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Natural Products - Immunomodulators
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ALX-350-282 Revised 16-Jun-06
Bufotalin
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SYNONYMS (3β,5β,16β)-16-(Acetyloxy)-3-,14-dihydroxybufa-20,22-dienolide
3β,14,16β-Trihydroxy-5β bufa-20,22-dienolide 16-acetate
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - ATPase Inhibitors
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ALX-350-282-M005   5 mg 85.00 USD Add To Cart
Product Specification
FORMULA: C26H36O6
MW: 444.6
CAS NUMBER: 471-95-4
MERCK INDEX: 14: 1477
SOURCE/HOST: Isolated from Bufonis venom.
PURITY: ≥98% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in 100% ethanol or chloroform.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: +4°C
HAZARD: TOXIC.

Product Description
Less potent Na+/K+-ATPase inhibitor than other bufadienolides. Potent immunosuppressor.
Product Specific Literature References
Bufadienolides from animal and plant sources: L. Krenn & B. Kopp; Phytochemistry 48, 1 (1999), (Review) Abstract
The T-cell suppressive effect of bufadienolides: structural requirements for their immunoregulatory activity: P. Terness, et al.; Int. Immunopharmacol. 1, 119 (2001) Abstract
Further Categories Containing This Product:
Na+ / K+-ATPase / Related Products • Natural Products - Immunomodulators
 
 
ALX-350-283 Revised 11-Jun-07
Cinobufagin
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SYNONYMS 5β,20(22)-Bufadienolide-3β,16β-diol-14,15β-epoxy 16-acetate
14,15β-Epoxy-3β,16β-dihydroxy-5β,20(22)-bufadienolide 16-acetate
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - ATPase Inhibitors
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ALX-350-283-M005   5 mg 95.00 USD Add To Cart
Product Specification
FORMULA: C26H34O6
MW: 442.6
CAS NUMBER: 470-37-1
PURITY: ≥99%
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: +4°C
HAZARD: TOXIC.

Product Description
Specific Na+/K+-ATPase inhibitor. About as active as ouabain (Prod. No. ALX-350-066).
Product Specific Literature References
Metabolism and pharmacokinetics of cinobufagin: S. Toma, et al.; Xenobiotica 17, 1195 (1987) Abstract
Specific 12 beta-hydroxylation of cinobufagin by filamentous fungi: M. Ye, et al.; Appl. Environ. Microbiol. 70, 3521 (2004) Abstract
Cardiotonic steroids differentially affect intracellular Na+ and [Na+]i/[K+]i-independent signaling in C7-MDCK cells: O.A. Akimova, et al.; J. Biol. Chem. 280, 832 (2005) Abstract
Further Categories Containing This Product:
Na+ / K+-ATPase / Related Products • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Immunomodulators • Antitumor Agents (Anti-proliferative)
 
 
ALX-350-284 Revised 11-Jun-07
Cinobufotalin
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SYNONYMS 14,15β-Epoxy-3β,5α,16β-trihydroxy-5β,20(22)-bufadienolide 16-acetate
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - ATPase Inhibitors
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ALX-350-284-M005   5 mg 85.00 USD Add To Cart
Product Specification
FORMULA: C26H34O7
MW: 458.6
CAS NUMBER: 1108-68-5
MERCK INDEX: 14: 2307
PURITY: ≥99%
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: +4°C
HAZARD: TOXIC.

Product Description
Specific Na+/K+-ATPase inhibitor. Less active than ouabain (Prod. No. ALX-350-066).
Product Specific Literature References
Actions of bufalin and cinobufotalin, two bufadienolides respectively more active and less active than ouabain, on ouabain binding and 86Rb uptake by human erythrocytes: A.A. Brownlee, et al.; Clin. Sci. (Lond.) 78, 169 (1990) Abstract
Neutralization of cardiac toxins oleandrin, oleandrigenin, bufalin, and cinobufotalin by digibind: monitoring the effect by measuring free digitoxin concentrations: A. Dasgupta & L. Emerson ; Life Sci. 63, 781 (1998) Abstract
Simultaneous determination of four bufadienolides in human liver by high-performance liquid chromatography: Z. Wang, et al.; Biomed. Chromatogr. 18, 318 (2004) Abstract
Cardiotonic steroids differentially affect intracellular Na+ and [Na+]i/[K+]i-independent signaling in C7-MDCK cells: O.A. Akimova, et al.; J. Biol. Chem. 280, 832 (2005) Abstract
Further Categories Containing This Product:
Na+ / K+-ATPase / Related Products • Natural Products - Immunomodulators
 
 
ALX-350-285 Revised 19-Feb-08
Proscillaridin A
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - ATPase Inhibitors
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ALX-350-285-M005   5 mg 17.00 USD Add To Cart
Product Specification
FORMULA: C30H42O8
MW: 530.7
CAS NUMBER: 466-06-8
RTECS: UK6650000
PURITY: ≥90%
APPEARANCE: White to light yellow powder.
SOLUBILITY: Soluble in methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HAZARD: TOXIC.
IDENTITY: Determined by IR.

Product Description
Cardiac glycoside. Specific Na+/K+-ATPase inhibitor. Shows high cytotoxicity in tumor cells. Very potent immunosuppressor. DNA topoisomerase I & II inhibitor.
Product Specific Literature References
Clinical studies on proscillaridin a new squill glycoside: L. Gould, et al.; J. Clin. Pharmacol. New Drugs 11, 135 (1971) Abstract
Proscillaridin A immunoreactivity: a new endogenous cardiac glycoside?: S.Q. Li, et al.; Ann. N Y Acad. Sci. 834, 646 (1997) Abstract
Cytotoxicity of digitoxin and related cardiac glycosides in human tumor cells: S. Johansson, et al.; Anticancer Drugs 12, 475 (2001) Abstract
Inhibition of DNA topoisomerases I and II, and growth inhibition of breast cancer MCF-7 cells by ouabain, digoxin and proscillaridin A: K. Bielawski, et al.; Biol. Pharm. Bull. 29, 1493 (2006) Abstract
Apoptosis-mediated cytotoxicity of ouabain, digoxin and proscillaridin A in the estrogen independent MDA-MB-231 breast cancer cells: K. Winnicka, et al.; Arch. Pharm. Res. 30, 1216 (2007) Abstract
Further Categories Containing This Product:
Na+ / K+-ATPase / Related Products • Natural Products - Immunomodulators • Natural Products - Topoisomerase Inhibitors
 
 
ALX-350-286 Revised 31-May-07
Resibufogenin
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SYNONYMS (3β,5β,15β)-14,15-Epoxy-3-hydroxy-5-bufa-20,22-dienolide
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - ATPase Inhibitors
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ALX-350-286-M010   10 mg 300.00 USD Add To Cart
Product Specification
FORMULA: C24H32O4
MW: 384.5
CAS NUMBER: 465-39-4
MERCK INDEX: 14: 8146
RTECS: EI2975000
SOURCE/HOST: Isolated from Bufonis venom.
PURITY: ≥99% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in chloroform.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: +4°C
HAZARD: TOXIC.

Product Description
Specific Na+/K+-ATPase inhibitor.
Product Specific Literature References
Effects of resibufogenin from toad venom on isolated Purkinje fibers: J.T. Xie, et al.; Am. J. Chin. Med. 28, 187 (2000) Abstract
Resibufogenin corrects hypertension in a rat model of human preeclampsia: H. Vu, et al.; Exp. Biol. Med. (Maywood) 231, 215 (2006) Abstract
Further Categories Containing This Product:
Na+ / K+-ATPase / Related Products • Natural Products - Immunomodulators
 
 
ALX-350-312 Revised 28-May-08
(-)-Arctigenin
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SYNONYMS (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-(3H)-furanone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-312-M025   25 mg 70.00 USD Add To Cart
Product Specification
FORMULA: C21H24O6
MW: 372.4
CAS NUMBER: 7770-78-7
SOURCE/HOST: Isolated from Arctium lappa.
PURITY: ≥97% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO (34mg/ml, heating, sonication); sparingly soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Lignan derivative, which shows antitumor, anti-inflammatory, immunomodulatory and neuroprotective activities. Down-regulates anti-apoptotic protein Bcl-XL. Potent inhibitor of HIV type-I integrase and DNA topoisomerase II. Shows phytoestrogenic and cytotoxic properties against Hep62 cells.  Antagonist for platelet activating factor and Ca2+. Blocks the activation of Akt (protein kinase B; PKB) induced by glucose starvation.
Product Specific Literature References
Antiproliferative effect of Arctigenin and Arctiin: S.Y. Ryu, et al.; Arch. Pharm. Res. 18, 462 (1995)
(-)-Arctigenin as a lead structure for inhibitors of human immunodeficiency virus type-1 integrase: E. Eich, et al.; J. Med. Chem 39, 86 (1996) Abstract
Immunomodulatory effect of arctigenin, a lignan compound, on tumour necrosis factor-alpha and nitric oxide production, and lymphocyte proliferation: J.Y. Cho, et al.; J. Pharm. Pharmacol. 51, 1267 (1999) Abstract
Arctigenin protects cultured cortical neurons from glutamate-induced neurodegeneration by binding to kainate receptor: Y.P. Jang, et al.; J. Neurosci. Res. 68, 233 (2002) 68, 233 (2002) Abstract
A phytochemical study of lignans in whole plants and cell suspension cultures of Anthriscus sylvestris: A. Koulman, et al.; Planta Med. 69, 733 (2003) Abstract
Naturally occurring lignans efficiently induce apoptosis in colorectal tumor cells: B. Hausott, et al.; J. Cancer Res. Clin. Oncol. 129, 569 (2003) Abstract
Arctigenin, a phenylpropanoid dibenzylbutyrolactone lignan, inhibits MAP kinases and AP-1 activation via potent MKK inhibition: the role in TNF-alpha inhibition: M.K. Cho, et al.; Int. Immunopharmacol. 4, 1419 (2004) Abstract
Arctigenin, a phenylpropanoid dibenzylbutyrolactone lignan, inhibits MAP kinases and AP-1 activation via potent MKK inhibition: the role in TNF-alpha inhibition: M.K. Cho, et al.; Int. Immunopharmacol. 4, 1419 (2004) Abstract
Identification of arctigenin as an antitumor agent having the ability to eliminate the tolerance of cancer cells to nutrient starvation: S. Awale, et al.; Cancer Res. 66, 1751 (2006) Abstract
The chemopreventive effects of Saussurea salicifolia through induction of apoptosis and phase II detoxification enzyme: K. Kang, et al.; Biol. Pharm. Bull. 30, 2352 (2007) Abstract
Further Categories Containing This Product:
Bcl-2 Family Modulators • Platelet Activating Factors [PAF] & Receptors / Related Products • Natural Products - Anti-inflammatory Agents • Natural Products - Antiviral / anti-HIV Agents • Natural Products - Topoisomerase Inhibitors • Natural Products - Immunomodulators • Natural Products - Nitric Oxide Pathway Modulators • HIV / AIDS / Related Products
 
 
ALX-350-318 Revised 17-Jun-08
(-)-Arctiin
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SYNONYMS (3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]-3-[[4-(β-D-glucopyranosyloxy)-3-methoxyphenyl]methyl]dihydro-2(3H)-furanone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-318-M025   25 mg 60.00 USD Add To Cart
Product Specification
FORMULA: C27H34O11
MW: 534.6
CAS NUMBER: 20362-31-6
SOURCE/HOST: Isolated from Arctium lappa.
PURITY: ≥95% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO (5mg/ml); sparingly soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.

Product Description

Lignan derivative with antitumor activities. Down-regulates anti-apoptotic protein Bcl-XL. Potent inhibitor of HIV type-I integrase and DNA topoisomerase II. Shows phytoestrogenic activity and is an antagonist for platelet activating factor and Ca2+.
Product Specific Literature References
Platelet activating factor (PAF) antagonists contained in medicinal plants: lignans and sesquiterpenes: S. Iwakami, et al.; Chem. Pharm. Bull. (Tokyo) 40, 1196 (1992) Abstract
Antiproliferative effect of Arctigenin and Arctiin: S.Y. Ryu, et al.; Arch. Pharm. Res. 18, 462 (1995)
Cytotoxic components of bardanae fructus (goboshi): S. Moritani, et al.; Biol. Pharm. Bull. 19, 1515 (1996) Abstract
Plant-derived leading compounds for chemotherapy of human immunodeficiency virus (HIV) infection: A.J. Vlietinck, et al.; Planta Med. 64, 97 (1998) Abstract
Anti-tumor-promoting activity of lignans from the aerial part of Saussurea medusa: M. Takasaki, et al.; Cancer Lett. 158, 53 (2000) Abstract
Isolation and identification of arctiin and arctigenin in leaves of burdock (Arctium lappa L.) by polyamide column chromatography in combination with HPLC-ESI/MS: S. Liu, et al.; Phytochem. Anal. 16, 86 (2005) Abstract
Application of preparative high-speed counter-current chromatography for separation and purification of arctiin from Fructus Arctii: X. Wang, et al.; J. Chromatogr. A. 1063, 247 (2005) Abstract
The chemopreventive effects of Saussurea salicifolia through induction of apoptosis and phase II detoxification enzyme: K. Kang, et al.; Biol. Pharm. Bull. 30, 2352 (2007) Abstract
Further Categories Containing This Product:
Natural Products - Immunomodulators • Bcl-2 Family Modulators • Antitumor Agents (Anti-proliferative) • Platelet Activating Factors [PAF] & Receptors / Related Products • Natural Products - Antiviral / anti-HIV Agents • Natural Products - Topoisomerase Inhibitors • HIV / AIDS / Related Products
 
 
ALX-350-319 Revised 03-Apr-08
Avarol
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SYNONYMS NSC306951
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Chemopreventive Agents
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ALX-350-319-M001   1 mg 185.00 USD Add To Cart
Product Specification
FORMULA: C21H30O2
MW: 314.5
CAS NUMBER: 55303-98-5
SOURCE/HOST: Isolated from marine sponge Dysidea avara.
PURITY: ≥97% (HPLC)
APPEARANCE: Brown solid.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
IDENTITY: Determined by 1H-NMR, 13C-NMR and MS.

Product Description
Cytostatic agent which has potent antileukemic activity both in vitro and in vivo (mice). Also displays antibacterial and antifungal activities against a limited range of microorganisms. Inhibits HIV-1 reverse transcriptase.
Product Specific Literature References
Antimicrobial activity of avarol, a sesquiterpenoid hydroquinone from the marine sponge, Dysidea avara: L. Cariello, et al.; Comp. Biochem. Physiol. 71, 281 (1982) Abstract
Antimutagenic activity of the novel antileukemic agents, avarone and avarol: B. Kurelec, et al.; Mutat. Res. 144, 63 (1985) Abstract
Potent antileukemic activity of the novel cytostatic agent avarone and its analogues in vitro and in vivo: W.E. Muller, et al.; Cancer Res. 45, 4822 (1985) Abstract
Inhibition of mitosis by avarol, a natural product isolated from the sponge Dysidea avara: W.E. Muller, et al.; Basic Appl. Histochem. 29, 321 (1985) Abstract
Biphasic and differential effects of the cytostatic agents avarone and avarol on DNA metabolism of human and murine T and B lymphocytes: W.E. Muller, et al.; Eur. J. Cancer Clin. Oncol. 22, 473 (1986) Abstract
Avarol-induced DNA strand breakage in vitro and in Friend erythroleukemia cells: W.E. Muller, et al.; Cancer Res. 47, 6565 (1987) Abstract
Inhibition of replication of the etiologic agent of acquired immune deficiency syndrome (human T-lymphotropic retrovirus/lymphadenopathy-associated virus) by avarol and avarone: P.S. Sarin, et al.; J. Natl. Cancer Inst. 78, 663 (1987) Abstract
Action of the antileukemic and anti-HTLV-III (anti-HIV) agent avarol on the levels of superoxide dismutases and glutathione peroxidase activities in L5178y mouse lymphoma cells: E. Batke, et al.; Cell Biochem. Funct. 6, 123 (1988) Abstract
Induction of gamma-interferon by avarol in human peripheral blood lymphocytes: R. Voth, et al.; Jpn. J. Cancer Res. 79, 647 (1988) Abstract
Suppression of the modulatory effects of the antileukemic and anti-human immunodeficiency virus compound avarol on gene expression by tryptophan: H.C. Schroder, et al.; Cancer Res. 49, 2069 (1989) Abstract
The inhibition of human immunodeficiency virus type 1 reverse transcriptase by avarol and avarone derivatives: S. Loya and A. Hizi; FEBS Lett. 269, 131 (1990) Abstract; Full Text
Avarol restores the altered prostaglandin and leukotriene metabolism in monocytes infected with human immunodeficiency virus type 1: H.C. Schroder, et al.; Virus Res. 21, 213 (1991) Abstract
Effect of avarol and avarone on in vitro-induced microsomal lipid peroxidation: M.A. Belisario, et al.; Toxicology 72, 221 (1992) Abstract
Avarol and avarone, two new anti-inflammatory agents of marine origin: M.L. Ferrandiz, et al.; Eur. J. Pharmacol. 253, 75 (1994) Abstract
In vitro effect of avarone and avarol, a quinone/hydroquinone couple of marine origin, on platelet aggregation: M.A. Belisario, et al.; Pharmacol. Toxicol. 79, 300 (1996) Abstract
Application of cell culture for the production of bioactive compounds from sponges: synthesis of avarol by primmorphs from Dysidea avara: W.E. Muller, et al.; J. Nat. Prod. 63, 1077 (2000) Abstract
Potential antipsoriatic avarol derivatives as antioxidants and inhibitors of PGE(2) generation and proliferation in the HaCaT cell line: M. Amigo, et al.; J. Nat. Prod. 67, 1459 (2004) Abstract
Sustainable production of bioactive compounds by sponges--cell culture and gene cluster approach: a review: W.E. Muller, et al.; Mar. Biotechnol. (NY) 6, 105 (2004) Abstract
Reactivity and biological activity of the marine sesquiterpene hydroquinone avarol and related compounds from sponges of the order Dictyoceratida: D. Sladic & M.J. Gasic; Molecules 11, 1 (2006) Abstract
Evaluation of the activity of the sponge metabolites avarol and avarone and their synthetic derivatives against fouling micro- and macroorganisms: M. Tsoukatou, et al.; Molecules 12, 1022 (2007) Abstract
Further Categories Containing This Product:
Natural Products - Immunomodulators • Natural Products - Antiviral / anti-HIV Agents • Natural Products with Antibiotic Activity • Marine Natural Products • HIV / AIDS / Related Products
 
 
ALX-350-321 Revised 20-Dec-07
Avarone
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Chemopreventive Agents
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ALX-350-321-M001   1 mg 185.00 USD Add To Cart
Product Specification
FORMULA: C21H28O2
MW: 312.5
CAS NUMBER: 55303-99-6
SOURCE/HOST: Isolated from marine sponge Dysidea avara.
PURITY: ≥97% (HPLC)
APPEARANCE: Brown oil.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
IDENTITY: Determined by 1H-NMR, 13C-NMR and MS.

Product Description
Cytostatic agent which has potent antileukemic activity both in vitro and in vivo (mice). Also displays antibacterial and antifungal activities against a limited range of microorganisms.
Product Specific Literature References
Antimutagenic activity of the novel antileukemic agents, avarone and avarol: B. Kurelec, et al.; Mutat. Res. 144, 63 (1985) Abstract
Potent antileukemic activity of the novel cytostatic agent avarone and its analogues in vitro and in vivo: W.E. Muller, et al.; Cancer Res. 45, 4822 (1985) Abstract
Biphasic and differential effects of the cytostatic agents avarone and avarol on DNA metabolism of human and murine T and B lymphocytes: W.E. Muller, et al.; Eur. J. Cancer Clin. Oncol. 22, 473 (1986) Abstract
Inhibition of replication of the etiologic agent of acquired immune deficiency syndrome (human T-lymphotropic retrovirus/lymphadenopathy-associated virus) by avarol and avarone: P.S. Sarin, et al.; J. Natl. Cancer Inst. 78, 663 (1987) Abstract
Suppression of the modulatory effects of the antileukemic and anti-human immunodeficiency virus compound avarol on gene expression by tryptophan: H.C. Schroder, et al.; Cancer Res. 49, 2069 (1989) Abstract
The inhibition of human immunodeficiency virus type 1 reverse transcriptase by avarol and avarone derivatives: S. Loya and A. Hizi; FEBS Lett. 269, 131 (1990) Abstract; Full Text
Effect of avarol and avarone on in vitro-induced microsomal lipid peroxidation: M.A. Belisario, et al.; Toxicology 72, 221 (1992) Abstract
Avarol and avarone, two new anti-inflammatory agents of marine origin: M.L. Ferrandiz, et al.; Eur. J. Pharmacol. 253, 75 (1994) Abstract
In vitro effect of avarone and avarol, a quinone/hydroquinone couple of marine origin, on platelet aggregation: M.A. Belisario, et al.; Pharmacol. Toxicol. 79, 300 (1996) Abstract
Potential antipsoriatic avarol derivatives as antioxidants and inhibitors of PGE(2) generation and proliferation in the HaCaT cell line: M. Amigo, et al.; J. Nat. Prod. 67, 1459 (2004) Abstract
Sustainable production of bioactive compounds by sponges--cell culture and gene cluster approach: a review: W.E. Muller, et al.; Mar. Biotechnol. (NY) 6, 105 (2004) Abstract
Protein covalent modification by biologically active quinones: D. Sladic, et al.; J. Serb. Chem. Soc. 69, 901 (2004)
Evaluation of the activity of the sponge metabolites avarol and avarone and their synthetic derivatives against fouling micro- and macroorganisms: M. Tsoukatou, et al.; Molecules 12 , 1022 (2007)