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Natural Products - Anti-inflammatory Agents
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ALX-350-159 Revised 08-May-08
Septicine
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SYNONYMS 6,7-Bis(3,4-dimethoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-159-M001   1 mg 75.00 USD Add To Cart
Product Specification
FORMULA: C24H29NO4
MW: 395.5
CAS NUMBER: 42922-10-1
SOURCE/HOST: Isolated from Tylophora asthmatica.
PURITY: ≥97% (HPLC)
APPEARANCE: Yellow crystalline solid.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
IDENTITY: Identity determined by 1H-NMR, 13C-NMR and MS.

Product Description
Indolizidine alkaloid. Antitumor compound. Biogenetic precursor of the alkaloid tylophorine (Prod. No. ALX-350-154).
Product Specific Literature References
Minor alkaloids of Tylophora asthmatica. 1: Revised structure of tylophoridine: T.R. Govindachari, et al.; Tetrahedron 29, 891 (1973)
A biogenetically patterned synthesis of the indolizidine alkaloid septicine: R.B. Herbert, et al.; J.C.S. Chem. Comm. 424, 450 (1976)
Enantiopure N-Acyldihydropyridones as Synthetic Intermediates: Asymmetric Synthesis of (-)-Septicine and (-)-Tylophorine: D.L. Comins, et al.; J. Org. Chem. 62, 7435 (1997) Abstract
Indolizidine and quinolizidine alkaloids: J.P. Michael; Nat. Prod. Rep. 18, 520 (2001), Review Abstract
Novel 6,7-diphenyl-2,3,8,8a-tetrahydro-1H-indolizin-5-one analogues as cytotoxic agents: V.M. Sharma, et al.; Bioorg. Med. Chem. Lett. 13, 1679 (2003) Abstract
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Further Categories Containing This Product:
Natural Products - Anti-inflammatory AgentsAdenylyl Cyclases Other ProductsAlkaloids
 
 
ALX-350-223 Revised 07-Apr-08
Kahweol
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Chemopreventive Agents
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ALX-350-223-M010   10 mg 90.00 USD Add To Cart
Product Specification
FORMULA: C20H26O3
MW: 314.2
CAS NUMBER: 6894-43-5
SOURCE/HOST: Natural product isolated from the unsaponifiable fraction of petroleum ether extract of coffee beans.
PURITY: ≥98% (HPLC)
APPEARANCE: Off-white to yellow solid.
SOLUBILITY: Soluble in ethyl acetate, acetone or DMSO; insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Induces glutathione S-transferase. Has anti-cancer, chemoprotective, anti-inflammatory and anti-atherosclerotic properties.
Product Specific Literature References
R.O. Bengis & R.J. Anderson; J. Biol. Chem. 47, 99 (1932)
Isolation and identification of kahweol palmitate and cafestol palmitate as active constituents of green coffee beans that enhance glutathione S-transferase activity in the mouse: L.K. Lam, et al.; Cancer Res. 42, 1193 (1982) Abstract
Effects of derivatives of kahweol and cafestol on the activity of glutathione S-transferase in mice: L.K. Lam, et al.; J. Med. Chem. 30, 1399 (1987) Abstract
Placental glutathione S-transferase (GST-P) induction as a potential mechanism for the anti-carcinogenic effect of the coffee-specific components cafestol and kahweol: B. Schilter, et al.; Carcinogenesis 17, 2377 (1996) Abstract
Chemoprotection against the formation of colon DNA adducts from the food-borne carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in the rat: W.W. Huber, et al.; Mutat. Res. 376, 115 (1997) Abstract
The coffee-specific diterpenes cafestol and kahweol protect against aflatoxin B1-induced genotoxicity through a dual mechanism: C. Cavin, et al.; Carcinogenesis 19, 1369 (1998) Abstract
Cafestol and kahweol, two coffee specific diterpenes with anticarcinogenic activity: C. Cavin, et al.; Food Chem. Toxicol. 40, 1155 (2002) Abstract
The coffee diterpene kahweol inhibits tumor necrosis factor-alpha-induced expression of cell adhesion molecules in human endothelial cells: H.G. Kim, et al.; Toxicol. Appl. Pharmacol. 217, 332 (2006) Abstract
 
 
ALX-350-240 Revised 05-Dec-07
Ilimaquinone
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SYNONYMS 3-[(Decahydro-1β,2β,4αβ-trimethyl-5-methylene-1-naphthyl)methyl]-2-hydroxy-5-methoxybenzoquinone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Other Signal Transduction Pathway Modulators
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ALX-350-240-C100   100 µg 140.00 USD Add To Cart
Product Specification
FORMULA: C22H30O4
MW: 358.5
CAS NUMBER: 71678-03-0
PURITY: ≥98%
APPEARANCE: Yellow powder.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Displays antimicrobial, anti-HIV and anti-inflammatory properties. Induces reversible breakdown of Golgi membranes. Inhibits the association of β-COP and ADP-ribosylation factor to Golgi membranes. Interacts with methylation enzymes. Shows anticancer activity.
Product Specific Literature References
R.T. Luibrand, et al.; Tetrahedron 35, 609 (1979)
Complete vesiculation of Golgi membranes and inhibition of protein transport by a novel sea sponge metabolite, ilimaquinone: P.A. Takizawa, et al.; Cell 73, 1079 (1993) Abstract
Interactions of (-)-ilimaquinone with methylation enzymes: implications for vesicular-mediated secretion: H.S. Radeke, et al.; Chem. Biol. 6, 639 (1999) Abstract
Ilimaquinone inhibits gap-junctional communication prior to Golgi fragmentation and block in protein transport: V. Cruciani, et al.; Exp. Cell Res. 287, 130 (2003) Abstract
Natural products with anti-HIV activity from marine organisms: L.A. Tziveleka, et al.; Curr. Top. Med. Chem. 3, 1512 (2003), Review Abstract
Interaction of the smooth endoplasmic reticulum and mitochondria: J.G. Goetz & I.R. Nabi; Biochem. Soc. Trans. 34, 370 (2006), Review Abstract
Ilimaquinone, a marine sponge metabolite, displays anticancer activity via GADD153-mediated pathway: P.H. Lu, et al.; Eur. J. Pharmacol. 556, 45 (2007) Abstract
 
 
ALX-350-246 Revised 07-Oct-08
Butein
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SYNONYMS 2',3,4,4'-Tetrahydroxychalcone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Protein Kinase Inhibitors
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ALX-350-246-M010   10 mg 190.00 USD Add To Cart
Product Specification
FORMULA: C15H12O5
MW: 272.3
CAS NUMBER: 487-52-5
PURITY: ≥98% (HPLC)
APPEARANCE: Yellow solid.
SOLUBILITY: Soluble in DMSO (>50mg/ml) or methanol; insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light. Keep cool and dry under inert gas.
IDENTITY: Identity determined by 1H-NMR, 13C-NMR and MS.

Product Description
Plant polyphenol. Specific tyrosine kinase inhibitor. Potently inhibits the tyrosine kinase activity of the EGF receptor and p60c-src. Potent antioxidant and anti-inflammatory agent. Inhibits glutathione reductase and rat liver glutathione S-transferase. Activator of human deacetylase SIRT1. Inhibits aromatase, showing chemopreventive properties. Directly inhibits IKK.
Product Specific Literature References
Inhibition of 12-O-tetradecanoylphorbol-13-acetate-mediated epidermal ornithine decarboxylase induction and skin tumor promotion by new lipoxygenase inhibitors lacking protein kinase C inhibitory effects: E. Aizu, et al.; Carcinogenesis 7, 1809 (1986) Abstract
Protective effects of hydroxychalcones on free radical-induced cell damage: S. Sogawa, et al.; Biol. Pharm. Bull. 17, 251 (1994) Abstract
Cytotoxic effect of butein on human colon adenocarcinoma cell proliferation: C.C. Yit & N.P. Das; Cancer Lett. 82, 65 (1994) Abstract
Inhibitory effects of plant polyphenols on rat liver glutathione S-transferase: K. Zhang & N.P. Das; Biochem. Pharmacol. 47, 2063 (1994) Abstract
Endothelium-dependent relaxation of rat aorta by butein, a novel cyclic AMP-specific phosphodiesterase inhibitor: S.M. Yu, et al.; Eur. J. Pharmacol. 280, 69 (1995) Abstract
Butein (3,4,2',4'-tetrahydroxychalcone) ameliorates experimantal anti-glomerular basement membrane antibody-associated glomerulonephritis (3): K. Hayashi, et al.; Eur. J. Pharmacol. 316, 297 (1996) Abstract
Inhibition of glutathione reductase by plant polyphenols: K. Zhang, et al.; Biochem. Pharmacol 54, 1047 (1997) Abstract
Butein, a specific protein tyrosine kinase inhibitor: E.-B. Yang, et al.; BBRC 245, 435 (1998) Abstract
Antioxidant properties of butein isolated from Dalbergia odorifera: Z.J. Cheng, et al.; Biochim. Biophys. Acta 1392, 291 (1998) Abstract
Flavonoids inhibit cell growth and induce apoptosis in B16 melanoma 4A5 cells: K. Iwashita, et al.; Biosci. Biotechnol. Biochem. 64, 1813 (2000) Abstract
Butein, a plant polyphenol, induces apoptosis concomitant with increased caspase-3 activity, decreased Bcl-2 expression and increased Bax expression in HL-60 cells: N.Y. Kim, et al.; Pharmacol. Toxicol. 88, 261 (2001) Abstract
Small molecule activators of sirtuins extend Saccharomyces cerevisiae lifespan: K.T. Howitz, et al.; Nature 425, 191 (2003) Abstract
The plant polyphenol butein inhibits testosterone-induced proliferation in breast cancer cells expressing aromatase: Y. Wang, et al.; Life Sci. 77, 39 (2005) Abstract
Butein, a tetrahydroxychalcone, inhibits nuclear factor (NF)-kappaB and NF-kappaB-regulated gene expression through direct inhibition of IkappaBalpha kinase beta on cysteine 179 residue: M.K. Pandey, et al.; J. Biol. Chem. 282, 17340 (2007) Abstract
 
 
ALX-350-259 Revised 17-Dec-07
Triptolide
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SYNONYMS PG490
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Immunomodulators
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ALX-350-259-M001   1 mg 70.00 USD Add To Cart
ALX-350-259-M005   5 mg 280.00 USD Add To Cart
Product Specification
FORMULA: C20H24O6
MW: 360.4
CAS NUMBER: 38748-32-2
SOURCE/HOST: Isolated from Tripterygium wilfordii.
PURITY: ≥98%
APPEARANCE: White solid.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Immunosuppressive agent with anti-inflammatory and antitumor properties. More effective in preventing T cell proliferation and interferon-γ production than FK506 (Prod. No. ALX-380-008). Induces apoptosis in T cells by activating DEVD cleaving caspases. Blocks TNF-α mediated induction of c-IAP1 and c-IAP2 and NF-κB activation.
Product Specific Literature References
Triptolide induces apoptotic death of T lymphocyte: Y. Yang, et al.; Immunopharmacology 40, 139 (1998) Abstract
Triptolide is more effective in preventing T cell proliferation and interferon-gamma production than is FK506: M.A. Chan, et al.; Phytother. Res. 13, 464 (1999) Abstract
Immunosuppressant PG490 (triptolide) inhibits T-cell interleukin-2 expression at the level of purine-box/nuclear factor of activated T- cells and NF-kappaB transcriptional activation: D. Qiu, et al.; J. Biol. Chem. 274, 13443 (1999) Abstract; Full Text
PG490 (triptolide) cooperates with tumor necrosis factor-alpha to induce apoptosis in tumor cells: K.Y. Lee, et al.; J. Biol. Chem. 274, 13451 (1999) Abstract; Full Text
Immunosuppressive and anti-inflammatory mechanisms of triptolide, the principal active diterpenoid from the Chinese medicinal herb Tripterygium wilfordii Hook. f:: D. Qiu & P.N. Kao; Drugs R. D. 4, 1 (2003), (Review) Abstract
Triptolide, a diterpenoid triepoxide, induces antitumor proliferation via activation of c-Jun NH2-terminal kinase 1 by decreasing phosphatidylinositol 3-kinase activity in human tumor cells: Y. Miyata, et al.; BBRC 336, 1081 (2005) Abstract
Triptolide, an inhibitor of the human heat shock response that enhances stress-induced cell death: S.D. Westerheide, et al.; J. Biol. Chem. 281, 9616 (2006) Abstract
Triptolide induces caspase-dependent cell death mediated via the mitochondrial pathway in leukemic cells: B.Z. Carter, et al.; Blood 108, 630 (2006) Abstract
 
 
ALX-350-263 Revised 08-Apr-08
Xanthorrhizol
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products with Antibiotic Activity
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ALX-350-263-M001   1 mg 98.00 USD Add To Cart
Product Specification
FORMULA: C15H22O
MW: 218.3
CAS NUMBER: 30199-26-9
SOURCE/HOST: Isolated from Curcuma xanthorrhiza.
PURITY: ≥97% (HPLC)
APPEARANCE: Colorless to light yellow oil.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
IDENTITY: Identity determined by 1H-NMR, 13C-NMR and MS.

Product Description
Antibacterial and anti-inflammatory compound. Apoptosis inducer.
Product Specific Literature References
Effect of xanthorrhizol, xanthorrhizol glycoside and trachylobanoic acid isolated from Cachani complex plants upon the contractile activity of uterine smooth muscle: H. Ponce-Monter, et al.; Phytother. Res. 13, 202 (1999) Abstract
Xanthorrhizol: a potential antibacterial agent from Curcuma xanthorrhiza against Streptococcus mutans: J.K. Hwang, et al.; Planta Med. 66, 196 (2000) Abstract
Xanthorrhizol induces apoptosis via the up-regulation of bax and p53 in HeLa cells: N. Ismail, et al.; Anticancer Res. 25, 2221 (2005) Abstract
Regulation of p53-, Bcl-2- and caspase-dependent signaling pathway in xanthorrhizol-induced apoptosis of HepG2 hepatoma cells: T. Handayani, et al.; Anticancer Res. 27, 965 (2007) Abstract
Xanthorrhizol inhibits 12-O-tetradecanoylphorbol-13-acetate-induced acute inflammation and two-stage mouse skin carcinogenesis by blocking the expression of ornithine decarboxylase, cyclooxygenase-2 and inducible nitric oxide synthase through mitogen-acti: W.Y. Chung, et al.; Carcinogenesis 28, 1224 (2007) Abstract
 
 
ALX-350-277 Revised 03-Apr-08
Betulinic acid (high purity)
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SYNONYMS 3β-Hydroxy-20(29)-lupaene-28-oic acid
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-277-M005   5 mg 32.00 USD Add To Cart
ALX-350-277-M025   25 mg 95.00 USD Add To Cart
ALX-350-277-M100   100 mg 290.00 USD Add To Cart
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Product Specification
FORMULA: C30H48O3
MW: 456.7
CAS NUMBER: 472-15-1
SOURCE/HOST: Isolated from Platanus acerifolia (plane) tree bark.
PURITY: ≥99%
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Keep cool and dry.
HAZARD: IRRITANT.

Product Description
Antitumor and anti-HIV agent. Induces apoptosis by activating mitochondrial permeability transition (MPT). Inhibits NF-κB activation and NF-κB-regulated gene expression induced by carcinogens and inflammatory stimuli. Decreases expression of Bcl-2 and cyclin D1. Potent proteasome activator.
Product Specific Literature References
Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids: T. Fujioka, et al.; J. Nat. Prod. 57, 243 (1994) Abstract
Discovery of betulinic acid as a selective inhibitor of human melanoma that functions by induction of apoptosis: E. Pisha, et al.; Nat. Med. 1, 1046 (1995) Abstract
Betulinic acid and dihydrobetulinic acid derivatives as potent anti-HIV agents: Y. Kashiwada, et al.; J. Med. Chem. 39, 1016 (1996) Abstract
Betulinic acid triggers CD95 (APO-1/Fas)- and p53-independent apoptosis via activation of caspases in neuroectodermal tumors: S. Fulda, et al.; Cancer Res. 57, 4956 (1997) Abstract
Anti-AIDS agents--XXVII. Synthesis and anti-HIV activity of betulinic acid and dihydrobetulinic acid derivatives: F. Hashimoto, et al.; Bioorg. Med. Chem. 5, 2133 (1997) Abstract
Induction of p53 without increase in p21WAF1 in betulinic acid-mediated cell death is preferential for human metastatic melanoma: M. Rieber & M. Strasberg Rieber; DNA Cell Biol. 17, 399 (1998) Abstract
Betulinic acid induces apoptosis in human neuroblastoma cell lines: M.L. Schmidt, et al.; Eur. J. Cancer 33, 2007 (1997) Abstract
Activation of mitochondria and release of mitochondrial apoptogenic factors by betulinic acid: S. Fulda, et al.; J. Biol. Chem. 273, 33942 (1998) Abstract; Full Text
Betulinic acid inhibits aminopeptidase N activity: M.F. Melzig & H. Bormann; Planta Med. 64, 655 (1998) Abstract
Correspondence re: S. Fulda et al., Betulinic acid triggers CD95 (Apo1/Fas)- and p53-independent apoptosis via activation of caspases in neuroectodermal tumors. Cancer Res., 57: 4956, 1997: M. Rieber & M. Strasberg Rieber; Cancer. Res. 58, 5876 (1998) Abstract
Betulinic acid: a new cytotoxic agent against malignant brain-tumor cells: S. Fulda, et al.; Int. J. Cancer 82, 435 (1999) Abstract
Betulinic acid-induced apoptosis in glioma cells: A sequential requirement for new protein synthesis, formation of reactive oxygen species, and caspase processing: W. Wick, et al.; J Pharmacol. Exp. Ther. 289, 1306 (1999) Abstract; Full Text
Effects of betulinic acid alone and in combination with irradiation in human melanoma cells: E. Selzer, et al.; J. Invest. Dermatol. 114, 935 (2000) Abstract
Betulinic acid suppresses carcinogen-induced NF-kappa B activation through inhibition of I kappa B alpha kinase and p65 phosphorylation: abrogation of cyclooxygenase-2 and matrix metalloprotease-9: Y. Takada & B.B. Aggarwal; J. Immunol. 171, 3278 (2003) Abstract
Inhibition of IkappaB kinase activity by acetyl-boswellic acids promotes apoptosis in androgen-independent PC-3 prostate cancer cells in vitro and in vivo: T. Syrovets, et al.; J. Biol. Chem. 280, 6170 (2005) Abstract
Induction of central signalling pathways and select functional effects in human platelets by beta-boswellic acid: D. Poeckel, et al.; Br. J. Pharmacol. 146, 514 (2005) Abstract
Betulinic acid and its derivatives: a review on their biological properties: P. Yogeeswari and D. Sriram; Curr. Med. Chem. 12, 657 (2005), Review Abstract
Betulinic acid and its derivatives, potent DNA topoisomerase II inhibitors, from the bark of Bischofia javanica: S. Wada & R. Tanaka; Chem. Biodivers. 2, 689 (2005) Abstract
Betulinic acid as new activator of NF-kappaB: molecular mechanisms and implications for cancer therapy: H. Kasperczyk, et al.; Oncogene 24, 6945 (2005) Abstract
Activation and inhibition of the proteasome by betulinic acid and its derivatives: L. Huang, et al.; FEBS Lett. 581, 4955 (2007) Abstract
 
 
ALX-350-278 Revised 08-Apr-08
Caffeic acid n-octyl ester
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SYNONYMS n-Octylcaffeate
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - NF-kB Pathway Inhibitors
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ALX-350-278-M005   5 mg 25.00 USD Add To Cart
ALX-350-278-M025   25 mg 100.00 USD Add To Cart
Product Specification
FORMULA: C17H24O4
MW: 292.2
PURITY: ≥99%
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
More potent analog than CAPE (Prod. No. ALX-270-244). Suppressor of inducible nitric oxide synthase (iNOS; NOS II). Induces apoptosis.
Product Specific Literature References
Mechanism of toxicity of esters of caffeic and dihydrocaffeic acids: B. Etzenhouser, et al.; Bioorg. Med. Chem. 9, 199 (2001) Abstract
A novel antioxidant, octyl caffeate, suppression of LPS/IFN-gamma-induced inducible nitric oxide synthase gene expression in rat aortic smooth muscle cells: G. Hsiao, et al.; Biochem. Pharmacol. 65, 1383 (2003) Abstract
Caffeic acid derivatives: in vitro and in vivo anti-inflammatory properties: F.M. da Cunha, et al.; Free Radic. Res. 38, 1241 (2004) Abstract
Octylcaffeate induced apoptosis in human leukemia U937 cells: M. Ujibe, et al.; Biol. Pharm. Bull. 28, 2338 (2005) Abstract
General Information
Octylcaffeate significantly ameliorates circulatory failure of endotoxemia by suppression of iNOS (NOS II) expression through inactivation of mitogen-activated protein kinases.
 
 
ALX-350-294 Revised 16-Jun-08
Manzamine A