ALEXIS Biochemicals: Podophyllotoxin

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ALX-270-209

Revised 05-Apr-08

Etoposide
SYNONYMS	4-Desmethylepipodophyllotoxin 9-(4,6-O-ethylidene)-β-D-glucopyranoside VP-16-213
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Topoisomerase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-270-209-M025		25 mg	30.00 USD
ALX-270-209-M100		100 mg	65.00 USD
ALX-270-209-M500		500 mg	260.00 USD

Product Specification

FORMULA:	C₂₉H₃₂O₁₃
MW:	588.6
CAS NUMBER:	33419-42-0
MERCK INDEX:	14: 3886
RTECS:	KC0190000
SOURCE/HOST:	Semisynthetic derivative of podophyllotoxin.
PURITY:	≥99%
APPEARANCE:	White to off-white powder.
SOLUBILITY:	Soluble in DMSO, dimethyl formamide, ethyl ether or chloroform:methanol (1:1); slightly soluble in methanol or acetone; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+20°C
USE/STABILITY:	Store solutions in DMSO at 4°C. For long term storage prepare aliquots and store at -20°C.
HANDLING:	Protect from light and moisture.
HAZARD:	MAY BE CARCINOGENIC. TOXIC.

Product Description

Antitumor reagent. Topoisomerase II inhibitor. Induces apoptosis by FasL. Activates p53 resulting in upregulated expression of TRAIL-R2 (DR5) and Bak to overcome TRAIL resistance in Bax-deficient human colon carcinoma cancer cells.

Product Specific Literature References

The podophyllotoxin derivatives VP16-213 and VM26: B.F. Issell; Cancer Chemother. Pharmacol. 7, 73 (1982) Abstract
Etoposide: four decades of development of a topoisomerase II inhibitor: K.R. Hande; Eur. J. Cancer 34, 1514 (1998) Abstract
Etoposide sensitivity of human prostatic cancer cell lines PC-3, DU 145 and LNCaP: M. Salido, et al.; Histol. Histopathol. 14, 125 (1999) Abstract
A systematic review of the role of etoposide and cisplatin in the chemotherapy of small cell lung cancer with methodology assessment and meta-analysis: C. Mascaux, et al.; Lung Cancer 30, 23 (2000) Abstract
Distinct pathways for stimulation of cytochrome c release by etoposide: J.D. Robertson, et al.; J. Biol. Chem. 275, 32438 (2000) Abstract; Full Text
Ordering of ceramide formation, caspase activation, and Bax/Bcl-2 expression during etoposide-induced apoptosis in C6 glioma cells: M. Sawada, et al.; Cell Death Differ. 7, 761 (2000) Abstract
Etoposide-induced apoptosis is not associated with the fas pathway in acute myeloblastic leukemia cells: T. Siitonen, et al.; Leuk. Res. 24, 281 (2000) Abstract
Early caspase activation in leukemic cells subject to etoposide-induced G2-M arrest: evidence of commitment to apoptosis rather than mitotic cell death: R.J. Sleiman & B.W. Stewart; Clin. Cancer Res. 6, 3756 (2000) Abstract; Full Text
Cell cycle phase specificity in the potentiation of etoposide-induced DNA damage and apoptosis by KN-62, an inhibitor of calcium-calmodulin- dependent enzymes: M. Aoyama, et al.; Biochem Pharmacol 61, 49 (2001) Abstract
Deacetylase activity associates with topoisomerase II and is necessary for etoposide-induced apoptosis: C.A. Johnson, et al.; J. Biol. Chem. 276, 4539 (2001) Abstract; Full Text
In vitro topo II-DNA complex accumulation and cytotoxicity of etoposide in leukaemic cells from patients with acute myelogenous and chronic lymphocytic leukaemia: Y. Wang, et al.; Leuk. Res. 25, 133 (2001) Abstract
Etoposide: discovery and medicinal chemistry: P. Meresse, et al.; Curr. Med. Chem. 11, 2443 (2004), Review Abstract
Etoposide, topoisomerase II and cancer: E.L. Baldwin & N. Osheroff; Curr. Med. Chem. Anticancer Agents 5, 363 (2005), Review Abstract

Further Categories Containing This Product:

Antitumor Agents (Enzyme Inhibitors) • Natural Products - Apoptosis Inducers & Inhibitors • Other Toxins • Antitumor Agents (Apoptosis Inducers) • Natural Products - Antitumor Reagents

ALX-270-262

Revised 13-Feb-08

Ellagic acid . dihydrate
SYNONYMS	4,4',5,5',6,6'-Hexahydroxydiphenic acid 2,6,2',6'-dilactone . 2H₂O
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Antioxidants

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-270-262-M100		100 mg	12.00 USD

Product Specification

FORMULA:	C₁₄H₆O₈. 2H₂O
MW:	302.2 . 36.0
CAS NUMBER:	476-66-4
MERCK INDEX:	14: 3547
RTECS:	DJ2620000
SOURCE/HOST:	Isolated from chestnut bark.
PURITY:	≥97%
APPEARANCE:	Grey to green solid.
SOLUBILITY:	Soluble in 1M sodium hydroxide (10mg/ml) or pyridine.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Keep under inert gas. Protect from light.
HAZARD:	IRRITANT.
IDENTITY:	Determined by MS and NMR.

Product Description

Polyphenol antioxidant with antitumor properties. Inhibitor of topoisomerases. Inhibits VEGF-induced phosphorylation of VEGFR-2 and PDGF-induced phosphorylation of PDGFR. Induces apoptosis.

Product Specific Literature References

The dietary anticancer agent ellagic acid is a potent inhibitor of DNA topoisomerases in vitro: A. Constantinou, et al.; Nutr. Cancer 23, 121 (1995) Abstract
Novel inhibitors of 3-phosphoglycerate kinase: M.J. Hickey, et al.; Biochem. Soc. Trans. 23, 607S (1995) Abstract
Inhibitory actions of ellagic acid on growth and arylamide N-acetyltransferase activity in strains of Heliobacter pylori from peptic ulcer patients: J.G. Chung; Microbios 93, 115 (1998) Abstract
Polyphenols inhibit promotional phase of tumorigenesis: relevance of superoxide radicals: A. Kaul & K.L. Khanduja; Nutr. Cancer 32, 81 (1998) Abstract
Inhibition of eukaryote serine/threonine-specific protein kinases by piceatannol: B.H. Wang, et al.; Planta Med. 64, 195 (1998) Abstract
p53/p21 (WAF1CIP1) expression and its possible role in G1 arrest and apoptosis in ellagic acid treated cancer cells: B.A. Narayanan, et al.; Cancer Lett. 136, 215 (1999) Abstract
Combined inhibition of PDGF and VEGF receptors by ellagic acid, a dietary-derived phenolic compound: L. Labrecque, et al.; Carcinogenesis 26, 821 (2005) Abstract
Antioxidant and apoptosis-inducing activities of ellagic acid: D.H. Han, et al.; Anticancer Res. 26, 3601 (2006) Abstract
The efficacy of protective effects of tannic acid, gallic acid, ellagic acid, and propyl gallate against hydrogen peroxide-induced oxidative stress and DNA damages in IMR-90 cells: C.H. Chen, et al.; Mol. Nutr. Food Res. 51, 962 (2007) Abstract
Ellagic acid, a natural polyphenol protects rat peripheral blood lymphocytes against nicotine-induced cellular and DNA damage in vitro: with the comparison of N-acetylcysteine: A.R. Sudheer, et al.; Toxicology 230, 11 (2007) Abstract

Further Categories Containing This Product:

Antitumor Agents (Enzyme Activators & Inducers) • Natural Products - Topoisomerase Inhibitors • Antitumor Agents (Enzyme Inhibitors) • Natural Products - Antitumor Reagents • Natural Products - Apoptosis Inducers & Inhibitors • Antioxidants, Flavonoids & Free Radical Scavengers 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 • Antitumor Agents (Enzyme Inhibitors) • Cell Cycle Blockers & Inhibitors/Related Products • EGFR Kinase Inhibitors • Antitumor Agents (Anti-proliferative) • Natural Products - Topoisomerase Inhibitors • Natural Products for Angiogenesis Research • Active Substances from Fruit and Vegetables • Flavonoids/Related Products • Natural Products - Antitumor Reagents • Natural Products for Cell Cycle Research • Natural Products - Apoptosis Inducers & Inhibitors • Antitumor Agents (Apoptosis Inducers)

ALX-350-015

Revised 03-Apr-08

(S)-(+)-Camptothecin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Topoisomerase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-015-M050		50 mg	40.00 USD
ALX-350-015-M250		250 mg	150.00 USD
ALX-350-015-G001		1 g	295.00 USD

Product Specification

FORMULA:	C₂₀H₁₆N₂O₄
MW:	348.4
CAS NUMBER:	7689-03-4
MERCK INDEX:	14: 1735
SOURCE/HOST:	Isolated from Mappia foetida Miers (Nothapodytes foetida (Wt.) Sleumer).
PURITY:	≥98% (HPLC)
APPEARANCE:	Pale yellow powder.
SOLUBILITY:	Soluble in DMSO (10mg/ml), methanol (40mg/ml) or 0.1N sodium hydroxide (50mg/ml).
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Protect from light and moisture. After reconstitution, prepare aliquots and store at -20°C.
HAZARD:	IRRITANT. TOXIC.

Product Description

Potent antitumor agent. Inhibitor of DNA-topoisomerase I. Activates p53 resulting in upregulated expression of TRAIL-R2 (DR5) and Bak to overcome TRAIL resistance in Bax-deficient human colon carcinoma cells. Suppresses nitric oxide (NO) biosynthesis.

Product Specific Literature References

M.E. Wall, et al.; JACS 88, 3888 (1966)
The current status of camptothecin analogues as antitumor agents: W.J. Slichenmyer, et al.; J. Natl. Cancer Inst. 85, 271 (1993), (Review) Abstract
RNA synthesis inhibitors increase melatonin production in Y79 human retinoblastoma cells: J.L. Janavs, et al.; Mol. Brain Res. 23, 47 (1994) Abstract
Camptothecins: from bench research to hospital wards: M. Potmesil; Cancer Res. 54, 1431 (1994), (Review) Abstract
Forskolin and camptothecin induce a 30 kDa protein associated with melatonin production in Y79 human retinoblastoma cells: J.L. Janavs, et al.; J. Neurosci. 15, 298 (1995) Abstract
Differential stabilization of eukaryotic DNA topoisomerase I cleavable complexes by camptothecin derivatives: A. Tanizawa, et al.; Biochemistry 34, 7200 (1995) Abstract
The anti-cancer drug camptothecin inhibits elongation but stimulates initiation of RNA polymerase II transcription: M. Ljungman & P.C. Hanawalt; Carcinogenesis 17, 31 (1996) Abstract
The cell cycle effects of camptothecin: Z. Darzynkiewicz, et al.; Ann. N. Y. Acad. Sci. 803, 93 (1996) Abstract
Camptothecin-induced apoptosis in p53-null human leukemia HL60 cells and their isolated nuclei: effects of the protease inhibitors Z-VAD-fmk and dichloroisocoumarin suggest an involvement of both caspases and serine proteases: T. Shimizu & Y. Pommier; Leukemia 11, 1238 (1997) Abstract
Camptothecin and taxol: discovery to clinic: M.E. Wall; Med. Res. Rev. 18, 299 (1998), Review Abstract
Camptothecin suppresses nitric oxide biosynthesis in RAW 264.7 macrophages: W.F. Chiou, et al.; Life Sci. 69, 625 (2001) Abstract
Reversal of multidrug resistance-associated protein-mediated daunorubicin resistance by camptothecin: D. Chauvier, et al.; J. Pharm. Sci. 91, 1765 (2002) Abstract
Camptothecin and taxol: historic achievements in natural products research: N.H. Oberlies & D.J. Kroll; J. Nat. Prod. 67, 129 (2004), Review Abstract
Camptothecin and its analogues: a review on their chemotherapeutic potential: D. Sriram, et al.; Nat. Prod. Res. 19, 393 (2005), Review Abstract
The effects of camptothecin on RNA polymerase II transcription: roles of DNA topoisomerase I:: G. Capranico, et al.; Biochimie 89, 482 (2007) Abstract

Related Products

ALX-350-015

(S)-(+)-Camptothecin

Further Categories Containing This Product:

Antitumor Agents (Enzyme Inhibitors) • Natural Products - Antitumor Reagents

ALX-350-144

Revised 03-Apr-08

Bakuchiol
SYNONYMS	4-(3-Ethenyl-3,7-dimethyl-1,6-octadienyl)phenol
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Other Signal Transduction Pathway Modulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-144-M001		1 mg	170.00 USD

Product Specification

FORMULA:	C₁₈H₂₄O
MW:	256.4
CAS NUMBER:	10309-37-2
SOURCE/HOST:	Isolated from plant Psoralea corylifolia.
PURITY:	≥97% (HPLC)
APPEARANCE:	Yellow to brownish 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

Inhibitor of protein tyrosine phosphatase 1B (PTB1B). Antioxidant. Inhibitor of mitochondrial lipid peroxidation. Inhibitor of inducible nitric oxide synthase (iNOS; NOS II) expression. DNA polymerase inhibitor. Shows antimicrobial and cytotoxic activity.

Product Specific Literature References

Plant antimutagenic agents, 2. Flavonoids: M.E. Wall, et al.; J. Nat. Prod. 51, 1084 (1988) Abstract
DNA polymerase and topoisomerase II inhibitors from Psoralea corylifolia: N.J. Sun, et al.; J. Nat. Prod. 61, 362 (1998) Abstract
Inhibition of mitochondrial lipid peroxidation by Bakuchiol, a meroterpene from Psoralea corylifolia: H. Haraguchi, et al.; Planta Med. 66, 569 (2000) Abstract
Active constituents isolated from Psoralea glandulosa L. with antiinflammatory and antipyretic activities: C.N. Backhouse, et al.; J. Ethnopharmacol. 78, 27 (2001) Abstract
Bakuchiol: a hepatoprotective compound of Psoralea corylifolia on tacrine-induced cytotoxicity in Hep G2 cells: H. Cho, et al.; Planta Med. 67, 750 (2001) Abstract
In vitro antimicrobial activities of bakuchiol against oral microorganisms: H. Katsura, et al.; Antimicrob. Agents Chemother. 45, 3009 (2001) Abstract; Full Text
Bakuchiol from Psoralea corylifolia inhibits the expression of inducible nitric oxide synthase gene via the inactivation of nuclear transcription factor-kappaB in RAW 264.7 macrophages: H.O. Pae, et al.; Int. Immunopharmacol. 1, 1849 (2001) Abstract
Antioxidative components of Psoralea corylifolia (Leguminosae): H. Haraguchi, et al.; Phytother. Res. 16, 539 (2002) Abstract
The evaluation of forty-three plant species for in vitro antimycobacterial activities; isolation of active constituents from Psoralea corylifolia and Sanguinaria canadensis: S.M. Newton, et al.; J. Ethnopharmacol. 79, 57 (2002) Abstract
Antioxidant activity of bakuchiol: experimental evidences and theoretical treatments on the possible involvement of the terpenoid chain: S. Adhikari, et al.; Chem. Res. Toxicol. 16, 1062 (2003) Abstract
Preparation and in vitro evaluation of radioiodinated bakuchiol as an anti tumor agent: K. Bapat, et al.; Appl. Radiat. Isot. 62, 389 (2005) Abstract
In vitro protein tyrosine phosphatase 1B inhibitory phenols from the seeds of Psoralea corylifolia: Y.C. Kim, et al.; Planta Med. 71, 87 (2005) Abstract
Protective effect of (S)-bakuchiol from Psoralea corylifolia on rat liver injury in vitro and in vivo: E.J. Park, et al.; Planta Med. 71, 508 (2005) Abstract
Bakuchiol-induced caspase-3-dependent apoptosis occurs through c-Jun NH2-terminal kinase-mediated mitochondrial translocation of Bax in rat liver myofibroblasts: E.J. Park, et al.; Eur. J. Pharmacol. 559, 115 (2007) Abstract

Further Categories Containing This Product:

Natural Products - DNA Replication Inhibitors • NOS Inhibitors (NOS Induction & Enzyme Activity) • Lipid Peroxidation • Natural Products - Nitric Oxide Pathway Modulators • Natural Products - Topoisomerase Inhibitors • Natural Products with Antibiotic Activity • Protein Tyrosine Phosphatases Other Products • Natural Products - Antioxidants

ALX-350-146

Revised 03-Oct-07

Neobavaisoflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Antioxidants

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-146-M001		1 mg	170.00 USD

Product Specification

FORMULA:	C₂₀H₁₈O₄
MW:	322.4
CAS NUMBER:	41060-15-5
SOURCE/HOST:	Isolated from plant Psoralea corylifolia.
PURITY:	≥97% (HPLC)
APPEARANCE:	Yellow 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

Inhibits platelet aggregation. DNA polymerase inhibitor. Shows antifungal activity.

Product Specific Literature References

Prenylated isoflavanone from the roots of Erythrina sigmoidea: A.E. Nkengfack, et al.; Phytochemistry 36, 1047 (1994) Abstract
Antiplatelet flavonoids from seeds of Psoralea corylifolia: W.J. Tsai, et al.; J. Nat. Prod. 59, 671 (1996) Abstract
DNA polymerase and topoisomerase II inhibitors from Psoralea corylifolia: N.J. Sun, et al.; J. Nat. Prod. 61, 362 (1998) Abstract
Studies on the chemical constituents of Psoralea corylifolia L.: B. Ruan, et al.; J. Asian Nat. Prod. Res. 9, 41 (2007) Abstract

Further Categories Containing This Product:

Natural Products - Topoisomerase Inhibitors • Natural Products - DNA Replication Inhibitors • DNA Replication Inhibitors • Natural Products - Antifungal Agents • Flavonoids/Related Products

ALX-350-229

Revised 24-Jul-08

Sedanolide
SYNONYMS	3-Butyl-3a,4,5,6-tetrahydro-1(3H)-isobenzofuranone

FORMULA:	C₂₃H₂₃N₃O₅ . HCl
MW:	421.5 . 36.5
CAS NUMBER:	119413-54-6
MERCK INDEX:	14: 9548
SOURCE/HOST:	Semisynthetic.
PURITY:	≥98% (HPLC)
APPEARANCE:	Light yellow to greenish powder.
SOLUBILITY:	Soluble in water (1mg/ml) or methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	TOXIC.