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125-46-2,MFCD00065294
Catalog No.:AA000MVQ

125-46-2 | 4,10-diacetyl-11,13-dihydroxy-2,12-dimethyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),6,10,12-tetraene-3,5-dione

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98%(HPLC)
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98%(HPLC)
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10g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA000MVQ
Chemical Name:
4,10-diacetyl-11,13-dihydroxy-2,12-dimethyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),6,10,12-tetraene-3,5-dione
CAS Number:
125-46-2
Molecular Formula:
C18H16O7
Molecular Weight:
344.3154
MDL Number:
MFCD00065294
SMILES:
CC(=O)C1C(=O)C=C2C(C1=O)(C)c1c(O)c(C)c(c(c1O2)C(=O)C)O
Properties
Properties
 
BP:
605.4°C at 760 mmHg  
Form:
Solid  
MP:
200°C  
Refractive Index:
495 ° (C=0.7, CHCl3)  

Computed Properties
 
Complexity:
708  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
2  
Undefined Atom Stereocenter Count:
2  
XLogP3:
1.4  

Downstream Synthesis Route
125-46-2    557-34-6   
zincusnate 

[1]Patent:US2019/21977,2019,A1.Locationinpatent:Paragraph0104-0105

125-46-2   
zinc(II)oxide 
 
zincusnate 

[1]Patent:US2019/21977,2019,A1.Locationinpatent:Paragraph0106

125-46-2   
zinc(II)oxide 
 
2C18H14O7(2-)*2H(1+)*Zn(2+) 

[1]Patent:WO2019/18287,2019,A1.Locationinpatent:Paragraph00081

Literature

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Title: Editor's Highlight: Organ-Specific Epigenetic Changes Induced by the Nongenotoxic Liver Carcinogen Methapyrilene in Fischer 344 Rats.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20170301

Title: Evaluation of mutagenic, recombinogenic and carcinogenic potential of (+)-usnic acid in somatic cells of Drosophila melanogaster.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20161001

Title: Endoplasmic Reticulum Stress and Store-Operated Calcium Entry Contribute to Usnic Acid-Induced Toxicity in Hepatic Cells.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20150701

Title: The role of autophagy in usnic acid-induced toxicity in hepatic cells.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20141101

Title: Inhibition of cytochrome P450s enhances (+)-usnic acid cytotoxicity in primary cultured rat hepatocytes.

Journal: Journal of applied toxicology : JAT 20140801

Title: Harmful effects of usnic acid on hepatic metabolism.

Journal: Chemico-biological interactions 20130425

Title: Membrane-damaging potential of natural L-(-)-usnic acid in Staphylococcus aureus.

Journal: European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology 20121201

Title: Anti-viral activity of (-)- and (+)-usnic acids and their derivatives against influenza virus A(H1N1)2009.

Journal: Bioorganic & medicinal chemistry letters 20121201

Title: Chemical composition of three Parmelia lichens and antioxidant, antimicrobial and cytotoxic activities of some their major metabolites.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20121015

Title: Effects of usnic acid exposure on human hepatoblastoma HepG2 cells in culture.

Journal: Journal of applied toxicology : JAT 20120901

Title: Usnic acid inhibits breast tumor angiogenesis and growth by suppressing VEGFR2-mediated AKT and ERK1/2 signaling pathways.

Journal: Angiogenesis 20120901

Title: Influence of usnic acid and its derivatives on the activity of mammalian poly(ADP-ribose)polymerase 1 and DNA polymerase β.

Journal: Medicinal chemistry (Shariqah (United Arab Emirates)) 20120901

Title: Interactive toxicity of usnic acid and lipopolysaccharides in human liver HepG2 cells.

Journal: Journal of applied toxicology : JAT 20120901

Title: Antioxidative and cardiovascular-protective activities of metabolite usnic acid and psoromic acid produced by lichen species Usnea complanata under submerged fermentation.

Journal: Pharmaceutical biology 20120801

Title: Proteomic study on usnic-acid-induced hepatotoxicity in rats.

Journal: Journal of agricultural and food chemistry 20120725

Title: Lichen secondary metabolites are responsible for induction of apoptosis in HT-29 and A2780 human cancer cell lines.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20120401

Title: Redox characterization of usnic acid and its cytotoxic effect on human neuron-like cells (SH-SY5Y).

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20120301

Title: Studies on nutritional requirement for the culture of lichen Ramalina nervulosa and Ramalina pacifica to enhance the production of antioxidant metabolites.

Journal: Folia microbiologica 20120301

Title: In vitro interaction of usnic acid in combination with antimicrobial agents against methicillin-resistant Staphylococcus aureus clinical isolates determined by FICI and ΔE model methods.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20120215

Title: Evaluation of portable Raman spectrometer with 1064 nm excitation for geological and forensic applications.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20120201

Title: Characterisation of phenols and antioxidant and hypolipidaemic activities of Lethariella cladonioides.

Journal: Journal of the science of food and agriculture 20120130

Title: Larvicidal activity of some secondary lichen metabolites against the mosquito Culiseta longiareolata Macquart (Diptera: Culicidae).

Journal: Natural product research 20120101

Title: Chemical Composition, Antioxidant, and Antimicrobial Activities of Lichen Umbilicaria cylindrica (L.) Delise (Umbilicariaceae).

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: New formulations of local anaesthetics-part I.

Journal: Anesthesiology research and practice 20120101

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Journal: Journal of ethnobiology and ethnomedicine 20120101

Title: Tannins, peptic ulcers and related mechanisms.

Journal: International journal of molecular sciences 20120101

Title: An overview of the evidence and mechanisms of herb-drug interactions.

Journal: Frontiers in pharmacology 20120101

Title: Intraerythrocytic stages of Plasmodium falciparum biosynthesize vitamin E.

Journal: FEBS letters 20111215

Title: Mechanical effects, antimicrobial efficacy and cytotoxicity of usnic acid as a biofilm prophylaxis in PMMA.

Journal: Journal of materials science. Materials in medicine 20111201

Title: A new depsidone and antibacterial activities of compounds from Usnea undulata Stirton.

Journal: Journal of Asian natural products research 20111201

Title: Inhibitory activity of Fe(3) O(4)/oleic acid/usnic acid-core/shell/extra-shell nanofluid on S. aureus biofilm development.

Journal: IEEE transactions on nanobioscience 20111201

Title: The anti-obesity effect of Lethariella cladonioides in 3T3-L1 cells and obese mice.

Journal: Nutrition research and practice 20111201

Title: Assessment of usnic acid toxicity in rat primary hepatocytes using ¹³C isotopomer distribution analysis of lactate, glutamate and glucose.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20111101

Title: A metabonomic characterization of (+)-usnic acid-induced liver injury by gas chromatography-mass spectrometry-based metabolic profiling of the plasma and liver in rat.

Journal: International journal of toxicology 20111001

Title: Sensitivity of Xanthoria parietina to UV-A: role of metabolic modulators.

Journal: Journal of photochemistry and photobiology. B, Biology 20110602

Title: Review of liver injury associated with dietary supplements.

Journal: Liver international : official journal of the International Association for the Study of the Liver 20110501

Title: Acute liver failure caused by 'fat burners' and dietary supplements: a case report and literature review.

Journal: Canadian journal of gastroenterology = Journal canadien de gastroenterologie 20110301

Title: Variable responses of different human cancer cells to the lichen compounds parietin, atranorin, usnic acid and gyrophoric acid.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20110201

Title: Production of anti-Helicobacter pylori metabolite by the lichen-forming fungus Nephromopsis pallescens.

Journal: Journal of microbiology (Seoul, Korea) 20110201

Title: Molecular clips and tweezers hosting neutral guests.

Journal: Chemical Society reviews 20110101

Title: Collagen-based films containing liposome-loaded usnic acid as dressing for dermal burn healing.

Journal: Journal of biomedicine & biotechnology 20110101

Title: Human serum-derived hydroxy long-chain fatty acids exhibit anti-inflammatory and anti-proliferative activity.

Journal: Journal of experimental & clinical cancer research : CR 20110101

Title: Degradation of the disease-associated prion protein by a serine protease from lichens.

Journal: PloS one 20110101

Title: Antioxidant, antimicrobial and antiproliferative activities of five lichen species.

Journal: International journal of molecular sciences 20110101

Title: Antioxidant, antimicrobial and anticancer activity of the lichens Cladonia furcata, Lecanora atra and Lecanora muralis.

Journal: BMC complementary and alternative medicine 20110101

Title: Airborne contact dermatitis - current perspectives in etiopathogenesis and management.

Journal: Indian journal of dermatology 20110101

Title: In situ imaging of usnic acid in selected Cladonia spp. by vibrational spectroscopy.

Journal: The Analyst 20101201

Title: HPLC isolation of antioxidant constituents from Xanthoparmelia spp.

Journal: Journal of pharmaceutical and biomedical analysis 20101010

Title: Prooxidant and antioxidant behaviour of usnic acid from lichens under UVB-light irradiation--studies on human cells.

Journal: Journal of photochemistry and photobiology. B, Biology 20101005

Title: Does usnic acid affect microtubules in human cancer cells?

Journal: Brazilian journal of biology = Revista brasleira de biologia 20100801

Title: Cellular mechanisms of the anticancer effects of the lichen compound usnic acid.

Journal: Planta medica 20100701

Title: Pharmacological properties of lichen Cladonia clathrata.

Journal: Pharmaceutical biology 20100701

Title: Antimycobacterial activity of lichen substances.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20100401

Title: Human dermal fibroblast proliferation activity of usimine-C from Antarctic lichen Ramalina terebrata.

Journal: Biotechnology letters 20100401

Title: Comparison of the phytotoxic effects of usnic acid on cultures of free-living alga Scenedesmus quadricauda and aposymbiotically grown lichen photobiont Trebouxia erici.

Journal: Journal of chemical ecology 20100401

Title: Microbial degradation of usnic acid in the reindeer rumen.

Journal: Die Naturwissenschaften 20100301

Title: Antimycobacterial activity of usnic acid against resistant and susceptible strains of Mycobacterium tuberculosis and non-tuberculous mycobacteria.

Journal: Pharmaceutical biology 20100301

Title: Anti-mutagenic lichen extract has double-edged effect on azoxymethane-induced colorectal oncogenesis in C57BL/6J mice.

Journal: Toxicology mechanisms and methods 20100101

Title: Antibacterial activities of Ramalin, usnic acid and its three derivatives isolated from the Antarctic lichen Ramalina terebrata.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20100101

Title: Current results on biological activities of lichen secondary metabolites: a review.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20100101

Title: Anti-photoaging and photoprotective compounds derived from marine organisms.

Journal: Marine drugs 20100101

Title: Analysis of salazinic, norstictic, and usnic acids in Xanthoparmelia chlorochroa by ultra-performance liquid chromatography/tandem mass spectrometry.

Journal: Journal of AOAC International 20100101

Title: Molecular structural studies of lichen substances with antimicrobial, antiproliferative, and cytotoxic effects from Parmelia subrudecta.

Journal: Preparative biochemistry & biotechnology 20100101

Title: Traditional herbal medicine in far-west Nepal: a pharmacological appraisal.

Journal: Journal of ethnobiology and ethnomedicine 20100101

Title: Determination of Teloschistes flavicans (sw) norm anti-inflammatory activity.

Journal: Pharmacognosy research 20100101

Title: Protoplast isolation from cultured lichen Usnea ghattensis, their fusion with protoplasts of Aspergillus nidulans, fusant regeneration and production of usnic acid.

Journal: Folia microbiologica 20090901

Title: Raman spectroscopic identification of usnic acid in hydrothermal minerals as a potential Martian analogue.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20090801

Title: [Oral acute toxicity of (+)-usnic acid in mice and its cytotoxicity in rat cardiac fibroblasts].

Journal: Nan fang yi ke da xue xue bao = Journal of Southern Medical University 20090801

Title: In vitro anti-Helicobacter pylori activity of usnic acid.

Journal: Phytotherapy research : PTR 20090701

Title: Phytochemical investigation of the Australian lichens Ramalina glaucescens and Xanthoria parietina.

Journal: Natural product communications 20090701

Title: Antiproliferative effects on tumour cells and promotion of keratinocyte wound healing by different lichen compounds.

Journal: Planta medica 20090501

Title: The chemoenzymatic synthesis of usnic acid.

Journal: Bioorganic & medicinal chemistry letters 20090501

Title: Lichens--photophysical studies of potential new sunscreens.

Journal: Journal of photochemistry and photobiology. B, Biology 20090402

Title: Effect of (+)-usnic acid on mitochondrial functions as measured by mitochondria-specific oligonucleotide microarray in liver of B6C3F1 mice.

Journal: Mitochondrion 20090401

Title: Novel chiral molecular tweezer from (+)-usnic acid.

Journal: Organic letters 20090205

Title: Dissociation and metal-binding characteristics of yellow lichen substances suggest a relationship with site preferences of lichens.

Journal: Annals of botany 20090101

Title: Lichen substances prevent lichens from nutrient deficiency.

Journal: Journal of chemical ecology 20090101

Title: Elucidation of the complexation mechanism between (+)-usnic acid and cyclodextrins studied by isothermal titration calorimetry and phase-solubility diagram experiments.

Journal: Journal of molecular recognition : JMR 20090101

Title: Ancient horizontal gene transfer from bacteria enhances biosynthetic capabilities of fungi.

Journal: PloS one 20090101

Title: Lichen extracts.

Journal: Dermatitis : contact, atopic, occupational, drug 20090101

Title: In vitrouptake and antimycobacterial activity of liposomal usnic acid formulation.

Journal: Journal of liposome research 20090101

Title: Resveratrol exhibits a strong cytotoxic activity in cultured cells and has an antiviral action against polyomavirus: potential clinical use.

Journal: Journal of experimental & clinical cancer research : CR 20090101

Title: In vitro study of the inhibitory activity of usnic acid on dental plaque biofilm.

Journal: Roumanian archives of microbiology and immunology 20090101

Title: [In vitro effect of (+)-usnic acid on Toxoplasma gondii tachyzoites].

Journal: Zhongguo ji sheng chong xue yu ji sheng chong bing za zhi = Chinese journal of parasitology & parasitic diseases 20081230

Title: Preparation and characterization of copper(II) and nickel(II) complexes of a new chiral salen ligand derived from (+)-usnic acid.

Journal: Dalton transactions (Cambridge, England : 2003) 20081214

Title: Down-regulatory effect of usnic acid on nuclear factor-kappaB-dependent tumor necrosis factor-alpha and inducible nitric oxide synthase expression in lipopolysaccharide-stimulated macrophages RAW 264.7.

Journal: Phytotherapy research : PTR 20081201

Title: Lichen photobionts show tolerance against lichen acids produced by lichen mycobionts.

Journal: Bioscience, biotechnology, and biochemistry 20081201

Title: Usnic acid controls the acidity tolerance of lichens.

Journal: Environmental pollution (Barking, Essex : 1987) 20081101

Title: Eubacterium rangiferina, a novel usnic acid-resistant bacterium from the reindeer rumen.

Journal: Die Naturwissenschaften 20080801

Title: Synthesis and cytotoxic activities of usnic acid derivatives.

Journal: Bioorganic & medicinal chemistry 20080715

Title: Insecticidal activity of major lichen compounds, (-)- and (+)-usnic acid, against the larvae of house mosquito, Culex pipiens L.

Journal: Parasitology research 20080501

Title: Usimines A-C, bioactive usnic acid derivatives from the Antarctic lichen Stereocaulon alpinum.

Journal: Journal of natural products 20080401

Title: A new antifungal and antiprotozoal depside from the Andean lichen Protousnea poeppigii.

Journal: Phytotherapy research : PTR 20080301

Title: Metabolism and related human risk factors for hepatic damage by usnic acid containing nutritional supplements.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20080301

Title: Hepatotoxic slimming aids and other herbal hepatotoxins.

Journal: Journal of gastroenterology and hepatology 20080301

Title: Mycosporine-like amino acids and marine toxins--the common and the different.

Journal: Marine drugs 20080301

Title: Quantitative determination of secondary metabolites in Cladina stellaris and other lichens by micellar electrokinetic chromatography.

Journal: Journal of chromatography. A 20080222

Title: Purification, identification and activity of phomodione, a furandione from an endophytic Phoma species.

Journal: Phytochemistry 20080201

Title: Production and bioactivity of common lichen metabolites as exemplified by Heterodea muelleri (Hampe) Nyl.

Journal: Journal of chemical ecology 20080201

Title: Cloning and sequence characterization of a non-reducing polyketide synthase gene from the lichen Xanthoparmelia semiviridis.

Journal: Mycological research 20080201

Title: Toxicity of the lichen secondary metabolite (+)-usnic acid in domestic sheep.

Journal: Veterinary pathology 20080101

Title: Testing for treatment effects on gene ontology.

Journal: BMC bioinformatics 20080101

Title: Review of usnic acid and Usnea barbata toxicity.

Journal: Journal of environmental science and health. Part C, Environmental carcinogenesis & ecotoxicology reviews 20080101

Title: Usnic acid is a promising synergist for biopreparations based on entomopathogenic microorganisms.

Journal: Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections 20080101

Title: Usnea barbata extract prevents ultraviolet-B induced prostaglandin E2 synthesis and COX-2 expression in HaCaT keratinocytes.

Journal: Journal of photochemistry and photobiology. B, Biology 20071112

Title: Screening of plant extracts for antimicrobial activity against bacteria and yeasts with dermatological relevance.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20070801

Title: Forest successional stage affects the cortical secondary chemistry of three old forest lichens.

Journal: Journal of chemical ecology 20070801

Title: Potent activity of the lichen antibiotic (+)-usnic acid against clinical isolates of vancomycin-resistant enterococci and methicillin-resistant Staphylococcus aureus.

Journal: Die Naturwissenschaften 20070601

Title: The phenolic compounds in Cladonia lichens are not antimicrobial in soils.

Journal: Oecologia 20070501

Title: In vitro antimalarial activity of hyperforin, a prenylated acylphloroglucinol. A structure-activity study.

Journal: Bioorganic & medicinal chemistry letters 20070315

Title: Ethnoveterinary medicines used for ruminants in British Columbia, Canada.

Journal: Journal of ethnobiology and ethnomedicine 20070101

Title: [Investigation of the germicidal effect of usnic acid, betadine, savlosol, and desderman on the protoscolexes of lung hydatid cysts].

Journal: Turkiye parazitolojii dergisi 20070101

Title: Lichen secondary metabolites from the cultured lichen mycobionts of Teloschistes chrysophthalmus and Ramalina celastri and their antiviral activities.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20070101

Title: In vitro cytotoxic activities of (+)-usnic acid and (-)-usnic acid on V79, A549, and human lymphocyte cells and their non-genotoxicity on human lymphocytes.

Journal: Natural product research 20061201

Title: Nanoencapsulation of usnic acid: An attempt to improve antitumour activity and reduce hepatotoxicity.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20061001

Title: Photosynthesis and water relations in tomato plants cultivated long-term in media containing (+)-usnic acid.

Journal: Journal of chemical ecology 20060901

Title: Allergic contact dermatitis from a natural deodorant: a report of 4 cases associated with lichen acid mix allergy.

Journal: Journal of the American Academy of Dermatology 20060801

Title: Indole rings in palladium(II) complexes. Dual mode of metal binding and aromatic ring stacking causing syn-anti isomerism.

Journal: Inorganic chemistry 20060724

Title: Thermodynamic characterization of the prevailing molecular interactions in mixed floating monolayers of phospholipids and usnic acid.

Journal: Journal of colloid and interface science 20060601

Title: Determination of usnic acid in lichen toxic to elk by liquid chromatography with ultraviolet and tandem mass spectrometry detection.

Journal: Journal of agricultural and food chemistry 20060405

Title: Severe hepatotoxicity associated with use of a dietary supplement containing usnic acid.

Journal: Mayo Clinic proceedings 20060401

Title: Gastroprotective and antioxidant effects of usnic acid on indomethacin-induced gastric ulcer in rats.

Journal: Journal of ethnopharmacology 20060103

Title: Solid-phase synthesis of polyfunctionalized natural products: application to usnic acid, a bioactive lichen compound.

Journal: Journal of combinatorial chemistry 20060101

Title: Determination of usnic acid in some Rhizoplaca species from Middle Anatolia and their antimicrobial activities.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20060101

Title: Effects of UV radiation on usnic acid in Xanthoparmelia microspora (Müll. Arg. Hale).

Journal: Photochemistry and photobiology 20060101

Title: [Plasmid elimination effect of usnic acid on antibiotic-resistant Staphylococcus aureus].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20060101

Title: Experimental studies on the growth and usnic acid production in 'lichen'Usnea ghattensis in vitro.

Journal: Microbiological research 20060101

Title: A study of the genetic variability of Rhizoplaca chrysoleuca using DNA sequences and secondary metabolic substances.

Journal: Mycologia 20060101

Title: Identification and quantitation of usnic acid from the lichen Usnea species of Anatolia and antimicrobial activity.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20060101

Title: Beta-orcinol depsidones from the lichen Usnea sp. from Sri Lanka.

Journal: Natural product research 20051001

Title: Usnic acid: a non-genotoxic compound with anti-cancer properties.

Journal: Anti-cancer drugs 20050901

Title: Liking lichens.

Journal: The Lancet. Infectious diseases 20050901

Title: 'Fat burner' herb, usnic acid, induced acute hepatitis in a family.

Journal: Journal of gastroenterology and hepatology 20050701

Title: [Acute hepatitis in a woman after intake of slimming pills bought via Internet].

Journal: Lakartidningen 20050701

Title: Raman spectroscopy of hot desert, high altitude epilithic lichens.

Journal: The Analyst 20050501

Title: Solubilization of poorly soluble lichen metabolites for biological testing on cell lines.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20050401

Title: Seasonal trends in usnic acid concentrations of Arctic, alpine and Patagonian populations of the lichen Flavocetraria nivalis.

Journal: Phytochemistry 20050201

Title: [The study on skin wound healing promoting action of sodium usnic acid].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20050201

Title: Effect of usnic acid from the lichen Cladonia substellata on Trypanosoma cruzi in vitro: an ultrastructural study.

Journal: Micron (Oxford, England : 1993) 20050101

Title: Occupational allergic contact dermatitis from lichens in present-day Finland.

Journal: Contact dermatitis 20050101

Title: Quantitative determination of usnic acid in Usnea lichen and its products by reversed-phase liquid chromatography with photodiode array detector.

Journal: Journal of AOAC International 20050101

Title: Severe hepatotoxicity associated with the use of weight loss diet supplements containing ma huang or usnic acid.

Journal: Journal of hepatology 20041201

Title: Cytotoxic and apoptotic effects on hepatocytes of secondary metabolites obtained from lichens.

Journal: Alternatives to laboratory animals : ATLA 20041201

Title: Anti-proliferative lichen compounds with inhibitory activity on 12(S)-HETE production in human platelets.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20041101

Title: In vitro and in vivo properties of usnic acid encapsulated into PLGA-microspheres.

Journal: Journal of microencapsulation 20040601

Title: Fulminant liver failure due to usnic acid for weight loss.

Journal: The American journal of gastroenterology 20040501

Title: Hepatotoxic effect of (+)usnic acid from Usnea siamensis Wainio in rats, isolated rat hepatocytes and isolated rat liver mitochondria.

Journal: Journal of ethnopharmacology 20040201

Title: Usnic acid-induced necrosis of cultured mouse hepatocytes: inhibition of mitochondrial function and oxidative stress.

Journal: Biochemical pharmacology 20040201

Title: The antimicrobial activity of extracts of the lichen Cladonia foliacea and its (-)-usnic acid, atranorin, and fumarprotocetraric acid constituents.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20040101

Title: Evaluation of the antimicrobial activity of the acetone extract of the lichen Ramalina farinacea and its (+)-usnic acid, norstictic acid, and protocetraric acid constituents.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20040101

Title: Investigation by solid-phase microextraction and gas chromatography/mass spectrometry of secondary metabolites in lichens deposited on stone monuments.

Journal: Rapid communications in mass spectrometry : RCM 20030101

Title: Impact of fertilisation on phenol content and growth rate of Cladina stellaris: a test of the carbon-nutrient balance hypothesis.

Journal: Oecologia 20030101

Title: Usnic acid.

Journal: Phytochemistry 20021201

Title: Alysinol--a new triterpene from Alysicarpus monolifer.

Journal: Natural product letters 20021201

Title: Protection against UVB irradiation by natural filters extracted from lichens.

Journal: Journal of photochemistry and photobiology. B, Biology 20021101

Title: Solubilization of the lichen metabolite (+)-usnic acid for testing in tissue culture.

Journal: The Journal of pharmacy and pharmacology 20021101

Title: Effects of ultraviolet radiation and PAR on the content of usnic and divaricatic acids in two arctic-alpine lichens.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20020901

Title: Spectroscopic and structural characterization of copper(II) and palladium(II) complexes of a lichen substance usnic acid and its derivatives. Possible forms of environmental metals retained in lichens.

Journal: Journal of inorganic biochemistry 20020725

Title: A review on usnic acid, an interesting natural compound.

Journal: Die Naturwissenschaften 20020401

Title: Molecular characterization and action of usnic acid: a drug that inhibits proliferation of mouse polyomavirus in vitro and whose main target is RNA transcription.

Journal: Biochimie 20020401

Title: Reversed-polarity capillary zone electrophoretic analysis of usnic acid.

Journal: Electrophoresis 20010801

Title: Influences of nitrogen sources on usnic acid production in a cultured Mycobiont of the lichen Usnea hirta (L.) Wigg.

Journal: Bioscience, biotechnology, and biochemistry 20010801

Title: Oxidative stress and usnic acid content in Parmelia caperata and Parmelia soredians (Lichenes).

Journal: Farmaco (Societa chimica italiana : 1989) 20010101

Title: Assessment of antimycobacterial activity of a series of mainly marine derived natural products.

Journal: Planta medica 20000501

Title: Antimycobacterial activity of lichen metabolites in vitro.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 19980401

Title: Kim KJ, et al. Effect of Usnic Acid on Osteoclastogenic Activity. J Clin Med. 2018 Oct 12;7(10). pii: E345.

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Tags:125-46-2 Molecular Formula|125-46-2 MDL|125-46-2 SMILES|125-46-2 4,10-diacetyl-11,13-dihydroxy-2,12-dimethyl-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(9),6,10,12-tetraene-3,5-dione