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Oxidative Stress
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ALX-350-239 Revised 22-Apr-08
Gliotoxin
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SYNONYMS [3R-(3α, 5aβ,6β,10aα)]-2,3,5a,6-Tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10a-epi-dithiopyrazino[1,2-a]indole-1,4-dione
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Apoptosis Inducers & Inhibitors
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ALX-350-239-M001   1 mg 60.00 USD Add To Cart
Product Specification
FORMULA: C13H14N2O4S2
MW: 326.4
CAS NUMBER: 67-99-2
MERCK INDEX: 14: 4441
RTECS: KB4725000
SOURCE/HOST: Isolated from Gladiocladium fimbriatum.
PURITY: ≥98% (HPLC)
APPEARANCE: White to light yellow solid.
SOLUBILITY: Soluble in DMSO or methanol (10mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
USE/STABILITY: Stock solutions are stable for up to 3 months when stored at -20°C.
HAZARD: TOXIC.

Product Description
Immunomodulating mycotoxin which acts by blocking membrane thiol groups. Causes apoptotic cell death in macrophages and thymocytes. Induces Ca2+ release from intact rat liver mitochondria. Inhibits the activation of transcription factor NF-κB. Antioxidant.
Product Specific Literature References
Identification of an agent in cultures of Aspergillus fumigatus displaying anti-phagocytic and immunomodulating activity in vitro: A. Müllbacher, et al.; J. Gen. Microbiol. 131, 1251 (1985) Abstract
R.J. Jones & J.G. Hancock; J. Gen. Microbiol. 134, 2067 (1988)
Gliotoxin stimulates Ca2+ release from intact rat liver mitochondria: M. Schweizer & C. Richter; Biochemistry 33, 13401 (1994) Abstract
Extracellular calcium is not required for gliotoxin or dexamethasone- induced DNA fragmentation: a reappraisal of the use of EGTA: P. Waring & A. Sjaarda; Int. J. Immunopharmacol. 17, 403 (1995) Abstract
Gliotoxin and related epipolythiodioxopiperazines: P. Waring & J. Beaver; Gen. Pharmacol. 27, 1311 (1996), Review Abstract
The immunosuppressive fungal metabolite gliotoxin specifically inhibits transcription factor NF-kappaB: H.L. Pahl, et al.; J.Exp. Med. 183, 1829 (1996) Abstract
Aspergillus fumigatus suppresses the human cellular immune response via gliotoxin-mediated apoptosis of monocytes: M. Stanzani, et al.; Blood 105, 2258 (2005) Abstract
Discovery of gliotoxin as a new small molecule targeting thioredoxin redox system: H.S. Choi, et al.; BBRC 359, 523 (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-350-247 Revised 27-Oct-08
Genistin
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SYNONYMS Genistein-7-O-glucoside
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Protein Kinase Inhibitors
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ALX-350-247-M010   10 mg 180.00 USD Add To Cart
Product Specification
FORMULA: C21H20O10
MW: 432.4
CAS NUMBER: 529-59-9
MERCK INDEX: 14: 4391
RTECS: DJ3093000
PURITY: ≥98%
APPEARANCE: Off-white to light yellow powder.
SOLUBILITY: Soluble in DMSO or dilute aqueous base; insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C

Product Description
Glucoside of genistein (Prod. No. ALX-350-006) found in soy beans. Useful as a negative control for genistein and other tyrosine kinase inhibitors. Selective inhibitor of terminal deoxyribonucleotidyltransferase (TdT). Displays antioxidant and anticarcinogenic properties.
Product Specific Literature References
Soybean isoflavones, genistein and genistin, inhibit rat myoblast proliferation, fusion and myotube protein synthesis: S. Ji, et al.; J. Nutr. 129, 1291 (1999) Abstract
Daidzein and genistein but not their glucosides are absorbed from the rat stomach: M.K. Piskula, et al.; FEBS Lett. 447, 287 (1999) Abstract
Inhibition of CYP1A1 enzyme activity in mouse hepatoma cell culture by soybean isoflavones: H.G. Shertzer, et al.; Chem. Biol. Interact. 123, 31 (1999) Abstract
Selective inhibitors of terminal deoxyribonucleotidyltransferase (TdT): baicalin and genistin: Y. Uchiyama, et al.; Biochim. Biophys. Acta 1725, 298 (2005) Abstract
Genistin inhibits UV light-induced plasmid DNA damage and cell growth in human melanoma cells: A. Russo, et al.; J. Nutr. Biochem. 17, 103 (2006) Abstract
Pro-apoptotic effect and cytotoxicity of genistein and genistin in human ovarian cancer SK-OV-3 cells: E.J. Choi, et al.; Life Sci. 80, 1403 (2007) Abstract
 
 
ALX-350-248 Revised 23-Jun-05
Daidzin
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SYNONYMS Daidzein-7-O-glucoside
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Chemopreventive Agents
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ALX-350-248-M002   2 mg 75.00 USD Add To Cart
ALX-350-248-M010   10 mg 290.00 USD Add To Cart
Product Specification
FORMULA: C21H20O9
MW: 416.4
CAS NUMBER: 552-66-9
MERCK INDEX: 14: 2801
PURITY: ≥98%
APPEARANCE: White to beige powder.
SOLUBILITY: Soluble in DMSO or dilute aqueous base; insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C

Product Description
Glucoside of the isoflavone daidzein (Prod. No. ALX-350-009) found in soy beans.
Product Specific Literature References
Metabolism of puerarin and daidzin by human intestinal bacteria and their relation to in vitro cytotoxicity: D.H. Kim, et al.; Biol. Pharm. Bull. 21, 628 (1998) Abstract
Daidzin and its antidipsotropic analogs inhibit serotonin and dopamine metabolism in isolated mitochondria: W.M. Keung & B.L. Vallee; PNAS 95, 2198 (1998) Abstract
Daidzein and genistein but not their glucosides are absorbed from the rat stomach: M.K. Piskula, et al.; FEBS Lett. 447, 287 (1999) Abstract
Further Categories Containing This Product:
Active Substances from Fruit and VegetablesIsoflavones
 
 
ALX-350-249 Revised 07-Oct-08
Puerarin
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SYNONYMS 8-(β-D-Glucopyranosyl-7-hydroxy-3- (4-hydroxyphenyl)-4H-1-benzopyran-4-one
NPI-031G
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antioxidants
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ALX-350-249-M005   5 mg 110.00 USD Add To Cart
Product Specification
FORMULA: C21H20O9
MW: 416.4
CAS NUMBER: 3681-99-0
RTECS: UO5216000
SOURCE/HOST: Isolated from Kudzu root.
PURITY: ≥98%
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C

Product Description
Biologically active isoflavone. Affects serotonin levels and platelet aggregation in blood cells. 5-HT2c antagonist. Antibacterial. Displays cardioprotective effects. Induces apoptosis.
Product Specific Literature References
Daidzin and its antidipsotropic analogs inhibit serotonin and dopamine metabolism in isolated mitochondria: W.M. Keung & B.L. Vallee; PNAS 95, 2198 (1998) Abstract
Metabolism of puerarin and daidzin by human intestinal bacteria and their relation to in vitro cytotoxicity: D.H. Kim, et al.; Biol. Pharm. Bull. 21, 628 (1998) Abstract
NPI-031G (puerarin) reduces anxiogenic effects of alcohol withdrawal or benzodiazepine inverse or 5-HT2C agonists: D.H. Overstreet, et al.; Pharmacol. Biochem. Behav. 75, 619 (2003) Abstract
Puerarin reduces increased c-fos, c-jun, and type IV collagen expression caused by high glucose in glomerular mesangial cells: C.P. Mao & Z.L. Gu; Acta Pharmacol. Sin. 26, 982 (2005) Abstract
Contrasting effects of puerarin and daidzin on glucose homeostasis in mice: E. Meezan, et al.; J. Agric. Food Chem. 53, 8760 (2005) Abstract
Induction of apoptosis by puerarin in colon cancer HT-29 cells: Z. Yu & W. L; Cancer Lett. 238, 53 (2006) Abstract
Opening the calcium-activated potassium channel participates in the cardioprotective effect of puerarin: 574, 179 (2007)
:
Q. Gao, et al.; Eur. J. Pharmacol. 574, 179 (2007) Abstract
 
 
ALX-350-252 Revised 02-Oct-07
Pyrrolostatin
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antioxidants
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ALX-350-252-C100   100 µg 45.00 USD Add To Cart
ALX-350-252-M001   1 mg 110.00 USD Add To Cart
Product Specification
FORMULA: C15H21NO2
MW: 247.2
CAS NUMBER: 144314-68-1
SOURCE/HOST: Isolated from Streptomyces chrestomyceticus.
PURITY: ≥99%
APPEARANCE: Yellowish powder.
SOLUBILITY: Soluble in methanol, abs. ethanol or DMSO. Insoluble in water.
SHIPPING: SHIPPED ON DRY ICE
LONG TERM STORAGE: -80°C
HANDLING: Protect from light. Keep under inert gas.

Product Description
Potent inhibitor of lipid peroxidation (IC50=49µM; inhibition of lipid peroxidation in rat brain homogenate). Free radical scavenger. Improves angiogenesis.
Product Specific Literature References
Pyrrolostatin, a novel lipid peroxidation inhibitor from Streptomyces chrestomyceticus. Taxonomy, fermentation, isolation, structure elucidation and biological properties: S. Kato, et al.; J. Antibiot. (Tokyo) 46, 892 (1993) Abstract
Biodesign of a skeletal muscle flap as a model for cardiac assistance: V.V. Nikolaychik, et al.; Artif. Organs 24, 137 (2000) Abstract
 
 
ALX-350-253 Revised 28-Sep-07
Carazostatin
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antioxidants
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ALX-350-253-C100   100 µg 45.00 USD Add To Cart
ALX-350-253-M001   1 mg 110.00 USD Add To Cart
Product Specification
FORMULA: C20H25NO
MW: 295.4
CAS NUMBER: 126168-32-9
SOURCE/HOST: Isolated from Streptomyces chrestomyceticus.
APPEARANCE: Pale yellow solid.
SOLUBILITY: Soluble in methanol, abs. ethanol or DMSO. Insoluble in water.
SHIPPING: SHIPPED ON DRY ICE
LONG TERM STORAGE: -20°C
HANDLING: Protect from light and air. Keep under inert gas

Product Description
Antioxidant. Free radical scavenger. Potent inhibitor of lipid peroxidation.
Product Specific Literature References
Studies on free radical scavenging substances from microorganisms. I. Carazostatin, a new free radical scavenger produced by Streptomyces chromofuscus DC 118: S. Kato, et al.; J. Antibiot. (Tokyo) 42, 1879 (1989) Abstract
Antioxidant activities of natural and synthetic carbazoles: M. Iwatsuki, et al.; Biofactors 4, 123 (1993) Abstract
In vitro and ex vivo free radical scavenging activities of carazostatin, carbazomycin B and their derivatives: S. Kato, et al.; J. Antibiot. (Tokyo) 46, 1859 (1993) Abstract
Total Syntheses of Carazostatin, Hyellazole, and Carbazoquinocins B-F: T. Choshi, et al.; J. Org. Chem. 62, 2535 (1997) Abstract
Further Categories Containing This Product:
Free Radical ScavengersLipid Peroxidation
 
 
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-350-279 Revised 02-Jun-08
Isoxanthohumol
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Natural Products - DNA Regulation / Transcription
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ALX-350-279-M001   1 mg 60.00 USD Add To Cart
Product Specification
FORMULA: C21H22O5
MW: 354.4
SOURCE/HOST: Synthetic.
PURITY: ≥98%
APPEARANCE: White powder.
SOLUBILITY: Soluble in DMSO (50mg/ml) or methanol (50mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C

Product Description
Prenylated flavonoid. Phytoestrogen. Induces apoptosis in mature adipocytes.
Product Specific Literature References
Xanthohumol and related prenylflavonoids from hops and beer: to your good health!: J.F. Stevens & J.E. Page; Phytochemistry 65, 1317 (2004), (Review) Abstract
Inhibition of endothelial cell functions by novel potential cancer chemopreventive agents: E. Bertl, et al.; BBRC 325, 287 (2004) Abstract
Metabolism of xanthohumol and isoxanthohumol, prenylated flavonoids from hops (Humulus lupulus L.), by human liver microsomes: D. Nikolic, et al.; J. Mass Spectrom. 40, 289 (2005) Abstract
The prenylflavonoid isoxanthohumol from hops (Humulus lupulus L.) is activated into the potent phytoestrogen 8-prenylnaringenin in vitro and in the human intestine: S. Possemiers, et al.; J. Nutr. 136, 1862 (2006) Abstract
Identification of human hepatic cytochrome P450 enzymes involved in the metabolism of 8-prenylnaringenin and isoxanthohumol from hops (Humulus lupulus L.): J. Guo, et al.; Drug Metab. Dispos. 34, 1152 (2006)
Effect of xanthohumol and isoxanthohumol on 3T3-L1 cell apoptosis and adipogenesis: J.Y. Yang, et al.; Apoptosis 12, 1953 (2007)