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ALX-380-116 Revised 07-Apr-08
Hypothemycin
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Antifungal
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-116-C250   250 µg 140.00 USD Add To Cart
ALX-380-116-M001   1 mg 420.00 USD Add To Cart
Product Specification
FORMULA: C19H22O8
MW: 378.4
CAS NUMBER: 76958-67-3
SOURCE/HOST: Isolated from Phoma sp.
PURITY: ≥98% (HPLC)
APPEARANCE: Off-white solid.
SOLUBILITY: Soluble in DMSO or acetone; insoluble in methanol or water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Exhibits antifungal and cytotoxic activity against some tumor cell lines partly attributed to inhibition of Ras-inducible genes. Inhibits proliferation of mouse and human T cells and modulates production of cytokines during T cell activation. Facilitates the ubiquitinylation process of cyclin D1. Has been identified as a potent and selective inhibitor of threonine/tyrosine-specific kinase, MEK, and other protein kinases that contain a conserved cysteine residue in the ATP-binding site in both in vitro and in vivo studies.
Product Specific Literature References
Metabolites of pyrenomycetes XIII: Structure of (+) hypothemycin, an antibiotic macrolide from hypomyces trichothecoides: M.S.R. Nair & S.T. Carey; Tetrahedron Lett. 21, 2011 (1980)
Metabolites of pyrenomycetes. XIV: Structure and partial stereochemistry of the antibiotic macrolides hypothemycin and dihydrohypothemycin: M.S.R. Nair, et al.; Tetrahedron 37, 2445 (1981)
Revised structure and stereochemistry of hypothemycin: T. Agatsuma et al.; Chem. Pharm. Bull. 41, 373 (1993)
Antitumor efficacy of hypothemycin, a new Ras-signaling inhibitor: H. Tanaka, et al.; Jpn. J. Cancer Res. 90, 1139 (1999) Abstract
Hypothemycin inhibits the proliferative response and modulates the production of cytokines during T cell activation: R. Camacho, et al.; Immunopharmacology 44, 255 (1999) Abstract
Suppression of oncogenic transformation by hypothemycin associated with accelerated cyclin D1 degradation through ubiquitin-proteasome pathway: H. Sonoda, et al.; Life Sci. 65, 381 (1999) Abstract
Resorcylic acid lactones: naturally occurring potent and selective inhibitors of MEK: A. Zhao, et al.; J. Antibiot. 52, 1086 (1999) Abstract
Targeted covalent inactivation of protein kinases by resorcylic acid lactone polyketides: A. Schirmer, et al.; PNAS 103, 4234 (2006) Abstract; Full Text
Chemistry and biology of resorcylic acid lactones: N. Winssinger, et al.; Chem. Commun. (Camb). 1, 22 (2007), (Review) Abstract
Further Categories Containing This Product:
MAPK Pathway Inhibitors • Antitumor Antibiotics • Antibiotics - Protein Kinase Inhibitors • Tyrosine Kinase Inhibitors • Antitumor Agents (DNA Interaction & Gene Regulation) • Ras Signalling Pathway Other Products • Antibiotics - Proteasome / Ubiquitin Modulators • Ubiquitination Other Products • CDKs & Cyclins Other Products
 
 
ALX-380-260 Revised 07-Apr-08
Idarubicin . hydrochloride
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SYNONYMS Idamycin
DMDR
4-Demethoxydaunorubicin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Apoptosis Inducers & Inhibitors
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ALX-380-260-M001   1 mg 45.00 USD Add To Cart
ALX-380-260-M005   5 mg 180.00 USD Add To Cart
Product Specification
FORMULA: C26H27NO9 . HCl
MW: 497.5 . 36.5
CAS NUMBER: 57852-57-0
MERCK INDEX: 14: 4886
RTECS: HB7877000
SOURCE/HOST: Synthetic.
PURITY: ≥98%
APPEARANCE: Orange crystalline solid.
SOLUBILITY: Soluble in water or methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HAZARD: VERY TOXIC. MAY BE TERATOGENIC. MAY BE CARCINOGENIC.

Product Description
More potent, lipophilic and antineoplastic analog of daunorubicin. DNA-damaging effect includes DNA oxidation and methylation, DNA intercalation, inhibition of DNA synthesis, induction of DNA strand breaks and delay of cell cycle progression. Inhibitor of topoisomerase IIα. Produces endonucleolytic cleavage and is a marker of apoptosis.
Product Specific Literature References
Idarubicin (4-demethoxydaunorubicin). A preliminary overview of preclinical and clinical studies: F. Ganzina, et al.; Invest. New Drugs 4, 85 (1986), Review Abstract
Antitumor activity of idarubicin, a derivative of daunorubicin, against drug sensitive and resistant P388 leukemia: T. Tsuruo, et al.; Anticancer Res. 13, 357 (1993) Abstract
Study of apoptosis-related responses of leukemic blast cells to in vitro anthracycline treatment: M.A. Belaud-Rotureau, et al.; Leukemia 14, 1266 (2000) Abstract
A comparison of the in vitro genotoxicity of anticancer drugs idarubicin and mitoxantrone: J. Blasiak, et al.; Acta Biochim. Pol. 49, 145 (2002) Abstract; Full Text
Repair of idarubicin-induced DNA damage: A cause of resistance?: D.C. Dartsch & F. Gieseler; DNA Repair (Amst) 6, 1618 (2007) Abstract
Further Categories Containing This Product:
Antitumor Agents (DNA Interaction & Gene Regulation) • Antitumor Agents (Apoptosis Inducers) • Antitumor Antibiotics • Antibiotics - Topoisomerase Inhibitors
 
 
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
Further Categories Containing This Product:
Natural Products - Anti-inflammatory Agents • ADP Ribosylation Factor [ARF] / Related Products • Golgi Apparatus • PRMTs, Mono- & Dimethylarginine / Related Products • Natural Products - Chemopreventive Agents • Natural Products - Antiviral / anti-HIV Agents
 
 
ALX-350-302 Revised 14-Dec-07
Imperatorin
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Apoptosis Inducers & Inhibitors
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ALX-350-302-M002   2 mg 70.00 USD Add To Cart
Product Specification
FORMULA: C16H14O4
MW: 270.3
PURITY: ≥99% (HPLC)
APPEARANCE: White to off-white crystalline solid.
SOLUBILITY: Soluble in DMSO or dimethyl formamide; slightly soluble in methanol or water. Almonst insoluble in 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
The furanocoumarins heraclenin (Prod. No. ALX-350-303) and imperatorin (Prod. No. ALX-350-302) inhibit T cell-receptor-mediated proliferation in human primary T cells in a concentration-dependent manner. Both compounds also induce apoptosis. While imperatorin induces DNA fragmentation at the G1/S phase of the cell cycle, heraclenin induces DNA fragmentation at the G2/M phases of the cell cycle, thus despite a close structural similarity they induce apoptosis in mechanistically different ways. Imperatorin inhibits HIV-1 replication as well as the expression of ICAM-1 in U937 foam cells. Inhibits voltage-dependent calcium channel.
Product Specific Literature References
Expression of intercellular adhesion molecule-1 in U937 foam cells and inhibitory effect of imperatorin: P.Y. Yang, et al.; Acta Pharmacol. Sin. 23, 327 (2002) Abstract
Imperatorin, a furanocoumarin from Angelica dahurica (Umbelliferae), induces cytochrome c-dependent apoptosis in human promyelocytic leukaemia, HL-60 Cells: H.O. Pae, et al.; Pharmacol. Toxicol. 91, 40 (2002) Abstract
Coumarins from Opopanax chironium. New dihydrofuranocoumarins and differential induction of apoptosis by imperatorin and heraclenin: G. Appendino, et al.; J. Nat. Prod. 67, 532 (2004) Abstract
Imperatorin inhibits T-cell proliferation by targeting the transcription factor NFAT: N. Marquez, et al.; Planta Med. 70, 1016 (2004) Abstract
Imperatorin inhibits HIV-1 replication through an Sp1-dependent pathway: R. Sancho, et al.; J. Biol. Chem. 279, 37349 (2004) Abstract; Full Text
Imperatorin induces vasodilatation possibly via inhibiting voltage dependent calcium channel and receptor-mediated Ca2+ influx and release: J.Y. He, et al.; Eur. J. Pharmacol. 573, 170 (2007) Abstract
Related Products
Further Categories Containing This Product:
DNA Fragmentation & Chromatin Condensation • Natural Products - Antiviral / anti-HIV Agents • CD11a, CD18 [LFA-1] & CD54 [ICAM-1], CD102 [ICAM-2], CD50 [ICAM-3] / Related Products • Ca2+ Channels Other Products • HIV / AIDS / Related Products
 
 
ALX-450-006 Revised 07-Apr-08
Ionomycin (free acid)
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Ionophores
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ALX-450-006-M001   1 mg 75.00 USD Add To Cart
ALX-450-006-M005   5 mg 290.00 USD Add To Cart
Product Specification
FORMULA: C41H72O9
MW: 709.0
CAS NUMBER: 56092-81-0
SOURCE/HOST: Isolated from Streptomyces conglobatus.
PURITY: ≥90%
APPEARANCE: Pale-yellow oil.
SOLUBILITY: Soluble in DMSO or methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
USE/STABILITY: Stock solutions are stable for 1 year when stored at +4°C.
HANDLING: Protect from light. Keep under inert gas.
HAZARD: HARMFUL.

Product Description
Potent and selective calcium ionophore. Ca2+/ionomycin complex forms between pH 7-9.5 which has intense UV absorption. Induces apoptotic neuronal degeneration in embryonic cortical neurons and cell cycle arrest at G1 phase.
Product Specific Literature References
Characterization of ionomycin as a calcium ionophore: C.M. Liu & T.E. Herman; J. Biol. Chem. 253, 5892 (1978) Abstract; Full Text
Structure of ionomycin - a novel diacidic polyether antibiotic having high affinity for calcium ions: B.K. Toeplitz at al.; JACS 101, 3344 (1979)
Demonstration of a calcium requirement for secretory protein processing and export. Differential effects of calcium and dithiothreitol: G. Kuznetsov, et al.; J. Biol. Chem. 267, 3932 (1992) Abstract; Full Text
Potentiation of calcium- and caffeine-induced calcium release by cyclic ADP-ribose: H.C. Lee; J. Biol. Chem. 268, 293 (1993) Abstract; Full Text
Contrasting effect of transforming growth factor type beta 1 (TGF-beta 1) on proliferation and interleukin-2 receptor expression in activated and rapidly cycling immature (CD3-CD4-CD8-) thymocytes: A. Dupuy d'Angeac, et al.; J. Cell. Physiol. 154, 44 (1993) Abstract
Ca2+ ionophore-induced apoptosis on cultured embryonic rat cortical neurons: N. Takei & Y. Endo; Brain Res. 652, 65 (1994) Abstract
Differential activation of a calcium-dependent endonuclease in human B lymphocytes. Role in ionomycin-induced apoptosis: K.M. Aagaard-Tillery & D.F. Jelinek; J. Immunol. 155, 3297 (1995) Abstract
ctivation of stress response by ionomycin in rat hepatoma cells: A. S. Sreedhar & U. K. Srinivas; J. Cell. Biochem. 86, 154 (2002) Abstract
Ionomycin downregulates beta-catenin/Tcf signaling in colon cancer cell line: C.H. Park, et al.; Carcinogenesis 26, 1929 (2005) Abstract
Further Categories Containing This Product:
Antibiotics - Apoptosis Inducers & Inhibitors • Antibiotics for Cell Cycle Research • Cell Cycle Blockers & Inhibitors / Related Products
 
 
ALX-450-007 Revised 20-Aug-08
Ionomycin . calcium salt
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Ionophores
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ALX-450-007-M001   1 mg 80.00 USD Add To Cart
ALX-450-007-M005   5 mg 320.00 USD Add To Cart
Product Specification
FORMULA: C41H70O9 . Ca
MW: 707.0 . 40.1
CAS NUMBER: 56092-82-1
SOURCE/HOST: Isolated from Streptomyces conglobatus.
PURITY: ≥97%
APPEARANCE: White solid.
SOLUBILITY: 10mg/ml soluble in DMSO or 100% ethanol, 5mg/ml soluble in methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.
HAZARD: HARMFUL.

Product Description
For technical information and literature references see Ionomycin (free acid) (Prod. No. ALX-450-006).
Further Categories Containing This Product:
Antibiotics - Apoptosis Inducers & Inhibitors • Antibiotics for Cell Cycle Research • Cell Cycle Blockers & Inhibitors / Related Products
 
 
ALX-380-124 Revised 20-Jun-08
Iromycin A
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SYNONYMS 6-(3,7-Dimethyl-octa-2,5-dienyl)-4-hydroxy-3-methyl-5-propyl-1H-pyridin-2-one
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Nitric Oxide Pathway Modulators
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ALX-380-124-MC05   0.5 mg 180.00 USD Add To Cart
ALX-380-124-M001   1 mg 260.00 USD Add To Cart
ALX-380-124-M005   5 mg 780.00 USD Add To Cart
Product Specification
FORMULA: C19H29NO2
MW: 303.5
SOURCE/HOST: Isolated from Streptomyces bottropensis.
PURITY: ≥98%
APPEARANCE: Off-white to greenish solid.
SOLUBILITY: Soluble in DMSO; fairly soluble in methanol; poorly soluble in acetone.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Pyridone metabolite. Inhibitor of nitric oxide synthases (NOS) showing selectivity for eNOS (NOS III) versus nNOS (NOS I). Inhibitor of thaxtomine biosynthesis and of mitochondrial electron transport chain.
Product Specific Literature References
The iromycins, a new family of pyridone metabolites from Streptomyces sp. I. Structure, NOS inhibitory activity, and biosynthesis: F. Surup, et al; J. Org. Chem. 72, 5085 (2007) Abstract
Iromycins: a new family of pyridone metabolites from Streptomyces sp. II. Convergent total synthesis: H. Shojaei, et al.; J. Org. Chem. 72, 5091 (2007) Abstract
Iromycins from Streptomyces sp. and from synthesis: New inhibitors of the mitochondrial electron transport chain: F. Surup, et al.; Bioorg. Med. Chem. 16, 1738 (2008) Abstract
Further Categories Containing This Product:
NOS Inhibitors (NOS Induction & Enzyme Activity)
 
 
ALX-380-229 Revised 14-Jan-08
Isoapoptolidin
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Apoptosis Inducers & Inhibitors
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ALX-380-229-MC01   0.1 mg 320.00 USD Add To Cart
Product Specification
FORMULA: C58H96O21
MW: 1129.4
CAS NUMBER: 476647-30-0
SOURCE/HOST: Isolated from Amycolatopsis sp. MST-AS5912.
PURITY: ≥90% (HPLC)
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in 100% ethanol, methanol, dimethyl formamide or DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Isomer of apoptolidin (Prod. No. ALX-380-207). In water an equilibrium mixture of apoptolidin:isoapoptolidin (~1.5:1) is formed within hours. Less active F0F1-ATPase inhibitor (IC50=17µM) than apoptolidin (IC50=0.7µM).
Product Specific Literature References
Toward a stable apoptolidin derivative: identification of isoapoptolidin and selective deglycosylation of apoptolidin: J.D. Pennington, et al.; Org. Lett. 4, 3823 (2002) Abstract
Isoapoptolidin: structure and activity of the ring-expanded isomer of apoptolidin: P.A. Wender, et al.; Org. Lett. 4, 3819 (2002) Abstract
Further Categories Containing This Product:
Respiratory Chain Other Products
 
 
ALX-350-145 Revised 28-Mar-07
Isobavachalcone
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SYNONYMS 2’,4’,4-Trihydroxy-3’-[3’’-methylbut-3’’-enyl]chalcone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-145-M001   1 mg 190.00 USD Add To Cart
Product Specification
FORMULA: C20H20O4
MW: 324.4
CAS NUMBER: 20784-50-3
SOURCE/HOST: Isolated from plant Psoralea corylifolia.
PURITY: ≥97% (HPLC)
APPEARANCE: Yellow 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
Inhibits platelet aggregation. Inhibitor of Epstein-Barr virus early antigen (EBV-EA) induction. Exhibits potent inhibitory effect on skin tumor promotion. Potent inhibitor of MMP-2. Displays DNA strand-scission (cleaving) activity. Shows antifungal activity.
Product Specific Literature References
Antiplatelet flavonoids from seeds of Psoralea corylifolia: W.J. Tsai, et al.; J. Nat. Prod. 59, 671 (1996) Abstract
Antioxidative components of Psoralea corylifolia (Leguminosae): H. Haraguchi, et al.; Phytother. Res. 16, 539 (2002) Abstract
Chalcones, coumarins, and flavanones from the exudate of Angelica keiskei and their chemopreventive effects: T. Akihisa, et al.; Cancer Lett. 201, 133 (2003) Abstract
Antitrichomonal and antioxidant activities of Dorstenia barteri and Dorstenia convexa: N.O. Omisore, et al.; Braz. J. Med. Biol. Res. 38