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ALX-350-361 Revised 17-Mar-08
Auraptene
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SYNONYMS 7-Geranyloxycoumarin
7-[(2E)-3,7-Dimethylocta-2,6-dienoxy]chromen-2-one
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Chemopreventive Agents
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ALX-350-361-M005   5 mg 25.00 USD Add To Cart
ALX-350-361-M025   25 mg 75.00 USD Add To Cart
Product Specification
FORMULA: C19H22O3
MW: 298.4
CAS NUMBER: 495-02-3
SOURCE/HOST: Isolated from citrus fruit.
PURITY: ≥98% (HPLC)
SOLUBILITY: Soluble in methanol or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
IDENTITY: Identity determined by NMR.

Product Description
Anti-inflammatory and chemopreventive compound. Exerts tumor preventive effects through apoptosis. Suppresses cell proliferation and lipid peroxidation. Acts as an agonist of PPARs. Induces phase II drug-metabolizing enzymes.
Product Specific Literature References
Citrus auraptene exerts dose-dependent chemopreventive activity in rat large bowel tumorigenesis: the inhibition correlates with suppression of cell proliferation and lipid peroxidation and with induction of phase II drug-metabolizing enzymes: T. Tanaka, et al.; Cancer Res. 58, 2550 (1998) Abstract; Full Text
Immunomodulatory action of citrus auraptene on macrophage functions and cytokine production of lymphocytes in female BALB/c mice: T. Tanaka, et al.; Carcinogenesis 20, 1471 (1999) Abstract; Full Text
Cell proliferation in cancer prevention; effects of preventive agents on estrogen-related endometrial carcinogenesis model and on an in vitro model in human colorectal cells: H. Mori, et al.; Mutat. Res. 480-481, 201 (2001) Abstract
Synthesis and anti-inflammatory activity of natural and semisynthetic geranyloxycoumarins: M. Curini, et al.; Bioorg. Med. Chem. Lett. 14, 2241 (2004) Abstract
Citrus auraptene targets translation of MMP-7 (matrilysin) via ERK1/2-dependent and mTOR-independent mechanism: K. Kawabata, et al.; FEBS Lett. 580, 5288 (2006) Abstract
Citrus auraptene acts as an agonist for PPARs and enhances adiponectin production and MCP-1 reduction in 3T3-L1 adipocytes: K. Kuroyanagi, et al.; BBRC 366, 219 (2008) Abstract
 
 
ALX-380-240 Revised 03-Apr-08
Aureothricin
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SYNONYMS Propionylpyrrothione
Farcinicin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Antifungal
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ALX-380-240-MC05   0.5 mg 220.00 USD Add To Cart
Product Specification
FORMULA: C9H10N2O2S2
MW: 242.3
CAS NUMBER: 574-95-8
SOURCE/HOST: Isolated from Streptomyces sp. MST-AS4782.
PURITY: ≥98% (HPLC)
APPEARANCE: Yellow to orange solid.
SOLUBILITY: Soluble in DMSO or dimethyl formamide; partially soluble in methanol or 100% ethanol; poorly soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description

Antibiotic. More hydrophobic analog of the antibiotic thiolutin (Prod. No. ALX-380-200) with selective antitumor activity. Potent inhibitor of bacterial and yeast RNA polymerases and of fungal mannan and glucan formation.

Product Specific Literature References
Studies on a common hydrolysis product of thiolutin and aureothricin: W.D. Celmer & I.A. Solomons; Antibiot. Annu. 622, (1953)
Anticancer properties of dithiolopyrrolones: J.M. Webster, et al.; US Patent 6,020,360, (2000)
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ALX-270-157 Revised 03-Apr-08
Australine . hydrochloride
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SYNONYMS (1R,2R,3R,7S,7aR)-3-Hydroxymethyl-1,2,7-trihydroxypyrrolizidine . HCI
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Other Signal Transduction Pathway Modulators
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ALX-270-157-M001   1 mg 180.00 USD Add To Cart
Product Specification
FORMULA: C8H15NO4. HCl
MW: 189.2 . 36.5
CAS NUMBER: 186766-07-4
SOURCE/HOST: Isolated from Castanospermum australe seeds.
PURITY: ≥95%
APPEARANCE: Crystalline solid.
SOLUBILITY: Soluble in water, methanol and 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: After reconstitution, prepare aliquots and store at -20°C.
HAZARD: HARMFUL.

Product Description
Alkaloid. Inhibitor of α-glucosidase, amyloglucosidase and glucosidase I. Does not inhibit glucosidase II, and is reported to be the first glucosidase inhibitor which differentiates glucosidase I from glucosidase II. Does not inhibit α-galactosidase, β-galactosidase, β-glucosidase, α-mannosidase and β-mannosidase.
Product Specific Literature References
Australine, a pyrrolizidine alkaloid that inhibits amyloglucosidase and glycoprotein processing: J.E. Tropea, et al.; Biochemistry 28, 2027 (1989) Abstract
Calystegins, a novel class of alkaloid glycosidase inhibitors: R.J. Molyneux, et al.; Arch. Biochem. Biophys. 304, 81 (1993) Abstract
Stereoselective synthesis of the glycosidase inhibitor australine through a one-pot, double-cyclization strategy: C. Ribes, et al.; Org. Lett. 9, 77 (2007) Abstract
Further Categories Containing This Product:
AlkaloidsGlycosidases / 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
 
 
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) Abstract
 
 
ALX-350-366 Revised 03-Apr-08
Azaspiracid-1
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SYNONYMS AZA-1
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Toxins
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ALX-350-366-C001   1 µg 180.00 USD Add To Cart
Product Specification
FORMULA: C47H71NO12
MW: 842.1
CAS NUMBER: 214899-21-5
SOURCE/HOST: Islolated from marine mussel.
CONCENTRATION:

2μg/ml

PURITY: ≥95%
FORMULATION: Liquid. In methanol.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
HAZARD: VERY TOXIC. MAY BE TERATOGENIC.

Product Description
Activator of JNK (c-Jun-N-terminal kinase). Cellular growth inhibitor and inducer of cytoskeletal alterations. Activator of caspases. Modulator of intracellular cAMP (cyclic adenosine monophosphate) and calcium levels. Inhibitor of cholesterol biosynthesis in human T lymphocyte cells. Potent teratogen to finfish. Cytotoxic to mammalian cells.
Product Specific Literature References
Multiple organ damage caused by a new toxin azaspiracid, isolated from mussels produced in Ireland: E. Ito, et al.; Toxicon 38, 917 (2000) Abstract
Azaspiracid-1, a potent, nonapoptotic new phycotoxin with several cell targets: Y. Roman, et al.; Cell. Signal. 14, 703 (2002) Abstract
Teratogenic effects of azaspiracid-1 identified by microinjection of Japanese medaka (Oryzias latipes) embryos: J.R. Coleman, et al.; Toxicon 45, 881 (2005) Abstract
Cytotoxic and cytoskeletal effects of azaspiracid-1 on mammalian cell lines: M.J. Twiner, et al.; Toxicon 45, 891 (2005) Abstract
Azaspiracids modulate intracellular pH levels in human lymphocytes: A. Alfonso, et al.; BBRC 346, 1091 (2006) Abstract
Cell growth inhibition and actin cytoskeleton disorganization induced by azaspiracid-1 structure-activity studies: N. Vilarino, et al.; Chem. Res. Toxicol. 19, 1459 (2006) Abstract
The c-Jun-N-terminal kinase is involved in the neurotoxic effect of azaspiracid-1: C. Vale, et al.; Cell Physiol. Biochem. 20, 957 (2007) Abstract
Effects of azaspiracid-1, a potent cytotoxic agent, on primary neuronal cultures. A structure-activity relationship study: C. Vale, et al.; J. Med. Chem. 50, 356 (2007) Abstract
Irreversible cytoskeletal disarrangement is independent of caspase activation during in vitro azaspiracid toxicity in human neuroblastoma cells: N. Vilarino, et al.; Biochem. Pharmacol. 74, 327 (2007) Abstract
Transcriptional profiling and inhibition of cholesterol biosynthesis in human T lymphocyte cells by the marine toxin azaspiracid: M.J. Twiner, et al.; Genomics 91, 289 (2008) Abstract
 
 
ALX-350-367 Revised 31-Mar-08
Azaspiracid-2
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SYNONYMS AZA-2
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Toxins
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ALX-350-367-C001   1 µg 360.00 USD Add To Cart
Product Specification
FORMULA: C48H73NO12
MW: 855.5
CAS NUMBER: 265996-92-7
SOURCE/HOST: Isolated from marine mussel.
CONCENTRATION: 2µg/ml
PURITY: ≥95%
APPEARANCE: Liquid. In methanol.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
HAZARD: VERY TOXIC.

Product Description
Modulator of intracellular cAMP (cyclic adenosine monophosphate) and calcium levels.
Product Specific Literature References
Effects of Azaspiracids 2 and 3 on intracellular cAMP, [Ca2+], and pH: Y. Roman, et al.; Chem. Res. Toxicol. 17, 1338 (2004) Abstract
Azaspiracids modulate intracellular pH levels in human lymphocytes: A. Alfonso, et al.; BBRC 346, 1091 (2006) Abstract
 
 
ALX-350-368 Revised 31-Mar-08
Azaspiracid-3
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SYNONYMS AZA-3
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Toxins
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ALX-350-368-C001   1 µg 540.00 USD Add To Cart
Product Specification
FORMULA: C46H69NO12
MW: 827.5
CAS NUMBER: 265996-93-8
SOURCE/HOST: Isolated from marine mussel.
CONCENTRATION: 2µg/ml
PURITY: ≥95%
APPEARANCE: Liquid. In methanol.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
HAZARD: VERY TOXIC.

Product Description
Modulator of intracellular cAMP (cyclic adenosine monophosphate), calcium and pH levels.
Product Specific Literature References
Effects of Azaspiracids 2 and 3 on intracellular cAMP, [Ca2+], and pH: Y. Roman, et al.; Chem. Res. Toxicol. 17, 1338 (2004) Abstract
Azaspiracids modulate intracellular pH levels in human lymphocytes: A. Alfonso, et al.; BBRC 346, 1091 (2006) Abstract
 
 
ALX-351-005 Revised 07-Jan-08
Baccatin III
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-351-005-M005   5 mg 85.00 USD Add To Cart
ALX-351-005-M025   25 mg 360.00 USD Add To Cart
Product Specification
FORMULA: C31H38O11
MW: 586.6
CAS NUMBER: 27548-93-2
SOURCE/HOST: Semisynthetic.
PURITY: ≥95%
APPEARANCE: Off-white solid.
SOLUBILITY: Soluble in DMSO or 100 % ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light and moisture. Avoid strong oxidizing agents, acids and bases.

Product Description
Starting material for the synthesis of taxol analogs. Shows antitumor properties.
Product Specific Literature References
Recent advances in the chemistry of taxol: D.G. Kingston; J. Nat. Prod. 63, 726 (2000) Abstract
Further Categories Containing This Product:
Taxol / Related Products
 
 
ALX-351-006 Revised 07-Jan-08
Baccatin III, 10-Deacetyl-