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Natural Products - Apoptosis Inducers & Inhibitors
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ALX-350-113 Revised 28-May-08
Gossypol
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SYNONYMS 2,2’-bis[8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-
methylnaphthalene]
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-113-M100   100 mg 90.00 USD Add To Cart
Product Specification
FORMULA: C30H30O8
MW: 518.6
CAS NUMBER: 303-45-7
MERCK INDEX: 14: 4528
RTECS: DU3100000
SOURCE/HOST: Isolated from Gossypium genus, Malvaceae.
PURITY: ≥90%
APPEARANCE: Off-white to yellow solid.
SOLUBILITY: Soluble in acetone or DMSO; sparingly soluble in 100% ethanol (2mg/ml) or methanol (2mg/ml). Insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.
HAZARD: MAY BE CARCINOGENIC. HARMFUL.

Product Description
Mixture of ~65% (+)- and ~35% (-)-enantiomers. Male antifertility agent. Shows antitumor, antiviral and antioxidant actions. Small molecule inhibitor of Bcl-2/Bcl-XL. Induces apoptosis. Synergizes with radiation and chemotherapy in vitro. Reversible inhibitor of protein phosphatase 2B (PP2B; calcineurin). Protein kinase C (PKC) inhibitor.
Product Specific Literature References
Binding of gossypol to purified tubulin and inhibition of its assembly into microtubules: F.J. Medrano and J.M. Andreu; Eur. J. Biochem. 158, 63 (1986) Abstract
Differential inhibition of protein kinase C subtypes: J.M. Pelosin, et al.; BBRC 169, 1040 (1990) Abstract
Induction of apoptotic DNA fragmentation and cell death in HL-60 human promyelocytic leukemia cells by pharmacological inhibitors of protein kinase C: W.D. Jarvis, et al.; Cancer Res. 54, 1707 (1994) Abstract
Gossypol arrests human benign prostatic hyperplastic cell growth at G0/G1 phase of the cell cycle: F. Shidaifat, et al.; Anticancer Res. 17, 1003 (1997) Abstract
Inhibition of huntingtin fibrillogenesis by specific antibodies and small molecules: implications for Huntington’s disease therapy: V. Heiser, et al.; PNAS 97, 6739 (2000) Abstract; Full Text
Cytotoxic effect of gossypol on colon carcinoma cells: X. Wang, et al.; Life Sci. 67, 2663 (2000) Abstract
Reversible inhibition of calcineurin by the polyphenolic aldehyde gossypol: R. Baumgrass, et al.; J. Biol. Chem. 276, 47914 (2001) Abstract; Full Text
Toxicity of (+)- and (-)-gossypol to the plant pathogen, Rhizoctonia solani: L.S. Puckhaber, et al.; J. Agric. Food Chem. 50, 7017 (2002) Abstract
Telomerase inhibitors in anticancer therapy: gossypol as a potential telomerase inhibitor: M. Mego; Bratisl. Lek. Listy 103, 378 (2002) Abstract
An in vitro study of inhibitory activity of gossypol, a cottonseed extract, in human carcinoma cell lines: M. Le Blanc, et al.; Pharmacol. Res. 46, 551 (2002) Abstract
Gossypol induces chloride secretion in rat proximal colon: G. Kuhn, et al.; Eur. J. Pharmacol. 457, 187 (2002) Abstract
Determination of the absolute configuration and solution conformation of gossypol by vibrational circular dichroism: T.B. Freedman, et al.; Chirality 15, 196 (2003) Abstract
In vitro effects of the BH3 mimetic, (-)-gossypol, on head and neck squamous cell carcinoma cells: C.L. Oliver, et al.; Clin. Cancer Res. 10, 7757 (2004) Abstract; Full Text
The inhibitory effects of gossypol on human prostate cancer cells-PC3 are associated with transforming growth factor beta1 (TGFbeta1) signal transduction pathway: J. Jiang, et al.; Anticancer Res. 24, 19 (2004) Abstract
(-)-Gossypol enhances response to radiation therapy and results in tumor regression of human prostate cancer: L. Xu, et al.; Mol. Cancer Ther. 4, 197 (2005) Abstract; Full Text
Investigations on gossypol: past and present developments: K. Dodou; Expert Opin. Investig. Drugs 14, 1419 (2005) Abstract
An in vitro study of cytotoxic effects of gossypol on human epidermoid larynx carcinoma cell line (HEp-2): E. Konac, et al.; Exp. Oncol. 27, 81 (2005) Abstract; Full Text
Further Categories Containing This Product:
Bcl-2 Family Modulators • Natural Products - Protein Kinase Inhibitors • PKC Inhibitors • Natural Products - Apoptosis Inducers & Inhibitors • PP2B [Calcineurin] / Related Products • Natural Products - Antioxidants • Polyphenols Other Products • Natural Products - Antiviral / anti-HIV Agents • Antitumor Agents (Apoptosis Inducers)
 
 
ALX-630-102 Revised 05-Apr-08
HC Toxin
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SYNONYMS Cyclo-(D-Pro-L-Ala-D-Ala-L-2-amino-8-oxo-9,10-epoxydecanoic acid)
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Toxins
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ALX-630-102-M001   1 mg 195.00 USD Add To Cart
Product Specification
FORMULA: C21H32N4O6
MW: 436.5
CAS NUMBER: 83209-65-8
SOURCE/HOST: Isolated from Helminthosporium carbonium.
PURITY: ≥98%
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Stable as supplied for up to 1 year. Stock solutions are stable for up to 3 months when stored at -20°C
HAZARD: TOXIC.

Product Description
Potent, cell permeable, non-competitive and reversible inhibitor of histone deacetylase (HDAC) (IC50=30nM). Does not inhibit histone acetyltransferases. Induces expression of γ-globulin in erythroid cells. Shows anti-mitogenic activities. Induces cell cycle arrest and apoptosis in tumor cells.
Product Specific Literature References
The structure and conformation of HC-toxin: M. Kawai, et al.; Biochem. Biophys. Res. Commun. 111, 398 (1983) Abstract
Inhibition of maize histone deacetylases by HC toxin, the host-selective toxin of Cochliobolus carbonum: G. Brosch, et al.; Plant Cell 7, 1941 (1995) Abstract
Estrogen receptor enhances the antiproliferative effects of trichostatin A and HC-toxin in human breast cancer cells: K.N. Min, et al.; Arch. Pharm. Res. 27, 554 (2004) Abstract
Antiproliferative effect of trichostatin A and HC-toxin in T47D human breast cancer cells: K.E. Joung, et al.; Arch. Pharm. Res. 27, 640 (2004) Abstract
Further Categories Containing This Product:
HDAC Inhibitors • Natural Products - Apoptosis Inducers & Inhibitors • Cell Cycle Blockers & Inhibitors / Related Products • Natural Products for Cell Cycle Research
 
 
ALX-350-120 Revised 01-Apr-08
Helenalin
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Anti-inflammatory Agents
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ALX-350-120-MC05   0.5 mg 240.00 USD Add To Cart
Product Specification
FORMULA: C15H18O4
MW: 262.3
CAS NUMBER: 6754-13-8
SOURCE/HOST: Isolated from Arnica chamissonis.
PURITY: ≥97% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO (10mg/ml) or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HAZARD: TOXIC.
IDENTITY: Identity determined by 1H-NMR.

Product Description
Potent anti-inflammatory and antineoplastic agent. Induces a CD95 death receptor-independent apoptosis even when the mitochondria protecting proteins Bcl-XLor Bcl-2 are overexpressed. Also an inhibitor of NF-κB.
Product Specific Literature References
Helenalin, an anti-inflammatory sesquiterpene lactone from Arnica, selectively inhibits transcription factor NF-kappaB: G. Lyss, et al.; J. Biol. Chem. 378, 951 (1997) Abstract
The anti-inflammatory sesquiterpene lactone helenalin inhibits the transcription factor NF-kappaB by directly targeting p65: G. Lyss, et al; J. Biol. Chem. 273, 33508 (1998) Abstract
Constituents of Helenium species.XIII. The structure of Helenalin and Mexicanin A: W. Herz, et al.; JACS 85, 19 (1963)
Further Categories Containing This Product:
Bcl-2 Family Modulators • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - NF-kB Pathway Inhibitors • NF-kB Pathway Inhibitors • Antitumor Agents (Apoptosis Inducers)
 
 
ALX-350-105 Revised 05-Apr-08
Hellebrin
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SYNONYMS 3β-(O4-β-D-Glucopyranosyl-α-L-rhamnopyranosyloxy)-5,14-dihydroxy-19-oxo-5β,14-β-bufa-20,22-dienolide
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - ATPase Inhibitors
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ALX-350-105-M001   1 mg 45.00 USD Add To Cart
ALX-350-105-M005   5 mg 180.00 USD Add To Cart
Product Specification
FORMULA: C36H52O15
MW: 724.8
CAS NUMBER: 13289-18-4
SOURCE/HOST: Isolated from Helleborus sp.
PURITY: ≥99%
APPEARANCE: White solid.
SOLUBILITY: Soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HAZARD: TOXIC.

Product Description
Cardiotonic glycoside which presents a bufadienolide-steroid structure. Besides ouabain (Prod. No. ALX-350-066), from the class of cardenolides hellebrin is the second unique water soluble cardiotonic glycoside. Extremely potent inhibitor of Na+/K+-ATPase  (sodium pump) blocking the active efflux of Na+ and reuptake of K+ of this membrane enzyme. Shows a positive inotropic effect by increasing the intracellular Ca2+ concentration. Strong immunosuppressor inhibiting T cell activity with much higher potency than cortisol or cyclosporin A (Prod. No. ALX-380-002). Induces caspase-dependent apoptosis.
Product Specific Literature References
Über Hellebrin, ein krystallisiertes Glykosid aus Radix Hellebori nigri: W. Karrer; Helv. Chim. Acta 26, 1353 (1943)
The structure of hellebrin: P. Muhr, et al.; Liebigs Ann. Org. Bioorg. Chem. 2, 443 (1995)
In search of ideal inotropic steroids: recent progress: K.R. Repke, et al.; Prog. Drug Res. 47, 9 (1996) Abstract
Exquisitely small amounts of nonglucocorticoid natural steroids suppress the human allogeneic T-cell response: P. Terness, et al.; Transplant Proc. 33, 547 (2001) Abstract
Apoptosis-mediated selective killing of malignant cells by cardiac steroids: maintenance of cytotoxicity and loss of cardiac activity of chemically modified derivatives: D. Daniel, et al.; Int. Immunopharmacol. 3, 1791 (2003) Abstract
Further Categories Containing This Product:
Na+ / K+-ATPase / Related Products • Calcium Signalling (Intracellular) Other Products • Natural Products - Immunomodulators • Natural Products - Apoptosis Inducers & Inhibitors
 
 
ALX-350-303 Revised 12-Feb-07
Heraclenin
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Apoptosis Inducers & Inhibitors
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ALX-350-303-M002   2 mg 70.00 USD Add To Cart
Product Specification
FORMULA: C16H14O5
MW: 286.3
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.
Product Specific Literature References
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
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Further Categories Containing This Product:
DNA Fragmentation & Chromatin Condensation
 
 
ALX-350-384 Revised 07-Oct-08 New product
Hispolon
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Apoptosis Inducers & Inhibitors
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ALX-350-384-M005   5 mg 70.00 USD Add To Cart
ALX-350-384-M025   25 mg 280.00 USD Add To Cart
Product Specification
FORMULA: C12H12O4
MW: 220.2
PURITY: ≥98% (HPLC)
APPEARANCE: Yellow solid.
SOLUBILITY: Soluble in DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
IDENTITY: Identity determined by 1H-NMR.

Product Description
Polyphenolic compound. Induces ROS-mediated apoptosis. Has antiviral activity.
Product Specific Literature References
Inhibition of chemiluminescence response of human mononuclear cells and suppression of mitogen-induced proliferation of spleen lymphocytes of mice by hispolon and hispidin: N.A. Ali, et al.; Pharmazie 51, 667 (1996) Abstract
Antiviral activity of Inonotus hispidus: N.A. Awadh Ali, et al.; Fitoterapia 74, 483 (2003) Abstract
Hispolon induces apoptosis in human gastric cancer cells through a ROS-mediated mitochondrial pathway: W. Chen, et al.; Free Radic. Biol. Med. 45, 60 (2008) Abstract
Further Categories Containing This Product:
Natural Products - Antiviral / anti-HIV Agents • Polyphenols Other Products
 
 
ALX-350-236 Revised 04-Sep-08
Homoharringtonine
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Immunomodulators
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ALX-350-236-M001   1 mg 45.00 USD Add To Cart
ALX-350-236-M005   5 mg 170.00 USD Add To Cart
Product Specification
FORMULA: C29H39NO9
MW: 545.6
CAS NUMBER: 26833-87-4
RTECS: FK0260000
SOURCE/HOST: Isolated from Cephalotaxus hainanensis.
PURITY: ≥96%
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HAZARD: VERY TOXIC.

Product Description
Cephalotaxine alkaloid. Inhibits the formation of diphenylalanine and acetylphenylalanyl-puromycin in liver ribosomes. Has promising activity in hematologic malignancies. Lowers the levels of telomerase. Induces apoptosis.
Product Specific Literature References
Different effects of L-histidinol and homoharringtonine on 5- fluorouracil and bis-chloroethylnitrosourea activity in a murine model: R.C. Warrington & W.D. Fang; Anticancer Res. 11, 1879 (1991) Abstract
Selective inhibition of the polypeptide chain elongation in eukaryotic cells: R.M. Tujebajeva, et al.; Biochim. Biophys. Acta 1129, 177 (1992) Abstract
Homoharringtonine is safe and effective for patients with acute myelogenous leukemia: E. Feldman, et al.; Leukemia 6, 1185 (1992) Abstract
Homoharringtonine: history, current research, and future direction: H.M. Kantarjian, et al.; Cancer 92, 1591 (2001), Review Abstract
Homoharringtonine: a new treatment option for myeloid leukemia: C.Y. Luo, et al.; Hematology 9, 259 (2004), Review Abstract
Homoharringtonine-induced apoptosis of human leukemia HL-60 cells is associated with down-regulation of telomerase: W.Z. Xie, et al.; Am. J. Chin. Med. 34, 233 (2006) Abstract
Further Categories Containing This Product:
Telomerase / Related Products • Natural Products - Apoptosis Inducers & Inhibitors • Alkaloids • Natural Products - Antitumor Reagents
 
 
ALX-350-350 Revised 21-Aug-08
Honokiol
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SYNONYMS 5,3’-Diallyl-2,4’-biphenyldiol
5,3’-Diallyl-2,4’-dihydroxydiphenyl
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Angiogenesis Research
Ordering Information
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ALX-350-350-M005   5 mg 40.00 USD Add To Cart
ALX-350-350-M025   25 mg 160.00 USD Add To Cart
Product Specification
FORMULA: C18H18O2
MW: 266.3
CAS NUMBER: 35354-74-6
MERCK INDEX: 14: 4742
SOURCE/HOST: Isolated from Magnolia officinalis.
PURITY: ≥98% (HPLC)
SOLUBILITY: Soluble in DMSO, 100% ethanol or methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: IRRITANT.

Product Description
Potent and highly tolerable antitumor and antiangiogenic compound. Anxiolytic, anti-thrombotic and antibacterial. Shows central depressant effects in vivo. Inhibitor of nitric oxide (NO) and TNF-α production in LPS-activated macrophages by the suppression of inducible nitric oxide synthase (iNOS; NOS II) expression (IC50=6.4µM). Isomeric with magnolol (Prod. No. ALX-350-352). Inhibits NF-κB activation. Potent scavenger of superoxide and peroxyl radicals.
Product Specific Literature References
Pharmacological properties of Magnolol and Honokiol extracted from Magnolia officinalis: Central depressant effects: K. Watanabe, et al.; Planta Med. 49, 103 (1983) Abstract
Identification of magnolol and honokiol as anxiolytic agents in extracts of saiboku-to, an oriental herbal medicine: Y. Maruyama, et al.; J. Nat. Prod. 61, 135 (1998) Abstract
Inhibitors of nitric oxide synthesis and TNF-alpha expression from Magnolia obovata in activated macrophages: H.J. Son, et al.; Planta Med. 66, 469 (2000) Abstract
Down-modulation of Bcl-XL, release of cytochrome c and sequential activation of caspases during honokiol-induced apoptosis in human squamous lung cancer CH27 cells: S.E. Yang, et al.; Biochem. Pharmacol. 63, 1641 (2002) Abstract
Honokiol, a small molecular weight natural product, inhibits angiogenesis in vitro and tumor growth in vivo: X. Bai, et al.; J. Biol. Chem. 278, 35501 (2003) Abstract; Full Text
Honokiol potentiates apoptosis, suppresses osteoclastogenesis, and inhibits invasion through modulation of nuclear factor-kappaB activation pathway: K.S. Ahn, et al.; Mol. Cancer Res. 4, 621 (2006) Abstract; Full Text
Magnolol and honokiol: inhibitors against mouse passive cutaneous anaphylaxis reaction and scratching behaviors: S.J. Han, et al.; Biol. Pharm. Bull. 30, 2201 (2007) Abstract; Full Text
Anti-inflammatory effect of honokiol is mediated by PI3K/Akt pathway suppression: B.H. Kim & J.Y. Cho; Acta Pharmacol. Sin. 29, 113 (2008) Abstract
Honokiol is a potent scavenger of superoxide and peroxyl radicals: S. Dikalov, et al.; Biochem. Pharmacol. 76, 589 (2008) Abstract
Related Products
Further Categories Containing This Product:
NOS Inhibitors (NOS Induction & Enzyme Activity) • Natural Products - Antitumor Reagents • Anxiolytic Agents / Related Products • Natural Products with Antibiotic Activity • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Antifungal Agents • Natural Products - Nitric Oxide Pathway Modulators • Natural Products for Neurological Research
 
 
ALX-630-113 Revised 04-Sep-08
HT-2 Toxin
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SYNONYMS 15-Acetoxy-3α,4β-dihydroxy-8α-(3-methylbutyryloxy)-12,13-epoxytrichothec-9-ene
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Mycotoxins
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ALX-630-113-M001   1 mg 110.00 USD Add To Cart
ALX-630-113-M005   5 mg 440.00 USD Add To Cart
Product Specification
FORMULA: C22H32O8
MW: 424.5
CAS NUMBER: 26934-87-2
RTECS: YD0050000
SOURCE/HOST: Semisynthetic, derived from T2 toxin from Fusarium tricinctum.
PURITY: ≥98% (TLC)
APPEARANCE: White to off-white crystalline solid.
SOLUBILITY: Soluble in 100% ethanol, DMSO or ethyl acetate; poorly soluble in water.
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