ALEXIS Biochemicals: Olomoucine II

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ALX-430-140

Revised 08-Mar-07

F16
SYNONYMS	4-[(E)-2-(Indol-3-yl)ethenyl]-N-methylpyridinium iodide
PRODUCT LINE	Cancer
PRODUCT CATEGORY	Antitumor Agents (Apoptosis Inducers)

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-430-140-M005		5 mg	40.00 USD
ALX-430-140-M025		25 mg	160.00 USD

Product Specification

FORMULA:	C₁₆H₁₅IN₂
MW:	362.2
CAS NUMBER:	36098-33-6
PURITY:	≥98% (HPLC)
APPEARANCE:	Orange solid.
SOLUBILITY:	Soluble in 100% ethanol, DMSO or dimethyl formamide; also soluble in PBS, pH 7.2.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
USE/STABILITY:	Stable for 2 years after receipt when stored at -20°C. Organic stock solutions are stable for at least 6 months when stored at -20°C. We do not recommend storing the aqueous solutions for more than one day.
HANDLING:	Protect from light. Hygroscopic.
HAZARD:	MAY BE CARCINOGENIC. HARMFUL.

Product Description

Cell permeable, fluorogenic, delocalized lipophilic mitochondrial toxin. Induces apoptosis as well as necrosis in tumor cells.

Product Specific Literature References

A novel mitochondriotoxic small molecule that selectively inhibits tumor cell growth: V.R. Fantin, et al.; Cancer Cell 2, 29 (2002) Abstract
F16, a mitochondriotoxic compound, triggers apoptosis or necrosis depending on the genetic background of the target carcinoma cell: V.R. Fantin and P. Leder; Cancer Res. 64, 329 (2004) Abstract
A predictive model for the selective accumulation of chemicals in tumor cells: S. Trapp and R.W. Horobin; Eur. Biophys. 34, 959 (2005) Abstract

Further Categories Containing This Product:

Cell Structure and Organelle Markers • Non-apoptotic Cell Death / Necrosis • Dyes / Stains / Fluorescent Probes / Fluorescent Labels

ALX-430-161

Revised 15-Sep-08

Flavopiridol
SYNONYMS	Alvocidib (-)-2-(2-Chlorophenyl)-5,7-dihydroxy-8-[(3R,4S)-3-hydroxy-1-methyl-4-piperidinyl]-4H-1-benzopyran-4-one
PRODUCT LINE	Cell Cycle
PRODUCT CATEGORY	CDK & Cyclin Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-430-161-M005		5 mg	60.00 USD
ALX-430-161-M025		25 mg	240.00 USD

Product Specification

FORMULA:	C₂₁H₂₀ClNO₅
MW:	401.8
CAS NUMBER:	146426-40-6
MERCK INDEX:	14: 4094
SOURCE/HOST:	Synthetic.
PURITY:	≥97% (HPLC)
APPEARANCE:	Yellow powder.
SOLUBILITY:	Soluble in chloroform; slightly soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HAZARD:	HARMFUL.
IDENTITY:	Identity determined by ¹H-NMR.

Product Description

Potent inhibitor of cyclin-dependent kinases (CDKs). Induces apoptosis in certain tumor cells. Interacts with multidrug resistance protein 1 (MRP1).

Product Specific Literature References

Structural basis for specificity and potency of a flavonoid inhibitor of human CDK2, a cell cycle kinase: W.F. Jr. De Azevedo, et al.; PNAS 93, 2735 (1996) Abstract; Full Text
Flavopiridol induces G1 arrest with inhibition of cyclin-dependent kinase (CDK) 2 and CDK4 in human breast carcinoma cells: B.A. Carlson, et al.; Cancer Res. 56, 2973 (1996) Abstract; Full Text
Flavopiridol: a cytotoxic flavone that induces cell death in noncycling A549 human lung carcinoma cells: K.C. Bible & S.H. Kaufmann; Cancer Res. 56, 4856 (1996) Abstract; Full Text
Flavopiridol (L86-8275): selective antitumor activity in vitro and activity in vivo for prostate carcinoma cells: M. Drees, et al.; Clin. Cancer Res. 3, 273 (1997) Abstract; Full Text
The novel cyclin-dependent kinase inhibitor flavopiridol downregulates Bcl-2 and induces growth arrest and apoptosis in chronic B-cell leukemia lines: A. König, et al.; Blood 90, 4307 (1997) Abstract; Full Text
Flavopiridol induces apoptosis of normal lymphoid cells, causes immunosuppression, and has potent antitumor activity In vivo against human leukemia and lymphoma xenografts: F. Arguello, et al.; Blood 91, 2482 (1998) Abstract; Full Text
Cell cycle-independent induction of apoptosis by the anti-tumor drug Flavopiridol in endothelial cells: S. Brüsselbach, et al.; Int. J. Cancer 77, 146 (1998) Abstract
Flavopiridol induces apoptosis in chronic lymphocytic leukemia cells via activation of caspase-3 without evidence of bcl-2 modulation or dependence on functional p53: J.C. Byrd, et al.; Blood 92, 3804 (1998) Abstract; Full Text
Identification of cytosolic aldehyde dehydrogenase 1 from non-small cell lung carcinomas as a flavopiridol-binding protein: J.B. Schnier, et al.; FEBS Lett. 454, 100 (1999) Abstract
Potent interaction of flavopiridol with MRP1: J.H. Hooijberg, et al.; Br. J. Cancer 81, 269 (1999) Abstract
Flavopiridol: the first cyclin-dependent kinase inhibitor in human clinical trials: A.M. Senderowicz; Invest. New Drugs 17, 313 (1999), (Review) Abstract
Protein kinase inhibitors flavopiridol and 7-hydroxy-staurosporine down-regulate antiapoptosis proteins in B-cell chronic lymphocytic leukemia: S. Kitada, et al.; Blood 96, 393 (2000) Abstract; Full Text
Flavopiridol, a cyclin-dependent kinase inhibitor, enhances radiosensitivity of ovarian carcinoma cells: U. Raju, et al.; Cancer Res. 63, 3263 (2003) Abstract; Full Text
Potential use of pharmacological cyclin-dependent kinase inhibitors as anti-HIV therapeutics: A. Pumrery, et al.; Curr. Pharm. Des. 12, 1949 (2006) Abstract
Flavopiridol synergizes TRAIL cytotoxicity by downregulation of FLIPL: T.E. Fandy, et al.; Cancer Chemother. Pharmacol. 60, 313 (2007) Abstract
Successful treatment of animal models of rheumatoid arthritis with small-molecule cyclin-dependent kinase inhibitors: C. Sekine, et al.; J. Immunol. 180, 1954 (2008) Abstract

Further Categories Containing This Product:

Antitumor Agents (Apoptosis Inducers) • Flavones • MDR Other Products

ALX-480-100

Revised 27-Mar-08

Fludarabine
SYNONYMS	2-Fluoroadenine-9-β-D-arabinofuranoside
PRODUCT LINE	Cancer
PRODUCT CATEGORY	Antitumor Agents (Apoptosis Inducers)

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-480-100-M005		5 mg	45.00 USD
ALX-480-100-M025		25 mg	180.00 USD

Product Specification

FORMULA:	C₁₀H₁₂FN₅O₄
MW:	285.2
CAS NUMBER:	21679-14-1
MERCK INDEX:	14: 4126
RTECS:	AU6207000
PURITY:	≥98% (HPLC)
APPEARANCE:	White to pale yellow crystalline powder.
SOLUBILITY:	Sparingly soluble in water or organic solvents.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
IDENTITY:	Determined by IR.

Product Description

Prodrug converted to the free nucleoside 9-β-D-arabinosyl-2-fluoroadenine (F-ara-A). F-ara-A enters cells and accumulates as the 5’-triphosphate. Interferes with DNA synthesis and repair. Induces apoptosis of cancer cells. Inhibits RNA transcription.

Product Specific Literature References

Fludarabine: a new agent with major activity against chronic lymphocytic leukemia: M.J. Keating, et al.; Blood 74, 19 (1989) Abstract; Full Text
Termination of DNA synthesis by 9-beta-D-arabinofuranosyl-2-fluoroadenine. A mechanism for cytotoxicity: P. Huang, et al.; J. Biol. Chem. 265, 16617 (1990) Abstract; Full Text
Action of 9-beta-D-arabinofuranosyl-2-fluoroadenine on RNA metabolism: P. Huang & W. Plunkett; Mol. Pharmacol. 39, 449 (1991) Abstract
Inhibition of RNA transcription: a biochemical mechanism of action against chronic lymphocytic leukemia cells by fludarabine: P. Huang, et al.; Leukemia 14, 1405 (2000) Abstract
Role of fludarabine in hematological malignancies: M. Montillo, et al.; Expert Rev. Anticancer Ther. 6, 1141 (2006) Abstract
Fludarabine-mediated suppression of the excision repair enzyme ERCC1 contributes to the cytotoxic synergy with the DNA minor groove crosslinking agent SJG-136 (NSC 694501) in chronic lymphocytic leukaemia cells: C. Pepper, et al.; Br. J. Cancer 97, 253 (2007) Abstract
Fludarabine induces apoptosis of human T-cell leukemia virus type 1-infected T cells via inhibition of the nuclear factor-kappaB signal pathway: C. Nishioka, et al.; Leukemia 21, 1044 (2007) Abstract

Further Categories Containing This Product:

Transcription Inhibitors / Related Products • DNA Repair Other Products • DNA Replication Other Products

ALX-480-099

Revised 25-Mar-08

5-Fluorouracil
SYNONYMS	5-FU 2,4-Dioxo-5-fluoropyrimidine 5-Fluoro-2,4(1H,3H)-pyrimidinedione
PRODUCT LINE	Cancer
PRODUCT CATEGORY	Antitumor Agents (Apoptosis Inducers)

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-480-099-G001		1 g	15.00 USD
ALX-480-099-G005		5 g	60.00 USD

Product Specification

FORMULA:	C₄H₃FN₂O₂
MW:	130.1
CAS NUMBER:	51-21-8
MERCK INDEX:	14: 4181
RTECS:	YR0350000
PURITY:	≥98% (HPLC)
APPEARANCE:	White to off-white crystalline powder.
SOLUBILITY:	Soluble in DMSO (5mg/ml), dimethyl formamide (5mg/ml), methanol (1mg/ml) or hot water (1mg/ml).
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	HARMFUL.
IDENTITY:	Determined by IR and UV.

Product Description

Potent antitumor agent. Inhibits thymidylate synthetase. Induces p53-dependent apoptosis.

Product Specific Literature References

Apoptosis of human primary and metastatic colon adenocarcinoma cell lines in vitro induced by 5-fluorouracil, verapamil, and hyperthermia: I.B. Shchepotin, et al.; Anticancer Res. 14, 1027 (1994) Abstract
Modulation of the equilibrative nucleoside transporter by inhibitors of DNA synthesis: J. Pressacco, et al.; Br. J. Cancer 72, 939 (1995) Abstract
Nucleoside-mediated mitigation of 5-fluorouracil-induced toxicity in synchronized murine erythroleukemic cells: K.H. Elstein, et al.; Toxicol. Appl. Pharmacol. 146, 29 (1997) Abstract
Effects of perturbations of pools of deoxyribonucleoside triphosphates on expression of ribonucleotide reductase, a G1/S transition state enzyme, in p53-mutated cells: S. Wadler, et al.; Biochem. Pharmacol. 55, 1353 (1998) Abstract
Chemically-induced apoptosis: p21 and p53 as determinants of enterotoxin activity: D.M. Pritchard, et al.; Toxicol. Lett. 102, 19 (1998) Abstract
Effect of 5-fluorouracil on cell cycle regulatory proteins in human colon cancer cell line: H. Takeda, et al.; Jpn. J. Cancer Res. 90, 677 (1999) Abstract
5-fluorouracil sensitivity and dihydropyrimidine dehydrogenase activity in advanced gastric cancer: T. Inada, et al.; Anticancer Res. 20, 2457 (2000) Abstract

Further Categories Containing This Product:

DNA Replication Other Products

ALX-350-006

Revised 05-Apr-08

Genistein (synthetic)
SYNONYMS	4',5,7-Trihydroxyisoflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Protein Kinase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-006-M010		10 mg	25.00 USD
ALX-350-006-M025		25 mg	50.00 USD
ALX-350-006-M050		50 mg	90.00 USD
ALX-350-006-M100		100 mg	150.00 USD
ALX-350-006-G001		1 g	480.00 USD

Product Specification

FORMULA:	C₁₅H₁₀O₅
MW:	270.2
CAS NUMBER:	446-72-0
MERCK INDEX:	14: 4391
RTECS:	NR2392000
SOURCE/HOST:	Synthetic.
PURITY:	≥99% (HPLC)
APPEARANCE:	White to yellow crystalline powder.
SOLUBILITY:	Soluble in DMSO, 100% ethanol or dilute aqueous base; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Protect from light.
HAZARD:	MAY BE CARCINOGENIC. HARMFUL.

Product Description

Tyrosine protein kinase inhibitor. Inhibits phosphorylation of EGFR kinase. Inhibits tumor cell proliferation and induces tumor cell differentiation. Inhibits topoisomerase II activity in vivo. Produces cell cycle arrest and apoptosis. Direct inhibitor of insulin-induced glucose uptake in adipocytes (IC₅₀=20µM).

Product Specific Literature References

Genistein, a specific inhibitor of tyrosine-specific protein kinases: T. Akiyama, et al.; J. Biol. Chem. 262, 5592 (1987) Abstract; Full Text
Erbstatin blocks platelet activating factor-induced protein-tyrosine phosphorylation, polyphosphoinositide hydrolysis, protein kinase C activation, serotonin secretion and aggregation of rabbit platelets: H. Salari, et al.; FEBS Lett. 263, 104 (1990) Abstract
Mechanisms of cancer chemoprevention by soy isoflavone genistein: F.H. Sarkar & Y. Li; Cancer Metastasis Rev. 21, 265 (2002) Abstract
Soy isoflavone phyto-pharmaceuticals in interleukin-6 affections. Multi-purpose nutraceuticals at the crossroad of hormone replacement, anti-cancer and anti-inflammatory therapy: N. Dijsselbloem, et al.; Biochem. Pharmacol. 68, 1171 (2004), Review Abstract
Genistein affects testosterone secretion by Leydig cells in roosters (Gallus gallus domesticus): M. Opalka, et al.; Reprod. Biol. 4, 185 (2004) Abstract
Genistein directly inhibits GLUT4-mediated glucose uptake in 3T3-L1 adipocytes: M. Bazuine, et al.; BBRC 325, 511 (2005) Abstract
Decreased circulating levels of tumor necrosis factor-alpha in postmenopausal women during consumption of soy-containing isoflavones: Y. Huang, et al.; J. Clin. Endocrinol. Metab. 90, 3956 (2005) Abstract
Phytoestrogens and lipoproteins in women: C.N. Bairey Merz, et al.; J. Clin. Endocrinol. Metab. 91, 2209 (2006) Abstract
Clinical review: a critical evaluation of the role of soy protein and isoflavone supplementation in the control of plasma cholesterol concentrations: A. Dewell, et al.; J. Clin. Endocrinol. Metab. 91, 772 (2006), Review Abstract
The role of genistein and synthetic derivatives of isoflavone in cancer prevention and therapy: F.H. Sarkar, et al.; Mini Rev. Med. Chem. 6, 401 (2006), Review Abstract

Further Categories Containing This Product:

Tyrosine Kinase Inhibitors • TNF-alpha & TNF Receptors Other Products • Cell Cycle Blockers & Inhibitors / Related Products • EGFR Kinase Inhibitors • Natural Products - Topoisomerase Inhibitors • Antitumor Agents (Enzyme Inhibitors) • Natural Products - Antitumor Reagents • Active Substances from Fruit and Vegetables • Antitumor Agents (Apoptosis Inducers) • Natural Products for Cell Cycle Research • Natural Products for Angiogenesis Research • Natural Products - Apoptosis Inducers & Inhibitors • Isoflavones • Antitumor Agents (Anti-proliferative)

ALX-350-113

Revised 28-May-08

Gossypol
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

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-113-M100		100 mg	90.00 USD

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-X_L. 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 • PKC Inhibitors • Natural Products - Protein Kinase Inhibitors • PP2B [Calcineurin] / Related Products • Antitumor Agents (Apoptosis Inducers) • Natural Products - Antioxidants • Polyphenols Other Products • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Antiviral / anti-HIV Agents

ALX-350-120

Revised 01-Apr-08

Helenalin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Anti-inflammatory Agents

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-120-MC05		0.5 mg	240.00 USD

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-X_Lor 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 • Antitumor Agents (Apoptosis Inducers) • Natural Products - NF-kB Pathway Inhibitors • Natural Products - Apoptosis Inducers & Inhibitors • NF-kB Pathway Inhibitors

ALX-350-097

Revised 16-Jun-08

Hyperforin . dicyclohexylammonium salt (high purity)
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products for Neurological Research

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-097-C500		500 µg	130.00 USD
ALX-350-097-M001