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5508-58-7,MFCD07778082
Catalog No.:AA003NTF

5508-58-7 | (3E,4S)-3-{2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]ethylidene}-4-hydroxyoxolan-2-one

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100mg
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$6.00   $4.00
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1g
98+%
in stock  
$8.00   $6.00
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5g
98+%
in stock  
$26.00   $18.00
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25g
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in stock  
$85.00   $60.00
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100g
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$263.00   $185.00
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500g
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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:
AA003NTF
Chemical Name:
(3E,4S)-3-{2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]ethylidene}-4-hydroxyoxolan-2-one
CAS Number:
5508-58-7
Molecular Formula:
C20H30O5
Molecular Weight:
350.4492
MDL Number:
MFCD07778082
SMILES:
OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2C/C=C/1\[C@H](O)COC1=O)C
Properties
Properties
 
BP:
557.3 °C at 760 mmHg  
Form:
Solid  
MP:
229-232 °C(lit.);  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
597  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
XLogP3:
2.2  

Downstream Synthesis Route
110-86-1    76-83-5    5508-58-7   
<i>ent</i>-3β,15-dihydroxy-19-trityloxy-labda-8(20),11ξ,13<i>t</i>-trien-16-oicacid-15-lactone 

[1]Cava;Weinstein[Chemistryandindustry,1959,p.851]Cavaetal.[Tetrahedron,1962,vol.18,p.397,398][Tetrahedron,1965,vol.21,p.2617,2620Anm.11]

[1]Schwyzeretal.[HelveticaChimicaActa,1951,vol.34,p.652,670]Gorter[RecueildesTravauxChimiquesdesPays-Bas,1911,vol.30,p.165][ChemischesZentralblatt,1910,vol.81,#II,p.1229]

[2]Kondoetal.[ItsuuKenkyushoNempo,1950,vol.1,p.25,27,65,68]

5508-58-7   
<i>ent</i>-(13Ξ,14Ξ)-3β,14,15,19-tetrahydroxy-8ξ<i>H</i>-labdan-16-oicacid-15-lactone 

[1]Schwyzeretal.[HelveticaChimicaActa,1951,vol.34,p.652,670]Chakravarti;Chakravarti[JournaloftheChemicalSociety,1952,p.1697,1699]

[1]Schwyzeretal.[HelveticaChimicaActa,1951,vol.34,p.652,670]Moktader;Guha-Sircar[JournaloftheIndianChemicalSociety,1939,vol.16,p.333,338]

5508-58-7   
<i>ent</i>-(12Ξ,13Ξ,14Ξ)-8,12-dichloro-3β,14,15,19-tetrahydroxy-8ξ<i>H</i>-labdan-16-oicacid-15-lactone 

[1]Kondoetal.[ItsuuKenkyushoNempo,1950,vol.1,p.25,27,65,68]

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Title: Anti-HIV activity of semisynthetic derivatives of andrographolide and computational study of HIV-1 gp120 protein binding.

Journal: European journal of medicinal chemistry 20121001

Title: Two novel creatinine adducts of andrographolide in human urine.

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Title: Andrographolide inhibits osteopontin expression and breast tumor growth through down regulation of PI3 kinase/Akt signaling pathway.

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Title: Synthesis and biological evaluation of andrographolide derivatives as potent anti-HIV agents.

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Title: Inhibitory effect of andrographolide in 3T3-L1 adipocytes differentiation through the PPARγ pathway.

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Title: Inactivation of PI3K/Akt signaling mediates proliferation inhibition and G2/M phase arrest induced by andrographolide in human glioblastoma cells.

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Journal: Human reproduction (Oxford, England) 20120501

Title: Andrographolide exerted its antimicrobial effects by upregulation of human β-defensin-2 induced through p38 MAPK and NF-κB pathway in human lung epithelial cells.

Journal: Canadian journal of physiology and pharmacology 20120501

Title: [Effects of andrographolide on the expression of eosinophil granulocytes and possible mechanisms].

Journal: Zhongguo dang dai er ke za zhi = Chinese journal of contemporary pediatrics 20120501

Title: Andrographolide and its analogues: versatile bioactive molecules for combating inflammation and cancer.

Journal: Clinical and experimental pharmacology & physiology 20120301

Title: Andrographolide sensitizes cisplatin-induced apoptosis via suppression of autophagosome-lysosome fusion in human cancer cells.

Journal: Autophagy 20120301

Title: Synthesis and preliminary antihyperlipidaemic activities evaluation of andrographolide derivatives.

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Title: Suppression of matrix metalloproteinase-9 expression by andrographolide in human monocytic THP-1 cells via inhibition of NF-κB activation.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20120215

Title: Effects of andrographolide and 14-deoxy-11,12-didehydroandrographolide on cultured primary astrocytes and PC12 cells.

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Journal: Immunopharmacology and immunotoxicology 20120201

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Title: Reaction characteristics of andrographolide and its analogue AL-1 with GSH, as a simple chemical simulation of NF-κB inhibition.

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Title: Prediction of the relationship between the structural features of andrographolide derivatives and α-glucosidase inhibitory activity: a quantitative structure-activity relationship (QSAR) study.

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Journal: Molecular and cellular endocrinology 20110130

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Journal: Toxicology and applied pharmacology 20110101

Title: Andrographolide-induced pi class of glutathione S-transferase gene expression via PI3K/Akt pathway in rat primary hepatocytes.

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Title: Protective mechanism of andrographolide against carbon tetrachloride-induced acute liver injury in mice.

Journal: Biological & pharmaceutical bulletin 20110101

Title: Synthesis, cytotoxicity, and structure-activity relationship (SAR) studies of andrographolide analogues as anti-cancer agent.

Journal: Bioorganic & medicinal chemistry letters 20101201

Title: Andrographolide and 14-deoxy-11,12-didehydroandrographolide from Andrographis paniculata attenuate high glucose-induced fibrosis and apoptosis in murine renal mesangeal cell lines.

Journal: Journal of ethnopharmacology 20101111

Title: Andrographolide exhibits anti-invasive activity against colon cancer cells via inhibition of MMP2 activity.

Journal: Planta medica 20101101

Title: Study of anti-inflammatory activities of the pure compounds from Andrographis paniculata (burm.f.) Nees and their effects on gene expression.

Journal: International immunopharmacology 20101101

Title: Neoandrographolide from Andrographis paniculata as a potential natural chemosensitizer.

Journal: Planta medica 20101001

Title: Mitochondrial-mediated apoptosis in lymphoma cells by the diterpenoid lactone andrographolide, the active component of Andrographis paniculata.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20101001

Title: A novel microwave-assisted extraction for the isolation of andrographolide from Andrographis paniculata and its in vitro antioxidant activity.

Journal: Natural product research 20101001

Title: Neuroprotective effects of andrographolide in a rat model of permanent cerebral ischaemia.

Journal: British journal of pharmacology 20101001

Title: Modulation of the cannabinoid receptors by andrographolide attenuates hepatic apoptosis following bile duct ligation in rats with fibrosis.

Journal: Apoptosis : an international journal on programmed cell death 20100801

Title: Biosynthesis of andrographolide in Andrographis paniculata.

Journal: Phytochemistry 20100801

Title: [Assay of andrographolide bulk drug by HPLC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100801

Title: Andrographolide sensitizes Ras-transformed cells to radiation in vitro and in vivo.

Journal: International journal of radiation oncology, biology, physics 20100715

Title: Induction of heme oxygenase 1 and inhibition of tumor necrosis factor alpha-induced intercellular adhesion molecule expression by andrographolide in EA.hy926 cells.

Journal: Journal of agricultural and food chemistry 20100714

Title: Effects of andrographolide on sexual functions, vascular reactivity and serum testosterone level in rodents.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100701

Title: Synthesis and preliminary anti-HIV activities of andrographolide derivatives.

Journal: Medicinal chemistry (Shariqah (United Arab Emirates)) 20100701

Title: Design, synthesis and antibacterial activity of novel andrographolide derivatives.

Journal: Bioorganic & medicinal chemistry 20100615

Title: Inhibition of the JAK-STAT3 pathway by andrographolide enhances chemosensitivity of cancer cells to doxorubicin.

Journal: Biochemical pharmacology 20100501

Title: Anticancer activity of andrographolide semisynthetic derivatives.

Journal: Natural product communications 20100501

Title: [A quantitation method for andrographolide and dehydroandrographolide by X-ray powder diffraction Fourier fingerprint pattern technique].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20100501

Title: Inhibitory effects of andrographolide on migration and invasion in human non-small cell lung cancer A549 cells via down-regulation of PI3K/Akt signaling pathway.

Journal: European journal of pharmacology 20100425

Title: Andrographolide regulates epidermal growth factor receptor and transferrin receptor trafficking in epidermoid carcinoma (A-431) cells.

Journal: British journal of pharmacology 20100401

Title: [Research on determination of chemical purity of andrographolide by coulometric titration method].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100401

Title: Herb-drug interaction of Andrographis paniculata extract and andrographolide on the pharmacokinetics of theophylline in rats.

Journal: Chemico-biological interactions 20100330

Title: Gender-associated modulation of inducible CYP1A1 expression by andrographolide in mouse liver.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20100318

Title: Anti-inflammatory activity of new compounds from Andrographis paniculata by NF-kappaB transactivation inhibition.

Journal: Journal of agricultural and food chemistry 20100224

Title: Activation of the cAMP/CREB/inducible cAMP early repressor pathway suppresses andrographolide-induced gene expression of the pi class of glutathione S-transferase in rat primary hepatocytes.

Journal: Journal of agricultural and food chemistry 20100210

Title: Immunomodulatory activity of andrographolide on macrophage activation and specific antibody response.

Journal: Acta pharmacologica Sinica 20100201

Title: Hydrophobic solvent induced phase transition extraction to extract drugs from plasma for high performance liquid chromatography-mass spectrometric analysis.

Journal: Journal of chromatography. A 20100115

Title: Enhancing bioavailability and hepatoprotective activity of andrographolide from Andrographis paniculata, a well-known medicinal food, through its herbosome.

Journal: Journal of the science of food and agriculture 20100115

Title: Antinociceptive and antiedematogenic activities of andrographolide isolated from Andrographis paniculata in animal models.

Journal: Biological research for nursing 20100101

Title: QSAR Studies on andrographolide derivatives as α-glucosidase inhibitors.

Journal: International journal of molecular sciences 20100101

Title: Andrographolide nanoparticles in leishmaniasis: characterization and in vitro evaluations.

Journal: International journal of nanomedicine 20100101

Title: Synergistic increases of metabolism and oxidation-reduction genes on their expression after combined treatment with a CYP1A inducer and andrographolide.

Journal: Chemico-biological interactions 20091210

Title: The human bitter taste receptor hTAS2R50 is activated by the two natural bitter terpenoids andrographolide and amarogentin.

Journal: Journal of agricultural and food chemistry 20091111

Title: Evaluation of molecular pharmaceutical and in-vivo properties of spray-dried isolated andrographolide-PVP.

Journal: The Journal of pharmacy and pharmacology 20091101

Title: Modulation of nuclear factor-kappaB activity can influence the susceptibility to systemic lupus erythematosus.

Journal: Immunology 20090901

Title: Absorption of andrographolides from Andrographis paniculata and its effect on CCl(4)-induced oxidative stress in rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20090901

Title: Analgesic, antipyretic, anti-inflammatory and toxic effects of andrographolide derivatives in experimental animals.

Journal: Archives of pharmacal research 20090901

Title: Andrographolide inhibits hepatoma cells growth and affects the expression of cell cycle related proteins.

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20090901

Title: Andrographolide could inhibit human colorectal carcinoma Lovo cells migration and invasion via down-regulation of MMP-7 expression.

Journal: Chemico-biological interactions 20090814

Title: Activity of andrographolide and its derivatives against influenza virus in vivo and in vitro.

Journal: Biological & pharmaceutical bulletin 20090801

Title: Physicochemical characteristics and oral bioavailability of andrographolide complexed with hydroxypropyl-beta-cyclodextrin.

Journal: Die Pharmazie 20090801

Title: Antioxidant, antioedema and analgesic activities of Andrographis paniculata extracts and their active constituent andrographolide.

Journal: Phytotherapy research : PTR 20090701

Title: Synthesis and evaluation of antibacterial activities of andrographolide analogues.

Journal: European journal of medicinal chemistry 20090701

Title: Evaluation of immunomodulatory activity of an extract of andrographolides from Andographis paniculata.

Journal: Planta medica 20090601

Title: Potency of andrographolide as an antitumor compound in BHC-induced liver damage.

Journal: Integrative cancer therapies 20090601

Title: Effects of Andrographis paniculata extract and Andrographolide on hepatic cytochrome P450 mRNA expression and monooxygenase activities after in vivo administration to rats and in vitro in rat and human hepatocyte cultures.

Journal: Chemico-biological interactions 20090515

Title: Andrographolide enhances 5-fluorouracil-induced apoptosis via caspase-8-dependent mitochondrial pathway involving p53 participation in hepatocellular carcinoma (SMMC-7721) cells.

Journal: Cancer letters 20090418

Title: A novel antiinflammatory role for andrographolide in asthma via inhibition of the nuclear factor-kappaB pathway.

Journal: American journal of respiratory and critical care medicine 20090415

Title: Oxidative stress in the brain of nicotine-induced toxicity: protective role of Andrographis paniculata Nees and vitamin E.

Journal: Applied physiology, nutrition, and metabolism = Physiologie appliquee, nutrition et metabolisme 20090401

Title: Computational study on the molecular inclusion of andrographolide by cyclodextrin.

Journal: Journal of computer-aided molecular design 20090301

Title: In vitro and in vivo anti-inflammatory effects of andrographolide.

Journal: International immunopharmacology 20090301

Title: A simple and sensitive HPLC-ESI-MS/MS method for the determination of andrographolide in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20090215

Title: NF-kappaB transcription factor p50 critically regulates tissue factor in deep vein thrombosis.

Journal: The Journal of biological chemistry 20090213

Title: In vitro nicotine induced superoxide mediated DNA fragmentation in lymphocytes: protective role of Andrographis paniculata Nees.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20090201

Title: Andrographolide reduces IL-2 production in T-cells by interfering with NFAT and MAPK activation.

Journal: European journal of pharmacology 20090114

Title: Andrographolide inhibits growth of acute promyelocytic leukaemia cells by inducing retinoic acid receptor-independent cell differentiation and apoptosis.

Journal: The Journal of pharmacy and pharmacology 20090101

Title: Hypoglycemic and beta cell protective effects of andrographolide analogue for diabetes treatment.

Journal: Journal of translational medicine 20090101

Title: Intracellular glutathione regulates Andrographolide-induced cytotoxicity on hepatoma Hep3B cells.

Journal: Redox report : communications in free radical research 20090101

Title: Analysis of urinary andrographolides and antioxidant status after oral administration of Andrographis paniculata leaf extract in rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20081201

Title: [Andrographolide drop-pill in treatment of acute upper respiratory tract infection with external wind-heat syndrome: a multicenter and randomized controlled trial].

Journal: Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20081201

Title: Identification of four urea adducts of andrographolide in humans.

Journal: Drug metabolism letters 20081201

Title: Benzylidene derivatives of andrographolide inhibit growth of breast and colon cancer cells in vitro by inducing G(1) arrest and apoptosis.

Journal: British journal of pharmacology 20081101

Title: Inhibition of the epstein-barr virus lytic cycle by andrographolide.

Journal: Biological & pharmaceutical bulletin 20081101

Title: Effect of hemodialysis on hepatic cytochrome P450 functional expression.

Journal: Journal of pharmacological sciences 20081001

Title: Recent advances in plant hepatoprotectives: a chemical and biological profile of some important leads.

Journal: Medicinal research reviews 20080901

Title: Molecular interaction between andrographolide and glutathione follows second order kinetics.

Journal: Chemical & pharmaceutical bulletin 20080901

Title: Simultaneous determination of four andrographolides in Andrographis paniculata Nees by silver ion reversed-phase high-performance liquid chromatography.

Journal: Journal of chromatographic science 20080901

Title: Inhibition of cell-cycle progression in human colorectal carcinoma Lovo cells by andrographolide.

Journal: Chemico-biological interactions 20080811

Title: Andrographolide sensitizes cancer cells to TRAIL-induced apoptosis via p53-mediated death receptor 4 up-regulation.

Journal: Molecular cancer therapeutics 20080701

Title: Mediation of beta-endorphin in andrographolide-induced plasma glucose-lowering action in type I diabetes-like animals.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20080601

Title: ent-Labdane diterpenoid lactone stereoisomers from Andrographis paniculata.

Journal: Journal of natural products 20080501

Title: Andrographolide up-regulates cellular-reduced glutathione level and protects cardiomyocytes against hypoxia/reoxygenation injury.

Journal: The Journal of pharmacology and experimental therapeutics 20080401

Title: Modulation of the expression of the pi class of glutathione S-transferase by Andrographis paniculata extracts and andrographolide.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080301

Title: Suppression of v-Src transformation by andrographolide via degradation of the v-Src protein and attenuation of the Erk signaling pathway.

Journal: The Journal of biological chemistry 20080222

Title: Quality control of medicinal herbs Fructus gardeniae, Common Andrographis Herb and their preparations for their active constituents by high-performance liquid chromatography-photodiode array detection-electrospray mass spectrometry.

Journal: Talanta 20080215

Title: Differential inhibition of rat and human hepatic cytochrome P450 by Andrographis paniculata extract and andrographolide.

Journal: Journal of ethnopharmacology 20080212

Title: Effect and mechanism of andrographolide on the recovery of Pseudomonas aeruginosa susceptibility to several antibiotics.

Journal: The Journal of international medical research 20080101

Title: Anti-tumor activities of andrographolide, a diterpene from Andrographis paniculata, by inducing apoptosis and inhibiting VEGF level.

Journal: Journal of Asian natural products research 20080101

Title: In vitro alpha-glucosidase and alpha-amylase enzyme inhibitory effects of Andrographis paniculata extract and andrographolide.

Journal: Acta biochimica Polonica 20080101

Title: Synthesis of andrographolide derivatives and their TNF-alpha and IL-6 expression inhibitory activities.

Journal: Bioorganic & medicinal chemistry letters 20071215

Title: Determination of andrographolide and dehydroandrographolide in rabbit plasma by on-line solid phase extraction of high-performance liquid chromatography.

Journal: Talanta 20071115

Title: Andrographolide inhibits NF-kappaBeta activation and attenuates neointimal hyperplasia in arterial restenosis.

Journal: Cell research 20071101

Title: Strong synergistic induction of CYP1A1 expression by andrographolide plus typical CYP1A inducers in mouse hepatocytes.

Journal: Toxicology and applied pharmacology 20071015

Title: Andrographolide inhibits human hepatoma-derived Hep3B cell growth through the activation of c-Jun N-terminal kinase.

Journal: Planta medica 20071001

Title: [Advances in study on anti-tumor mechanism of andrographolide].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20071001

Title: Hepatoprotective effect of andrographolide against hexachlorocyclohexane-induced oxidative injury.

Journal: Integrative cancer therapies 20070901

Title: Andrographolide induces cell cycle arrest at G2/M phase and cell death in HepG2 cells via alteration of reactive oxygen species.

Journal: European journal of pharmacology 20070730

Title: HPLC determination of andrographolide in rat whole blood: study on the pharmacokinetics of andrographolide incorporated in liposomes and tablets.

Journal: Biomedical chromatography : BMC 20070701

Title: Determination of andrographolide in human plasma by high-performance liquid chromatography/mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070701

Title: Synthesis of andrographolide derivatives: a new family of alpha-glucosidase inhibitors.

Journal: Bioorganic & medicinal chemistry 20070615

Title: Membrane transport of andrographolide in artificial membrane and rat small intestine.

Journal: Pakistan journal of biological sciences : PJBS 20070615

Title: Protective activity of andrographolide and arabinogalactan proteins from Andrographis paniculata Nees. against ethanol-induced toxicity in mice.

Journal: Journal of ethnopharmacology 20070420

Title: Modulation of immune response in mice immunised with an inactivated Salmonella vaccine and gavaged with Andrographis paniculata extract or andrographolide.

Journal: International immunopharmacology 20070401

Title: Semisynthesis and in vitro anticancer activities of andrographolide analogues.

Journal: Phytochemistry 20070301

Title: Modulation of natural killer cell activity, antibody-dependent cellular cytotoxicity, and antibody-dependent complement-mediated cytotoxicity by andrographolide in normal and Ehrlich ascites carcinoma-bearing mice.

Journal: Integrative cancer therapies 20070301

Title: Antiangiogenic activity of Andrographis paniculata extract and andrographolide.

Journal: International immunopharmacology 20070201

Title: On-line coupling of dynamic microwave-assisted extraction with high-performance liquid chromatography for determination of andrographolide and dehydroandrographolide in Andrographis paniculata Nees.

Journal: Journal of chromatography. A 20070126

Title: Entrapment of andrographolide in cross-linked alginate pellets: I. Formulation and evaluation of associated release kinetics.

Journal: Pakistan journal of pharmaceutical sciences 20070101

Title: Entrapment of andrographolide in cross-linked alginate pellets: II. Physicochemical characterization to study the pelletization of andrographolide.

Journal: Pakistan journal of pharmaceutical sciences 20070101

Title: Activation of cytotoxic T lymphocyte responses and attenuation of tumor growth in vivo by Andrographis paniculata extract and andrographolide.

Journal: Immunopharmacology and immunotoxicology 20070101

Title: Andrographolide inhibits the adhesion of gastric cancer cells to endothelial cells by blocking E-selectin expression.

Journal: Anticancer research 20070101

Title: Inhibitory effect of Andrographis paniculata extract and its active diterpenoids on platelet aggregation.

Journal: European journal of pharmacology 20061228

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

Journal: Journal of molecular graphics & modelling 20061101

Title: Bisandrographolide from Andrographis paniculata activates TRPV4 channels.

Journal: The Journal of biological chemistry 20061006

Title: Oxidation studies on Andrographolide.

Journal: Natural product research 20061001

Title: [Studies on diterpenoids from Andrographis paniculata].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20061001

Title: Protective effect of Andrographis paniculata and andrographolide on cyclophosphamide-induced urothelial toxicity.

Journal: Integrative cancer therapies 20060901

Title: Stability of andrographolide in powdered Andrographis herb under accelerated conditions.

Journal: Planta medica 20060801

Title: Critical role of pro-apoptotic Bcl-2 family members in andrographolide-induced apoptosis in human cancer cells.

Journal: Biochemical pharmacology 20060714

Title: [Effect of andrographolide on QS regulating virulence factors production in Pseudomonas aeruginosa].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060601

Title: Studies on the novel alpha-glucosidase inhibitory activity and structure-activity relationships for andrographolide analogues.

Journal: Bioorganic & medicinal chemistry letters 20060515

Title: [Fast determination of andrographolide and dehydroandrographolide in Xiaoyanlidan Tablets by microemulsion electrokinetic chromatography].

Journal: Se pu = Chinese journal of chromatography 20060501

Title: Semisynthesis and cytotoxic activities of andrographolide analogues.

Journal: Journal of enzyme inhibition and medicinal chemistry 20060401

Title: ent-Labdane diterpenoids from Andrographis paniculata.

Journal: Journal of natural products 20060301

Title: Andropanolide and isoandrographolide, minor diterpenoids from Andrographis paniculata: structure and X-ray crystallographic analysis.

Journal: Journal of natural products 20060301

Title: Andrographolide inhibits the production of TNF-alpha and interleukin-12 in lipopolysaccharide-stimulated macrophages: role of mitogen-activated protein kinases.

Journal: Biological & pharmaceutical bulletin 20060201

Title: Simultaneous determination of andrographolide and dehydroandrographolide in Andrographis paniculata and Chinese medicinal preparations by microemulsion electrokinetic chromatography.

Journal: Journal of pharmaceutical and biomedical analysis 20060123

Title: Natural products in combinatorial chemistry: an andrographolide-based library.

Journal: Journal of combinatorial chemistry 20060101

Title: Antiviral properties of ent-labdene diterpenes of Andrographis paniculata nees, inhibitors of herpes simplex virus type 1.

Journal: Phytotherapy research : PTR 20051201

Title: Andrographolide isolated from Andrographis paniculata induces cell cycle arrest and mitochondrial-mediated apoptosis in human leukemic HL-60 cells.

Journal: Planta medica 20051201

Title: Andrograpanin, a compound isolated from anti-inflammatory traditional Chinese medicine Andrographis paniculata, enhances chemokine SDF-1alpha-induced leukocytes chemotaxis.

Journal: Journal of cellular biochemistry 20050801

Title: Andrographolide inhibits IFN-gamma and IL-2 cytokine production and protects against cell apoptosis.

Journal: Planta medica 20050501

Title: Isolation and identification of seven glucuronide conjugates of andrographolide in human urine.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20050401

Title: A new bis-andrographolide ether from Andrographis paniculata nees and evaluation of anti-HIV activity.

Journal: Natural product research 20050401

Title: Andrographolide interferes with binding of nuclear factor-kappaB to DNA in HL-60-derived neutrophilic cells.

Journal: British journal of pharmacology 20050301

Title: Andrographolide interferes with T cell activation and reduces experimental autoimmune encephalomyelitis in the mouse.

Journal: The Journal of pharmacology and experimental therapeutics 20050101

Title: Morphological and biochemical changes of andrographolide-induced cell death in human prostatic adenocarcinoma PC-3 cells.

Journal: In vivo (Athens, Greece) 20050101

Title: Activation of alpha1A-adrenoceptor by andrographolide to increase glucose uptake in cultured myoblast C2C12 cells.

Journal: Planta medica 20041201

Title: [Effect of ultra-fine powder technique on dissolution rates of andrographolide and dehydroandrographolide in Andrographis paniculata].

Journal: Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20041101

Title: Synthesis and structure-activity relationships of andrographolide analogues as novel cytotoxic agents.

Journal: Bioorganic & medicinal chemistry letters 20040920

Title: Andrographolide attenuates inflammation by inhibition of NF-kappa B activation through covalent modification of reduced cysteine 62 of p50.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20040915

Title: Andrographolide acts through inhibition of ERK1/2 and Akt phosphorylation to suppress chemotactic migration.

Journal: European journal of pharmacology 20040913

Title: Four new andrographolide metabolites in human urine.

Journal: Chemical & pharmaceutical bulletin 20040601

Title: Andrographolide suppresses endothelial cell apoptosis via activation of phosphatidyl inositol-3-kinase/Akt pathway.

Journal: Biochemical pharmacology 20040401

Title: Andrographolide reduces inflammation-mediated dopaminergic neurodegeneration in mesencephalic neuron-glia cultures by inhibiting microglial activation.

Journal: The Journal of pharmacology and experimental therapeutics 20040301

Title: DRF 3188 a novel semi-synthetic analog of andrographolide: cellular response to MCF 7 breast cancer cells.

Journal: BMC cancer 20040101

Title: Chemical fingerprinting of Andrographis paniculata using HPLC, HPTLC and densitometry.

Journal: Phytochemical analysis : PCA 20040101

Title: Determination and variation of three active diterpenoids in Andrographis paniculata (Burm.f.) Nees.

Journal: Phytochemical analysis : PCA 20040101

Title: Antihyperglycemic effect of andrographolide in streptozotocin-induced diabetic rats.

Journal: Planta medica 20031201

Title: Identification of a rare sulfonic acid metabolite of andrographolide in rats.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20030801

Title: Six new andrographolide metabolites in rats.

Journal: Chemical & pharmaceutical bulletin 20030501

Title: [Advances in pharmacological study of andrographolide and its derivatives].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20030201

Title: Separation of andrographolide and neoandrographolide from the leaves of Andrographis paniculata using high-speed counter-current chromatography.

Journal: Journal of chromatography. A 20030110

Title: Heat-accelerated degradation of solid-state andrographolide.

Journal: Chemical & pharmaceutical bulletin 20030101

Title: In vitro antileishmanial effects of antibacterial diterpenes from two Ethiopian Premna species: P. schimperi and P. oligotricha.

Journal: BMC pharmacology 20030101

Title: Andrographolide, a potential cancer therapeutic agent isolated from Andrographis paniculata.

Journal: Journal of experimental therapeutics & oncology 20030101

Title: [Changes of dehydroandrographolide's contents of andrographis tablet in the process of production].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20021201

Title: A double blind, placebo-controlled study of Andrographis paniculata fixed combination Kan Jang in the treatment of acute upper respiratory tract infections including sinusitis.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20021001

Title: Effect of andrographolide and Kan Jang--fixed combination of extract SHA-10 and extract SHE-3--on proliferation of human lymphocytes, production of cytokines and immune activation markers in the whole blood cells culture.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20021001

Title: [Determination of andrographolide and dehydroandrographolide in Andrographis paniculata nees materials and related patent medicines by reversed-phase high performance liquid chromatography].

Journal: Se pu = Chinese journal of chromatography 20020901

Title: Crystal structure of 8-chloroandrographolide triacetate.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20020401

Title: [Study on extraction of active ingredients from Andrographis paniculatal using the orthogonal experiment with supercritical carbon dioxide].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20020201

Title: [Modulation of lianbizi injection (andrographolide) on some immune functions].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20020201

Title: Andrographolide prevents oxygen radical production by human neutrophils: possible mechanism(s) involved in its anti-inflammatory effect.

Journal: British journal of pharmacology 20020101

Title: Determination of andrographolide, deoxyandrographolide and neoandrographolide in the Chinese herb Andrographis paniculata by micellar electrokinetic capillary chromatography.

Journal: Phytochemical analysis : PCA 20020101

Title: Steroid hormone activity of flavonoids and related compounds.

Journal: Breast cancer research and treatment 20000701

Title: Dehydroandrographolide succinic acid monoester as an inhibitor against the human immunodeficiency virus.

Journal: Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.) 19910501

Title: Purification and properties of potato 1,4-alpha-D-glucan:1,4-alpha-D-glucan 6-alpha-(1,4-alpha-glucano)-transferase. Evidence against a dual catalytic function in amylose-branching enzyme.

Journal: European journal of biochemistry 19751115

Title: Zhai ZJ, et al. Andrographolide suppresses RANKL-induced osteoclastogenesis in vitro and prevents inflammatory bone loss in vivo. Br J Pharmacol. 2014 Feb;171(3):663-75.

Title: Gupta S, et al. Broad-spectrum antiviral properties of andrographolide. Arch Virol. 2017 Mar;162(3):611-623.

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