihyperlipidemic action of Cinnamomi Cassiae (Cinnamon bark) extract in C57BL/Ks db/db mice.

Journal: Archives of pharmacal research 20100201

Title: Bioactive phenols in algae: the application of pressurized-liquid and solid-phase extraction techniques.

Journal: Journal of pharmaceutical and biomedical analysis 20100120

Title: Cinnamic acid-inhibited ribulose-1,5-bisphosphate carboxylase activity is mediated through decreased spermine and changes in the ratio of polyamines in cowpea.

Journal: Journal of plant physiology 20100101

Title: Hybridization of the natural antibiotic, cinnamic acid, with layered double hydroxides (LDH) as green pesticide.

Journal: Environmental science and pollution research international 20100101

Title: Discovery of benzimidazole-diamide finger loop (Thumb Pocket I) allosteric inhibitors of HCV NS5B polymerase: Implementing parallel synthesis for rapid linker optimization.

Journal: Bioorganic & medicinal chemistry letters 20100101

Title: Biotransformation of cinnamic acid, p-coumaric acid, caffeic acid, and ferulic acid by plant cell cultures of Eucalyptus perriniana.

Journal: Bioscience, biotechnology, and biochemistry 20100101

Title: Geographical classification of some Australian wines by discriminant analysis using HPLC with UV and chemiluminescence detection.

Journal: Talanta 20091215

Title: Phenylalanine aminomutase-catalyzed addition of ammonia to substituted cinnamic acids: a route to enantiopure alpha- and beta-amino acids.

Journal: The Journal of organic chemistry 20091204

Title: Selective trans-cinnamic acid uptake impairs [Ca2+]cyt homeostasis and growth in Cucumis sativus L.

Journal: Journal of chemical ecology 20091201

Title: Quantification of flavan-3-ols and phenolic acids in milk-based food products by reversed-phase liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. A 20091120

Title: Nuclear matrix protein, prohibitin, was down-regulated and translocated from nucleus to cytoplasm during the differentiation of osteosarcoma MG-63 cells induced by ginsenoside Rg1, cinnamic acid, and tanshinone IIA (RCT).

Journal: Journal of cellular biochemistry 20091101

Title: Photo-cross-linking induces size change and stealth properties of water-dispersible cinnamic acid derivative nanoparticles.

Journal: Bioconjugate chemistry 20091021

Title: New CE-ESI-MS analytical method for the separation, identification and quantification of seven phenolic acids including three isomer compounds in virgin olive oil.

Journal: Talanta 20091015

Title: A series of cinnamic acid derivatives and their inhibitory activity on intestinal alpha-glucosidase.

Journal: Journal of enzyme inhibition and medicinal chemistry 20091001

Title: Chemical constituents from the whole plant of Gaultheria itoana Hayata.

Journal: Chemistry & biodiversity 20091001

Title: Effects of caffeic acid and cinnamic acid on glucose uptake in insulin-resistant mouse hepatocytes.

Journal: Journal of agricultural and food chemistry 20090909

Title: Accumulation of p-hydroxybenzoic acid in hairy roots of Daucus carota 2: confirming biosynthetic steps through feeding of inhibitors and precursors.

Journal: Journal of plant physiology 20090901

Title: Chemical Constituents of the Roots of Euphorbia micractina.

Journal: Journal of natural products 20090901

Title: Radical scavenging activity of lipophilized products from transesterification of flaxseed oil with cinnamic acid or ferulic acid.

Journal: Lipids 20090901

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Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20090901

Title: Molecular modifications on carboxylic acid derivatives as potent histone deacetylase inhibitors: Activity and docking studies.

Journal: Bioorganic & medicinal chemistry 20090715

Title: Stimulatory effect of Cinnamomum cassia and cinnamic acid on angiogenesis through up-regulation of VEGF and Flk-1/KDR expression.

Journal: International immunopharmacology 20090701

Title: Circadian rhythm of Z- and E-2-beta-D: -glucopyranosyloxy-4-methoxy cinnamic acids and herniarin in leaves of Matricaria chamomilla.

Journal: Plant cell reports 20090701

Title: Steroidogenesis inhibitors alter but do not eliminate androgen synthesis mechanisms during progression to castration-resistance in LNCaP prostate xenografts.

Journal: The Journal of steroid biochemistry and molecular biology 20090701

Title: Cinnamic acid, from the bark of Cinnamomum cassia, regulates glucose transport via activation of GLUT4 on L6 myotubes in a phosphatidylinositol 3-kinase-independent manner.

Journal: Journal of diabetes 20090601

Title: Isolation of secondary metabolites from Hortia oreadica (Rutaceae) leaves through high-speed counter-current chromatography.

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Title: Phenolic acids suppress adipocyte lipolysis via activation of the nicotinic acid receptor GPR109A (HM74a/PUMA-G).

Journal: Journal of lipid research 20090501

Title: Synthesis and structure--activity relationships of substituted cinnamic acids and amide analogues: a new class of herbicides.

Journal: Journal of agricultural and food chemistry 20090422

Title: Development of photoreactive degradable branched polyesters with high thermal and mechanical properties.

Journal: Biomacromolecules 20090413

Title: Trans-cinnamic acid and coumarin-3-carboxylic acid: experimental charge-density studies to shed light on [2 + 2] cycloaddition reactions.

Journal: Acta crystallographica. Section B, Structural science 20090401

Title: Phytotoxic aromatic constituents of Oxalis pes-caprae.

Journal: Chemistry & biodiversity 20090401

Title: [Study on the chemical constituents of Sarcandra glabra by HPLC-ESI-MS/MS].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20090401

Title: Flavonoids and cinnamic acid derivatives as inhibitors of 17beta-hydroxysteroid dehydrogenase type 1.

Journal: Molecular and cellular endocrinology 20090325

Title: Novel inhibitors of beta-ketoacyl-ACP reductase from Escherichia coli.

Journal: Chemico-biological interactions 20090316

Title: [Studies on the chemical constituents of Chelonopsis albiflora].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20090301

Title: Radical scavenging activity of lipophilized products from lipase-catalyzed transesterification of triolein with cinnamic and ferulic acids.

Journal: Lipids 20090201

Title: Development and validation of an RP-HPLC method for quantification of cinnamic acid derivatives and kaurane-type diterpenes in Mikania laevigata and Mikania glomerata.

Journal: Planta medica 20090201

Title: Synthesis of buprestins D, E, F, G and H; structural confirmation and biological testing of acyl glucoses from jewel beetles (Coleoptera: Buprestidae).

Journal: Bioorganic & medicinal chemistry 20090201

Title: Enzymatic synthesis of enantiopure alpha- and beta-amino acids by phenylalanine aminomutase-catalysed amination of cinnamic acid derivatives.

Journal: Chembiochem : a European journal of chemical biology 20090126

Title: Synthesis and evaluation of a novel series of pseudo-cinnamic derivatives as antituberculosis agents.

Journal: Bioorganic & medicinal chemistry letters 20090115

Title: Evidence for intra- and extra-protoplasmic feruloylation and cross-linking in wheat seedling roots.

Journal: Planta 20090101

Title: Synthesis of tyrosinase inhibitory (4-oxo-4H-pyran-2-yl)acrylic acid ester derivatives.

Journal: Bioorganic & medicinal chemistry letters 20090101

Title: Comparison of bee products based on assays of antioxidant capacities.

Journal: BMC complementary and alternative medicine 20090101

Title: [Study on preparation and quantity determination of Scrophularia ningpoensis dispensing granules].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090101

Title: Pharmacokinetics and bioavailability of cinnamic acid after oral administration of Ramulus Cinnamomi in rats.

Journal: European journal of drug metabolism and pharmacokinetics 20090101

Title: In vitro effect of a new cinnamic acid derivative against the epimastigote form of Trypanosoma cruzi.

Journal: Arzneimittel-Forschung 20090101

Title: Evaluation of antiulcer activity of the main phenolic acids found in Brazilian Green Propolis.

Journal: Journal of ethnopharmacology 20081208

Title: Inhibition of aldose reductase from cataracted eye lenses by finger millet (Eleusine coracana) polyphenols.

Journal: Bioorganic & medicinal chemistry 20081201

Title: Biosynthesis of scopoletin and scopolin in cassava roots during post-harvest physiological deterioration: the E-Z-isomerisation stage.

Journal: Phytochemistry 20081201

Title: Three new pentasaccharide resin glycosides from the roots of sweet potato (Ipomoea batatas).

Journal: Chemical & pharmaceutical bulletin 20081201

Title: Fractionation of antioxidants from autohydrolysis of barley husks.

Journal: Journal of agricultural and food chemistry 20081126

Title: Screening of natural phenolic compounds for potential to inhibit bacterial cell division protein FtsZ.

Journal: Indian journal of experimental biology 20081101

Title: [Regulation effects of grafting on cinnamic acid and vanillin in eggplant root exudates].

Journal: Ying yong sheng tai xue bao = The journal of applied ecology 20081101

Title: Aldehydic components of cinnamon bark extract suppresses RANKL-induced osteoclastogenesis through NFATc1 downregulation.

Journal: Bioorganic & medicinal chemistry 20081015

Title: Inhibitory activity of natural antimicrobial compounds alone or in combination with nisin against Enterobacter sakazakii.

Journal: Letters in applied microbiology 20081001

Title: Insulin-releasing properties of a series of cinnamic acid derivatives in vitro and in vivo.

Journal: Journal of agricultural and food chemistry 20080910

Title: Functional and structural characterization of a cation-dependent O-methyltransferase from the cyanobacterium Synechocystis sp. strain PCC 6803.

Journal: The Journal of biological chemistry 20080725

Title: Manipulation of an intramolecular NH...O hydrogen bond by photoswitching between stable E/Z isomers of the cinnamate framework.

Journal: Organic & biomolecular chemistry 20080607

Title: Addition of phenolic acids on the reduction of methanol content in wine.

Journal: Journal of food science 20080601

Title: Inhibitory effects of cinnamic acid on melanin biosynthesis in skin.

Journal: Biological & pharmaceutical bulletin 20080501

Title: [Studies on chemical constituents and volatile oil of Xiaochengqi decoction].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080501

Title: First results on headspace-solid phase microextraction-gas chromatography/mass spectrometry of volatile organic compounds emitted by wax objects in museums.

Journal: Journal of chromatography. A 20080411

Title: Reduction of carbonylic and carboxylic groups by plant cell cultures.

Journal: Journal of natural products 20080401

Title: Bornyl (3,4,5-trihydroxy)-cinnamate--an optimized human neutrophil elastase inhibitor designed by free energy calculations.

Journal: Bioorganic & medicinal chemistry 20080301

Title: Cinnamic acid, an autoinducer of its own biosynthesis, is processed via Hca enzymes in Photorhabdus luminescens.

Journal: Applied and environmental microbiology 20080301

Title: Cinnamic acid inhibits growth but stimulates production of pathogenesis factors by in vitro cultures of Fusarium oxysporum f.sp. niveum.

Journal: Journal of agricultural and food chemistry 20080227

Title: Immobilization of recombinant invertase (re-INVB) from Zymomonas mobilis on D-sorbitol cinnamic ester for production of invert sugar.

Journal: Journal of agricultural and food chemistry 20080227

Title: Synthesis and antiviral activities of amide derivatives containing the alpha-aminophosphonate moiety.

Journal: Journal of agricultural and food chemistry 20080213

Title: Bis-(2,5-diphenylphospholanes) with sp2 carbon linkers: synthesis and application in asymmetric hydrogenation.

Journal: The Journal of organic chemistry 20080201

Title: Application of biselective refocusing soft pulses to the simplification of heteronuclear correlation spectra.

Journal: Journal of magnetic resonance (San Diego, Calif. : 1997) 20080201

Title: Purification of hydroxyanthraquinones and cinnamic acid from the roots of Rheum officinale Baill.

Journal: Journal of separation science 20080201

Title: Synthesis and antimycobacterial evaluation of new trans-cinnamic acid hydrazide derivatives.

Journal: Bioorganic & medicinal chemistry letters 20080115

Title: Simultaneous determination of harpagoside and cinnamic acid in rat plasma by liquid chromatography electrospray ionization mass spectrometry and its application to pharmacokinetic studies.

Journal: Biomedical chromatography : BMC 20080101

Title: Control of diferulate formation in dicotyledonous and gramineous cell-suspension cultures.

Journal: Planta 20080101

Title: Anticancer effects of ginsenoside Rg1, cinnamic acid, and tanshinone IIA in osteosarcoma MG-63 cells: nuclear matrix downregulation and cytoplasmic trafficking of nucleophosmin.

Journal: The international journal of biochemistry & cell biology 20080101

Title: Biosynthetic origin of the 1-oxygen of umbelliferone in the root tissue of sweet potato.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20080101

Title: Structure-antifungal activity relationship of cinnamic acid derivatives.

Journal: Journal of agricultural and food chemistry 20071226

Title: Simultaneous determination of harpagoside and cinnamic acid in rat plasma by high-performance liquid chromatography: application to a pharmacokinetic study.

Journal: Analytical and bioanalytical chemistry 20071201

Title: [Determination of cinnamic acid in rat plasma after oral administration of subing orally disintegrating tablets and study of its pharmacokinetics behavior].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20071201

Title: Three-dimensional quantitative structure-activity relationships and activity predictions of human TRPV1 channel antagonists: comparative molecular field analysis and comparative molecular similarity index analysis of cinnamides.

Journal: Journal of medicinal chemistry 20071115

Title: Competitive kinetics in free radical reactions of cinnamic acid derivatives. Influence of phenoxyl radicals reactions.

Journal: Free radical research 20071001

Title: Application of chiral technology in a pharmaceutical company. Enantiomeric separation and spectroscopic studies of key asymmetric intermediates using a combination of techniques. Phenylglycidols.

Journal: Chirality 20070901

Title: Effects of cinnamene enhancers on transdermal delivery of ligustrazine hydrochloride.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20070901

Title: Trans-3-phenyl-2-propenoic acid (cinnamic acid) derivatives: structure-activity relationship as hepatoprotective agents.

Journal: Medicinal chemistry (Shariqah (United Arab Emirates)) 20070901

Title: Biselective refocusing pulses and the SERF experiment.

Journal: Journal of magnetic resonance (San Diego, Calif. : 1997) 20070801

Title: Implementation and validation of localized constant-time correlated spectroscopy (LCT-COSY) on a clinical 3T MRI scanner for investigation of muscle metabolism.

Journal: Journal of magnetic resonance imaging : JMRI 20070801

Title: Involvement of triplet excited states in the electron transfer photodegradation of cinnamic acids using pyrylium and thiapyrylium salts as photocatalysts.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20070801

Title: Recent development of small molecular specific inhibitor of protein tyrosine phosphatase 1B.

Journal: Medicinal research reviews 20070701

Title: [Structure-activity relationship of phenylallyl compounds inhibiting PGE2 release in mouse cerebral microvascular endothelial cells induced by IL-1beta].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20070701

Title: [Studies on chemical constituents of Helwingia chinensis].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070701

Title: Light-dependent assimilation of trans-cinnamate by Rhodobacter sphaeroides OU5.

Journal: Current microbiology 20070601

Title: Quantitation of phenylalanine and its trans-cinnamic, benzoic and hippuric acid metabolites in biological fluids in a single GC-MS analysis.

Journal: Journal of mass spectrometry : JMS 20070601

Title: Studies on the interaction of cinnamic acid with bovine serum albumin.

Journal: Chemical & pharmaceutical bulletin 20070601

Title: The Kulinkovich reaction in the synthesis of constrained n,n-dialkyl neurotransmitter analogues.

Journal: Organic letters 20070510

Title: Prenyloxyphenylpropanoids as novel lead compounds for the selective inhibition of geranylgeranyl transferase I.

Journal: Bioorganic & medicinal chemistry letters 20070501

Title: [Chemical constituents from aerial parts of Plumbago zeylanica Linn].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20070501

Title: Studies on interactions between plant secondary metabolites and glutathione transferase using fluorescence quenching method.

Journal: Indian journal of biochemistry & biophysics 20070401

Title: Optimization of the solvent-tolerant Pseudomonas putida S12 as host for the production of p-coumarate from glucose.

Journal: Applied microbiology and biotechnology 20070301

Title: Inhibition of gastric H+, K+-ATPase and Helicobacter pylori growth by phenolic antioxidants of Zingiber officinale.

Journal: Molecular nutrition & food research 20070301

Title: Efflux pump gene expression in Erwinia chrysanthemi is induced by exposure to phenolic acids.

Journal: Molecular plant-microbe interactions : MPMI 20070301

Title: Non-natural cinnamic acid derivatives as substrates of cinnamate 4-hydroxylase.

Journal: Phytochemistry 20070201

Title: Development and in vitro evaluation of topically applied cinnamic acid formulations.

Journal: Die Pharmazie 20070201

Title: Water extract of propolis and its main constituents, caffeoylquinic acid derivatives, exert neuroprotective effects via antioxidant actions.

Journal: Life sciences 20070102

Title: Tetrabromocinnamic acid (TBCA) and related compounds represent a new class of specific protein kinase CK2 inhibitors.

Journal: Chembiochem : a European journal of chemical biology 20070102

Title: How polyamine synthesis inhibitors and cinnamic acid affect tropane alkaloid production.

Journal: Applied biochemistry and biotechnology 20070101

Title: Physiological basis of different allelopathic reactions of cucumber and figleaf gourd plants to cinnamic acid.

Journal: Journal of experimental botany 20070101

Title: A toxicologic and dermatologic assessment of related esters and alcohols of cinnamic acid and cinnamyl alcohol when used as fragrance ingredients.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070101

Title: The involvement of phenylalanine ammonia-lyase and salicylic acid in the induction of resistance of tomato plants infested with gall nematode Meloidogyne incognita.

Journal: Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections 20070101

Title: Germination, duplication cycle and septum formation are altered by caffeine, caffeic acid and cinnamic acid in Aspergillus nidulans.

Journal: Mikrobiologiia 20070101

Title: [Selective separation of cinnamic and p-methoxycinnamic acids. The study on reactive extraction from mixture].

Journal: Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi 20070101

Title: Free and chemically bonded phenolic acids in barks of Viburnum opulus L. and Sambucus nigra L.

Journal: Acta poloniae pharmaceutica 20070101

Title: Isotopic criteria in the characterization of aromatic molecules. 1. Hydrogen affiliation in natural benzenoid/phenylpropanoid molecules.

Journal: Journal of agricultural and food chemistry 20061227

Title: Design, synthesis and preliminary evaluation of new cinnamoyl pyrrolidine derivatives as potent gelatinase inhibitors.

Journal: Bioorganic & medicinal chemistry 20061215

Title: [Mitigating the repress of cinnamic acid to cucumber growth by microbial strain].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20061201

Title: Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.

Journal: Journal of molecular graphics & modelling 20061101

Title: Exploitation of sugar ring flipping for a hinge-type tether assisting a [2 + 2] cycloaddition.

Journal: Organic & biomolecular chemistry 20061007

Title: Control of Aspergillus growth and aflatoxin production using natural maize phytochemicals under different conditions of water activity.

Journal: Pest management science 20060801

Title: Use of experimental design methodology to prepare Maillard reaction products from glucose and cysteine inhibitors of polyphenol oxidase from eggplant (Solanum melongena).

Journal: Journal of agricultural and food chemistry 20060712

Title: Phenylpropanoid metabolite supports cell aggregate formation in strawberry cell suspension culture.

Journal: Journal of bioscience and bioengineering 20060701

Title: The prediction of isotopic patterns in phenylpropanoids from their precursors and the mechanism of the NIH-shift: basis of the isotopic characteristics of natural aromatic compounds.

Journal: Phytochemistry 20060601

Title: Chemical composition of propolis from Canada, its antiradical activity and plant origin.

Journal: Natural product research 20060520

Title: Synthesis of cinnamoyl and hydroxycinnamoyl amino acid conjugates and evaluation of their antioxidant activity.

Journal: Journal of peptide science : an official publication of the European Peptide Society 20060501

Title: Controlling food-contaminating fungi by targeting their antioxidative stress-response system with natural phenolic compounds.

Journal: Applied microbiology and biotechnology 20060501

Title: Solvent-free lipase-catalyzed preparation of long-chain alkyl phenylpropanoates and phenylpropyl alkanoates.

Journal: Journal of agricultural and food chemistry 20060419

Title: Enzymatic synthesis of cinnamic acid derivatives.

Journal: Biotechnology letters 20060401

Title: Cinnamic acids as new inhibitors of 17beta-hydroxysteroid dehydrogenase type 5 (AKR1C3).

Journal: Molecular and cellular endocrinology 20060327

Title: Evidence for involvement of the phenylpropanoid pathway in the biosynthesis of the norlignan agatharesinol.

Journal: Journal of plant physiology 20060301

Title: Effects of the aqueous extract of Bryothamnion triquetrum on chemical hypoxia and aglycemia-induced damage in GT1-7 mouse hypothalamic immortalized cells.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20060301

Title: Isolation and characterization of Halomonas sp. strain IMPC, a p-coumaric acid-metabolizing bacterium that decarboxylates other cinnamic acids under hypersaline conditions.

Journal: FEMS microbiology letters 20060201

Title: Hydrophobically directed organic synthesis.

Journal: Angewandte Chemie (International ed. in English) 20060116

Title: Adsorption of bile acid by chitosan salts prepared with cinnamic acid and analogue compounds.

Journal: Journal of biomaterials science. Polymer edition 20060101

Title: Ethnopharmacological evaluation of radal (leaves of Lomatia hirsuta) and isolation of 2-methoxyjuglone.

Journal: BMC complementary and alternative medicine 20060101

Title: Croton lobatus, an African medicinal plant: spectroscopic and chemical elucidation of its many constituents.

Journal: BioFactors (Oxford, England) 20060101

Title: Ferulic acid and its position among the phenolic compounds of wheat.

Journal: Critical reviews in food science and nutrition 20060101

Title: Differential methods of inoculation of plant growth-promoting rhizobacteria induce synthesis of phenylalanine ammonia-lyase and phenolic compounds differentially in chickpea.

Journal: Folia microbiologica 20060101

Title: E-cinnamic acid derivatives and phenolics from Chilean strawberry fruits, Fragaria chiloensis ssp. chiloensis.

Journal: Journal of agricultural and food chemistry 20051102

Title: The solvent-tolerant Pseudomonas putida S12 as host for the production of cinnamic acid from glucose.

Journal: Applied microbiology and biotechnology 20051101

Title: Red clover Trifolium pratense L. phytoestrogens: UV-B radiation increases isoflavone yield, and postharvest drying methods change the glucoside conjugate profiles.

Journal: Journal of agricultural and food chemistry 20051019

Title: Chemical composition of propolis from Canada, its antiradical activity and plant origin.

Journal: Natural product research 20051001

Title: Lipase-catalyzed biosynthesis of cinnamoylated lipids in a selected organic solvent medium.

Journal: Journal of biotechnology 20050929

Title: Determination of hydrogen peroxide scavenging activity of cinnamic and benzoic acids employing a highly sensitive peroxyoxalate chemiluminescence-based assay: structure-activity relationships.

Journal: Journal of pharmaceutical and biomedical analysis 20050901

Title: Anti-inflammatory activities of alpha-truxillic acid derivatives and their monomer components.

Journal: Biological & pharmaceutical bulletin 20050901

Title: Catabolic versatility of aromatic compound-degrading halophilic bacteria.

Journal: FEMS microbiology ecology 20050901

Title: Synthesis and cytogenetic studies of structure--biological activity relationship of esters of Hecogenin and aza-homo-Hecogenin with N,N-bis(2-chloroethyl)aminocinnamic acid isomers.

Journal: Steroids 20050801

Title: Photomediated crosslinking of C6-cinnamate derivatized type I collagen.

Journal: Biomaterials 20050601

Title: A toxicologic and dermatologic assessment of cinnamyl alcohol, cinnamaldehyde and cinnamic acid when used as fragrance ingredients.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20050601

Title: Two related cinnamic Acid derivatives from Brazilian honey bee propolis, baccharin and drupanin, induce growth inhibition in allografted sarcoma S-180 in mice.

Journal: Biological & pharmaceutical bulletin 20050601

Title: Insulin allosteric behavior: detection, identification, and quantification of allosteric states via 19F NMR.

Journal: Biochemistry 20050531

Title: Synthesis of PPAR agonist via asymmetric hydrogenation of a cinnamic acid derivative and stereospecific displacement of (S)-2-chloropropionic acid.

Journal: Organic letters 20050512

Title: Gas-solid reactions of single crystals: A study of the reaction of bromine with single crystals of trans-cinnamic acid and a range of its derivatives by infrared and Raman microspectroscopy.

Journal: Physical chemistry chemical physics : PCCP 20050507

Title: Fluctuations of different endogenous phenolic compounds and cinnamic acid in the first days of the rooting process of cherry rootstock 'GiSelA 5' leafy cuttings.

Journal: Journal of plant physiology 20050501

Title: [Interactive effects between allelochemical substitutes].

Journal: Ying yong sheng tai xue bao = The journal of applied ecology 20050501

Title: [High performance liquid chromatographic determination of cinnamic acid in rabbit plasma and application in study of pharmacokinetics].

Journal: Se pu = Chinese journal of chromatography 20050501

Title: Authentication and quantitative analysis on the chemical profile of cassia bark (cortex cinnamomi) by high-pressure liquid chromatography.

Journal: Journal of agricultural and food chemistry 20050406

Title: Structure-activity relationships of 1'S-1'-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages.

Journal: Bioorganic & medicinal chemistry letters 20050401

Title: [Isolation and structure identification of chemical constituents from Viscum liquidambaricolum].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20050401

Title: Synthesis of some phenylpropanoid monoglycerides via the Mitsunobu protocol.

Journal: Molecules (Basel, Switzerland) 20050331

Title: A blend of polyphenolic compounds explains the stimulatory effect of red wine on human endothelial NO synthase.

Journal: Nitric oxide : biology and chemistry 20050301

Title: Plant growth inhibition by cis-cinnamoyl glucosides and cis-cinnamic acid.

Journal: Journal of chemical ecology 20050301

Title: A novel approach in cinnamic acid synthesis: direct synthesis of cinnamic acids from aromatic aldehydes and aliphatic carboxylic acids in the presence of boron tribromide.

Journal: Molecules (Basel, Switzerland) 20050227

Title: Catalytic enantioselective conjugate addition of cyanide to alpha,beta-unsaturated N-acylpyrroles.

Journal: Journal of the American Chemical Society 20050119

Title: 2-Alkoxydihydrocinnamates as PPAR agonists. Activity modulation by the incorporation of phenoxy substituents.

Journal: Bioorganic & medicinal chemistry letters 20050103

Title: Amino-substituted heterocycles as isosteres of trans-cinnamides: design and synthesis of heterocyclic biaryl sulfides as potent antagonists of LFA-1/ICAM-1 binding.

Journal: Bioorganic & medicinal chemistry letters 20050103

Title: Surface modification of silicone intraocular implants to inhibit cell proliferation.

Journal: Biomacromolecules 20050101

Title: Chemical and biochemical transformations of 5-ethoxycarbonyl-5-phenyl-2-isoxazolines.

Journal: Farmaco (Societa chimica italiana : 1989) 20050101

Title: Study of cis-cinnamic acid in Arabidopsis thaliana.

Journal: Plant physiology and biochemistry : PPB 20050101

Title: Identification of phenolics for control of Aspergillus flavus using Saccharomyces cerevisiae in a model target-gene bioassay.

Journal: Journal of agricultural and food chemistry 20041229

Title: Identification and determination of effective components in Euphrasia regelii by capillary zone electrophoresis.

Journal: Biomedical chromatography : BMC 20041201

Title: [Weed-suppressive effect of phenolic acids].

Journal: Ying yong sheng tai xue bao = The journal of applied ecology 20041201

Title: Functional diversity of cytochrome P450s of the white-rot fungus Phanerochaete chrysosporium.

Journal: Biochemical and biophysical research communications 20041105

Title: Preparative isolation and purification of hydroxyanthraquinones and cinnamic acid from the chinese medicinal herb Rheum officinale Baill. by high-speed counter-current chromatography.

Journal: Journal of chromatography. A 20041015

Title: Esters, amides and substituted derivatives of cinnamic acid: synthesis, antimicrobial activity and QSAR investigations.

Journal: European journal of medicinal chemistry 20041001

Title: Chenoalbicin, a novel cinnamic acid amide alkaloid from Chenopodium album.

Journal: Chemistry & biodiversity 20041001

Title: Halomonas organivorans sp. nov., a moderate halophile able to degrade aromatic compounds.

Journal: International journal of systematic and evolutionary microbiology 20040901

Title: Estimation of scavenging activity of phenolic compounds using the ABTS(*+) assay.

Journal: Journal of agricultural and food chemistry 20040728

Title: Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation.

Journal: The Journal of biological chemistry 20040702

Title: Structure-activity relationships of trans-cinnamic acid derivatives on alpha-glucosidase inhibition.

Journal: Bioorganic & medicinal chemistry letters 20040607

Title: A new polymorph of ortho-ethoxy-trans-cinnamic acid: single-to-single-crystal phase transformation and mechanism.

Journal: Acta crystallographica. Section B, Structural science 20040601

Title: Photodimerization of the alpha'-polymorph of ortho-ethoxy-trans-cinnamic acid in the solid state. I. Monitoring the reaction at 293 K.

Journal: Acta crystallographica. Section B, Structural science 20040601

Title: Determination of hesperetin, cinnamic acid and nicotinic acid in propolis with micellar electrokinetic capillary chromatography.

Journal: Fitoterapia 20040601

Title: Chemical and biological characterization of cinnamic acid derivatives from cell cultures of lavender (Lavandula officinalis) induced by stress and jasmonic acid.

Journal: Journal of agricultural and food chemistry 20040519

Title: Co-incorporation of heterologously expressed Arabidopsis cytochrome P450 and P450 reductase into soluble nanoscale lipid bilayers.

Journal: Archives of biochemistry and biophysics 20040415

Title: Electron-transfer reaction of cinnamic acids and their methyl esters with the DPPH(*) radical in alcoholic solutions.

Journal: The Journal of organic chemistry 20040402

Title: Superacid-catalyzed reactions of cinnamic acids and the role of superelectrophiles.

Journal: The Journal of organic chemistry 20040402

Title: Cinnamic acid based thiazolidinediones inhibit human P450c17 and 3beta-hydroxysteroid dehydrogenase and improve insulin sensitivity independent of PPARgamma agonist activity.

Journal: Journal of molecular endocrinology 20040401

Title: Determination of mangiferin, jateorrhizine, palmatine, berberine, cinnamic acid, and cinnamaldehyde in the traditional Chinese medicinal preparation Zi-Shen pill by high-performance liquid chromatography.

Journal: Journal of chromatographic science 20040401

Title: Glutathione and cinnamic acid: natural dietary components used in preventing the process of browning by inhibition of Polyphenol Oxidase in apple juice.

Journal: Journal of enzyme inhibition and medicinal chemistry 20040401

Title: The FEMA GRAS assessment of cinnamyl derivatives used as flavor ingredients.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20040201

Title: Sensitivity of second harmonic generation from styryl dyes to transmembrane potential.

Journal: Biophysical journal 20040201

Title: Role of phenolics and boron in reproductive success in seasonally transient sterile Tecoma stans L.

Journal: Indian journal of experimental biology 20040201

Title: Antiproliferative activity of various flavonoids and related compounds: additive effect of interferon-alpha2b.

Journal: Bioorganic & medicinal chemistry letters 20040105

Title: Toward non-toxic antifouling: synthesis of hydroxy-, cinnamic acid-, sulfate-, and zosteric acid-labeled poly[3-hydroxyalkanoates].

Journal: Biomacromolecules 20040101

Title: Preparation and evaluation of pH-dependent gradient-release pellets for TCM.

Journal: Drug development and industrial pharmacy 20040101

Title: Antioxidant activity of phenolic and related compounds: a density functional theory study on the O-H bond dissociation enthalpy.

Journal: Redox report : communications in free radical research 20040101

Title: Cinnamic acid amides from Chenopodium album: effects on seeds germination and plant growth.

Journal: Phytochemistry 20031201

Title: [Effect of guizhi tang and its active components on the fever induced by EP3 agonist].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20031101

Title: Phenolic constituents of shea (Vitellaria paradoxa) kernels.

Journal: Journal of agricultural and food chemistry 20031008

Title: Antiallergic principles from Alpinia galanga: structural requirements of phenylpropanoids for inhibition of degranulation and release of TNF-alpha and IL-4 in RBL-2H3 cells.

Journal: Bioorganic & medicinal chemistry letters 20031006

Title: Substituent effects in the BF3-mediated acylation of phenols with cinnamic acids.

Journal: Natural product research 20031001

Title: Synergism of polygodial and trans-cinnamic acid on inhibition of root elongation in lettuce seedling growth bioassays.

Journal: Journal of chemical ecology 20031001

Title: Synthesis and structure-activity relationship studies of cinnamic acid-based novel thiazolidinedione antihyperglycemic agents.

Journal: Bioorganic & medicinal chemistry 20030901

Title: Comparative study of eight well-known polyphenolic antioxidants.

Journal: The Journal of pharmacy and pharmacology 20030901

Title: Mutasynthesis of enterocin and wailupemycin analogues.

Journal: Journal of the American Chemical Society 20030806

Title: Biosynthetic origin of hygromycin A.

Journal: Antimicrobial agents and chemotherapy 20030701

Title: Stimulatory effect of cinnamic acid analogues on alpha1A-adrenoceptors in-vitro.

Journal: The Journal of pharmacy and pharmacology 20030601

Title: Cinnamic acid 4-hydroxylase from cell cultures of the hornwort Anthoceros agrestis.

Journal: Planta 20030501

Title: Antidepressant-like effects of apigenin and 2,4,5-trimethoxycinnamic acid from Perilla frutescens in the forced swimming test.

Journal: Biological & pharmaceutical bulletin 20030401

Title: Pigmentation in the developing seed coat and seedling leaves of Brassica carinata is controlled at the dihydroflavonol reductase locus.

Journal: Phytochemistry 20030301

Title: The photodimerisation of the alpha- and beta-forms of trans-cinnamic acid: a study of single crystals by vibrational microspectroscopy.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20030201

Title: Calmodulin inhibitors from Leucophyllum ambiguum.

Journal: Journal of natural products 20030201

Title: Protection of coumarins against linoleic acid hydroperoxide-induced cytotoxicity.

Journal: Chemico-biological interactions 20030106

Title: Activity of natural antimicrobial compounds against Escherichia coli and Salmonella enterica serovar Typhimurium.

Journal: Letters in applied microbiology 20030101

Title: Aloin, cinnamic acid and sophorcarpidine are potent inhibitors of tyrosinase.

Journal: Chinese medical journal 20021201

Title: Zymographic detection of cinnamic acid decarboxylase activity.

Journal: Journal of microbiological methods 20021101

Title: Chemical inactivation of the cinnamate 4-hydroxylase allows for the accumulation of salicylic acid in elicited cells.

Journal: Plant physiology 20021001

Title: O-4-Linked coniferyl and sinapyl aldehydes in lignifying cell walls are the main targets of the Wiesner (phloroglucinol-HCl) reaction.

Journal: Protoplasma 20021001

Title: Inactivation, complementation, and heterologous expression of encP, a novel bacterial phenylalanine ammonia-lyase gene.

Journal: The Journal of biological chemistry 20020906

Title: Cinnamic acid derived oxazolinium ions as novel cytotoxic agents.

Journal: European journal of medicinal chemistry 20020701

Title: LC/MS/MS characterization of phenolic constituents in dried plums.

Journal: Journal of agricultural and food chemistry 20020605

Title: Rewriting the lignin roadmap.

Journal: Current opinion in plant biology 20020601

Title: Total synthesis of (S)-(+)-imperanene. Effective use of regio- and enantioselective intramolecular carbon-hydrogen insertion reactions catalyzed by chiral dirhodium(II) carboxamidates.

Journal: The Journal of organic chemistry 20020503

Title: [Studies on the separation and determination of natural phenolic acids by reversed-phase high performance liquid chromatography].

Journal: Se pu = Chinese journal of chromatography 20020501

Title: An HPLC method for the determination and pharmacokinetic study of cinnamic acid in the plasma of rats having taken the traditional Chinese medicinal preparation Ling-Gui-Zhu-Gan decoction.

Journal: Journal of chromatographic science 20020401

Title: Benzoic acid biosynthesis in cell cultures of Hypericum androsaemum.

Journal: Planta 20020301

Title: Novel compounds from Piper methysticum Forst (Kava Kava) roots and their effect on cyclooxygenase enzyme.

Journal: Journal of agricultural and food chemistry 20020213

Title: [Effect of precursors on the production of coumarins in a suspension culture of Angelica archangelica L].

Journal: Ceska a Slovenska farmacie : casopis Ceske farmaceuticke spolecnosti a Slovenske farmaceuticke spolecnosti 20020101

Title: Optimization of reaction conditions and stabilization of phenylalanine ammonia lyase-containing Rhodotorula glutinis cells during bioconversion of trans-cinnamic acid to L-phenylalanine.

Journal: Acta microbiologica Polonica 20020101

Title: Continuous production of L-phenylalanine by Rhodotorula glutinis immobilized cells using a column reactor.

Journal: Acta microbiologica Polonica 20020101

Title: Carvacrol and cinnamic acid inhibit microbial growth in fresh-cut melon and kiwifruit at 4 degrees and 8 degrees C.

Journal: Letters in applied microbiology 20020101

Title: Alterations in Taxol production in plant cell culture via manipulation of the phenylalanine ammonia lyase pathway.

Journal: Biotechnology progress 20020101

Title: Inhibitory activity of Cinnamomum cassia bark-derived component against rat lens aldose reductase.

Journal: Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20020101

Title: Isolation of a cinnamic acid-metabolizing Clostridium glycolicum strain from oil mill wastewaters and emendation of the species description.

Journal: International journal of systematic and evolutionary microbiology 20011101

Title: Metabolism of cinnamic acids by some Clostridiales and emendation of the descriptions of Clostridium aerotolerans, Clostridium celerecrescens and Clostridium xylanolyticum.

Journal: International journal of systematic and evolutionary microbiology 20011101

Title: Selective growth inhibitor toward human intestinal bacteria derived from Pulsatilla cernua root.

Journal: Journal of agricultural and food chemistry 20011001

Title: Contact allergy to balsam of Peru. II. Patch test results in 102 patients with selected balsam of Peru constituents.

Journal: American journal of contact dermatitis : official journal of the American Contact Dermatitis Society 20010601

Title: Photocatalytic degradation of trans-cinnamic, dihydrocinnamic, trans-caffeic, and dihydrocaffeic acids and characterization of the products.

Journal: Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20010501

Title: [Organic acid constituents from the stem of Securidaca inappendiculata Hassk].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20010401

Title: Simultaneous determination of quercetin, kaempferol and (E)-cinnamic acid in vegetative organs of Schisandra chinensis Baill. by HPLC.

Journal: Journal of pharmaceutical and biomedical analysis 20010301

Title: Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens.

Journal: Chemical research in toxicology 20010301

Title: A comparative vibrational and NMR study of cis-cinnamic acid polymorphs and trans-cinnamic acid.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20010301

Title: Identification and effects of interaction phytotoxic compounds from exudate of Cistus ladanifer leaves.

Journal: Journal of chemical ecology 20010301

Title: Cinnamic acid is a precursor of benzoic acids in cell cultures of Hypericum androsaemum L. but not in cell cultures of Centaurium erythraea RAFN.

Journal: Planta 20010101

Title: Polyesters in higher plants.

Journal: Advances in biochemical engineering/biotechnology 20010101

Title: Propolis from Chilean matorral hives.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20010101

Title: Abatement of the major contaminants present in olive oil industry wastewaters by different oxidation methods: ozone and/or UV radiation versus solar light.

Journal: Water science and technology : a journal of the International Association on Water Pollution Research 20010101

Title: Chemical kinetics of the photocatalytic degradation of trans-cinnamic, dihydrocinnamic, trans-caffeic, and dihydrocaffeic acids.

Journal: Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20010101

Title: Synergistic activities of antituberculous drugs with cerulenin and trans-cinnamic acid against Mycobacterium tuberculosis.

Journal: FEMS immunology and medical microbiology 19980601

Title: Susceptibility to skin stinging, non-immunologic contact urticaria and acute skin irritation; is there a relationship?

Journal: Contact dermatitis 19980201

Title: Biosynthesis of pseudoisoeugenols in tissue cultures of Pimpinella anisum. Phenylalanine ammonia lyase and cinnamic acid 4-hydroxylase activities.

Journal: Pharmacy world & science : PWS 19950728

Title: Inhibition of rat liver mevalonate pyrophosphate decarboxylase and mevalonate phosphate kinase by phenyl and phenolic compounds.

Journal: The Biochemical journal 19790701

Title: Liu L, et al. Cinnamic acid: a natural product with potential use in cancer intervention. Int J Cancer. 1995 Jul 28;62(3):345-50.

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Tags:621-82-9 Molecular Formula|621-82-9 MDL|621-82-9 SMILES|621-82-9 Cinnamic acid