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ALX-350-104 Revised 10-May-07
Aaptamine
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SYNONYMS 8,9-Dimethoxy-1H-benzo[de][1,6]naphtyridine
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Toxins
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ALX-350-104-M001   1 mg 90.00 USD Add To Cart
Product Specification
FORMULA: C13H12N2O2
MW: 228.3
CAS NUMBER: 85547-22-4
SOURCE/HOST: Isolated from the sponge Aaptos aaptos.
PURITY: ≥97%
APPEARANCE: Oil.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: TOXIC.

Product Description
Competitive antagonist of α-adrenoceptors in vascular smooth muscle cells. Inhibits cancer cell growth.
Product Specific Literature References
Alpha-adrenoceptor blocking action of aaptamine, a novel marine natural product, in vascular smooth muscle: Y. Ohizumi, et al.; J. Pharm. Pharmacol. 36, 785 (1984) Abstract
Antineoplastic agents 491. Synthetic conversion of aaptamine to isoaaptamine, 9-demethylaaptamine, and 4-methylaaptamine: G.R. Pettit, et al.; J. Org. Chem. 69, 2251 (2004) Abstract
Aaptamine, a spongean alkaloid, activates p21 promoter in a p53-independent manner: S. Aoki, et al.; BBRC 342, 101 (2006) Abstract
 
 
ALX-350-156 Revised 18-Feb-08
Aerophobin-2
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Alkaloids
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ALX-350-156-M001   1 mg 160.00 USD Add To Cart
Product Specification
FORMULA: C16H19Br2N5O4
MW: 505.2
CAS NUMBER: 87075-23-8
SOURCE/HOST: Isolated from Aplysina aerophoba.
PURITY: ≥97% (HPLC)
APPEARANCE: White to off-white amorphous 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.

Product Description
Cytotoxic alkaloid. Shows antibiotic properties.
Product Specific Literature References
The bromo-compounds of the true sponge Verongia aerophoba: G. Cimino, et al.; Tetrahedron Lett. 24, 3029 (1983)
Antibiotic and cytotoxic activity of brominated compounds from the marine sponge Verongia aerophoba: R. Teeyapant, et al.; Z. Naturforsch. 48, 939 (1993) Abstract
Approaches to the synthesis of some tyrosine-derived marine sponge metabolites: synthesis of verongamine and purealidin N: T.R. Boehlow, et al.; J.Org. Chem. 66, 3111 (2001) Abstract
Two unprecedented dibromotyrosine-derived alkaloids from the Brazilian endemic marine sponge Aplysina caissara: B.M. Saeki, et al.; J. Nat. Prod. 65, 796 (2002) Abstract
Chemical defense of Mediterranean sponges Aplysina cavernicola and Aplysina aerophoba: C. Thoms, et al.; Z. Naturforsch. 59, 113 (2004) Abstract
Further Categories Containing This Product:
Natural Products with Antibiotic ActivityMarine Natural Products
 
 
ALX-350-256 Revised 07-Oct-08
(+)-Aeroplysinin-1
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Protein Kinase Inhibitors
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ALX-350-256-M001   1 mg 70.00 USD Add To Cart
Product Specification
FORMULA: C9H9Br2NO3
MW: 339.0
CAS NUMBER: 28656-91-9
SOURCE/HOST: Isolated from Aplysina aerophoba.
PURITY: ≥97%
APPEARANCE: Oil.
SOLUBILITY: Soluble in 100% ethanol or DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Displays cytostatic and cytotoxic activity. Inhibitor of EGFR kinase. Shows antiangiogenic activity.
Product Specific Literature References
Aeroplysinin-1, an antibacterial bromo-compound from the sponge Verongia aerophoba: E. Fattorusso, et al.; J. Chem. Soc. 1, 16 (1972) Abstract
Cytostatic activity of aeroplysinin-1 against lymphoma and epithelioma cells: M.H. Kreuter, et al.; Z. Naturforsch. [C] 44, 680 (1989) Abstract
Inhibition of intrinsic protein tyrosine kinase activity of EGF-receptor kinase complex from human breast cancer cells by the marine sponge metabolite (+)-aeroplysinin-1: M.H. Kreuter, et al.; Comp. Biochem. Physiol. B 97, 151 (1990) Abstract
Production of the cytostatic agent aeroplysinin by the sponge Verongia aerophoba in in vitro culture: M.H. Kreuter, et al.; Comp. Biochem. Physiol. 101C, 183 (1992) Abstract
Antibiotic and cytotoxic activity of brominated compounds from the marine sponge Verongia aerophoba: R. Teeyapant, et al.; Z. Naturforsch. [C] 48, 939 (1993) Abstract
Cytotoxicity and mode of action of aeroplysinin-1 and a related dienonefrom the sponge Aplysina aerophoba: A. Koulman, et al.; J. Nat. Prod. 59, 591 (1996) Abstract
Antiangiogenic activity of aeroplysinin-1, a brominated compound isolated from a marine sponge: S. Rodriguez-Nieto, et al.; FASEB J. 16, 261 (2002) Abstract
 
 
ALX-350-315 Revised 03-Apr-08
Agelasine D
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products with Antibiotic Activity
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ALX-350-315-M001   1 mg 185.00 USD Add To Cart
Product Specification
FORMULA: C26H40N5
MW: 422.6
CAS NUMBER: 92664-80-7
SOURCE/HOST: Isolated from the sponge Agelas nakamurai.
PURITY: ≥97% (HPLC)
APPEARANCE: White to off-white 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
Displays broad spectrum of antibacterial activities. Antineoplastic compound. Associated with contractive responses of smooth muscles and inhibition of Na+/K+-ATPase.
Product Specific Literature References
(+)-agelasine D: improved synthesis and evaluation of antibacterial and cytotoxic activities: A. Vik, et al.; J. Nat. Prod. 69, 381 (2006) Abstract
Antimicrobial and cytotoxic activity of agelasine and agelasimine analogs: A. Vik, et al.; Bioorg. Med. Chem. 15, 4016 (2007) Abstract
 
 
ALX-350-326 Revised 29-May-07
Agelongine
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Neurological Research
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ALX-350-326-M001   1 mg 160.00 USD Add To Cart
Product Specification
FORMULA: C13H11BrN2O4
MW: 339.1
CAS NUMBER: 163564-84-9
SOURCE/HOST: Isolated from the sponge Agelas longissima.
PURITY: ≥97% (HPLC)
APPEARANCE: Yellow to brown 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
Alkaloid exhibiting antagonistic activity on serotonin receptors.
Product Specific Literature References
A novel bromopyrrole alkaloid from the sponge agelas longissima with antiserotonergic activity: F. Cafieri, et al.; Bioorg. Med. Chem. Lett. 5, 799 (1995)
Inhibition of cyclin-dependent kinases, GSK-3beta and CK1 by hymenialdisine, a marine sponge constituent: L. Meijer, et al.; Chem. Biol. 7, 51 (2000) Abstract
 
 
ALX-350-375 Revised 22-Jul-08 New product
Arcyriaflavin A
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PRODUCT LINE Cell Cycle
PRODUCT CATEGORY CDK & Cyclin Inhibitors
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ALX-350-375-M001   1 mg 160.00 USD Add To Cart
Product Specification
FORMULA: C20H11N3O2
MW: 325.3
CAS NUMBER: 118458-54-1
SOURCE/HOST: Synthetic. Originally isolated from the marine ascidian Eudistoma sp.
PURITY: ≥95% (HPLC)
APPEARANCE: Orange to red solid.
SOLUBILITY: Soluble in DMSO (50mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Stock solutions are stable for up to 3 months at -20°C.
HANDLING: After reconstitution, prepare aliquots and store at -20°C. Protect from light. Packaged under inert gas.

Product Description
Potent inhibitor of CDK4 / cyclin D1 (IC50 = 59nM). Inhibits human cytomegalovirus (HCMV) replication in cell culture (IC50 = 200nM).
Product Specific Literature References
Staurosporine aglycone (K252-c) and arcyriaflavin A from the marine ascidian, Eudistoma sp: P.A. Horton, et al.; Experientia 50, 843 (1994) Abstract
Indolocarbazoles: potent, selective inhibitors of human cytomegalovirus replication: M.J. Slater, et al.; Bioorg. Med. Chem. 7, 1067 (1999) Abstract
Aryl[a]pyrrolo[3,4-c]carbazoles as selective cyclin D1-CDK4 inhibitors: C. Sanchez-Martinez, et al.; Bioorg. Med. Chem. Lett. 13, 3835 (2003) Abstract
Synthesis of quinolinyl/isoquinolinyl[a]pyrrolo [3,4-c] carbazoles as cyclin D1/CDK4 inhibitors: G. Zhu, et al.; Bioorg. Med. Chem. Lett. 13, 1231 (2003) Abstract
Two indolocarbazole alkaloids with apoptosis activity from a marine-derived actinomycete Z(2)039-2: R. Liu, et al.; Arch. Pharm. Res. 30, 270 (2007) Abstract
 
 
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