ALEXIS Biochemicals: Rosmarinic acid

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ALX-350-028

Revised 12-Sep-08

Curcumin (high purity)
SYNONYMS	1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione Diferuloylmethane
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-350-028-M010		10 mg	15.00 USD
ALX-350-028-M050		50 mg	60.00 USD
ALX-350-028-M250		250 mg	240.00 USD

Product Specification

FORMULA:	C₂₁H₂₀O₆
MW:	368.4
CAS NUMBER:	458-37-7
MERCK INDEX:	14: 2673
SOURCE/HOST:	Isolated from turmeric (Curcuma longa).
PURITY:	≥98.5% (Note: This highly purified product is free of demethoxy- and bis-demethoxycurcumin and does not contain 30-40% bioactive impurities)
APPEARANCE:	Orange-yellow crystalline powder.
SOLUBILITY:	Soluble in acetic acid or 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+20°C
HANDLING:	Protect from light.

Product Description

Dual inhibitor of cyclooxygenase (COX) and 5-lipoxygenase. Also inhibits glutathione S-transferase, induction of nitric oxide (NO) in activated macrophages and inhibits EGF-induced tyrosine phosphorylation of EGF receptors. Antioxidant. Inhibitor of NAD(P)H:quinone oxidoreductase 1 (NQO1), disrupting the binding of NQO1 to wild type p53 inducing ubiquitin-independent degradation of p53 and inhibits p53-mediated apoptosis in normal thymocytes and myeloid leukemic cells.

Product Specific Literature References

Modification of certain inflammation-induced biochemical changes by curcumin: R. Srivastava & R.C. Srimal; Indian J. Med. Res. 81, 215 (1985) Abstract
Inhibition of 5-hydroxy-eicosatetraenoic acid (5-HETE) formation in intact human neutrophils by naturally-occurring diarylheptanoids: inhibitory activities of curcuminoids and yakuchinones: D.L. Flynn, et al.; Prostagl. Leukotr. Med. 22, 357 (1986) Abstract
Inhibitory effect of curcumin on epidermal growth factor receptor kinase activity in A431 cells: L. Korutla & R. Kumar; Biochim. Biophys. Acta 1224, 597 (1994) Abstract
Curcumin, an anti-tumour promoter and anti-inflammatory agent, inhibits induction of nitric oxide synthase in activated macrophages: I. Brouet & H. Okshima; BBRC 206, 533 (1995) Abstract
Cytotoxicity and cytoprotective activities of natural compounds. The case of curcumin: J.N. Commandeur & N.P. Vermeulen; Xenobiotica 26, 667 (1996) Abstract
Nitric oxide scavenging by curcuminoids: Sreejayan & M.N. Rao; J. Pharm. Pharmacol. 49, 105 (1997) Abstract
Inhibitory effects of curcumin on tumorigenesis in mice: M.T. Huang, et al.; J. Cell. Biochem. (Suppl.) 27, 26 (1997) Abstract
In vivo inhibition of nitric oxide synthase gene expression by curcumin, a cancer preventive natural product with anti-inflammatory properties: M.M. Chan, et al.; Biochem. Pharmacol. 55, 1955 (1998) Abstract
Effect of curcumin on the production of nitric oxide by cultured rat mammary gland: M. Onoda & H. Inano; Nitric Oxide 4, 505 (2000) Abstract
Suppression of nitric oxide oxidation to nitrite by curcumin is due to the sequestration of the reaction intermediate nitrogen dioxide, not nitric oxide: B.D. Johnston & E.G. DeMaster; Nitric Oxide 8, 231 (2003) Abstract
Biological properties of curcumin-cellular and molecular mechanisms of action: B. Joe, et al.; Crit. Rev. Food Sci. Nutr. 44, 97 (2004), (Review) Abstract
Curcumin, a major constituent of turmeric, corrects cystic fibrosis defects: M.E. Egan, et al.; Science 304, 600 (2004) Abstract
Inhibition of NAD(P)H:quinone oxidoreductase 1 activity and induction of p53 degradation by the natural phenolic compound curcumin: P. Tsvetkov, et al.; PNAS 102, 5535 (2005) Abstract
Immunomodulatory effects of curcumin: V.S. Yadav, et al.; Immunopharmacol. Immunotoxicol. 27, 485 (2005) Abstract
Curcumin, an atoxic antioxidant and natural NFkappaB, cyclooxygenase-2, lipooxygenase, and inducible nitric oxide synthase inhibitor: a shield against acute and chronic diseases: S. Bengmark; JPEN J. Parenter. Enteral. Nutr. 30, 45 (2006), (Review) Abstract
Curcumin is an inhibitor of p300 histone acetylatransferase: M.G. Marcu, et al.; Med. Chem. 2, 169 (2006) Abstract
Multiple biological activities of curcumin: a short review: R.K. Maheshwari, et al.; Life Sci. 78, 2081 (2006), (Review) Abstract
Curcumin inhibits hypoxia-induced angiogenesis via down-regulation of HIF-1: M.K. Bae, et al.; Oncol. Rep. 15, 1557 (2006) Abstract
Notch-1 down-regulation by curcumin is associated with the inhibition of cell growth and the induction of apoptosis in pancreatic cancer cells: Z. Wang, et al.; Cancer 106, 2503 (2006) Abstract
Curcumin improves wound healing by modulating collagen and decreasing reactive oxygen species: M. Panchatcharam, et al.; Mol. Cell Biochem. 290, 87 (2006) Abstract
Inhibitory effect of curcumin on nitric oxide production from lipopolysaccharide-activated primary microglia: K.K. Jung, et al.; Life Sci. 79, 2022 (2006) Abstract
The dietary compound curcumin inhibits p300 histone acetyltransferase activity and prevents heart failure in rats: T. Morimoto, et al.; J. Clin. Invest. 118, 868 (2008) Abstract; Full Text

Further Categories Containing This Product:

Other Natural Products for Cancer Research • Cell Cycle Blockers & Inhibitors / Related Products • Lipoxygenases / Related Products • EGFR Kinase Inhibitors • Natural Products - Protein Kinase Inhibitors • Respiratory Chain Other Products • Natural Products - Immunomodulators • Natural Products - NF-kB Pathway Inhibitors • Natural Products - Antioxidants • Glutathione S-Transferase • Natural Products - Nitric Oxide Pathway Modulators • Active Substances from Fruit and Vegetables • COX Inhibitors • Polyphenols Other Products • Natural Products for Angiogenesis Research • Natural Products - Apoptosis Inducers & Inhibitors • NF-kB Pathway Inhibitors

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:

Antioxidants, Flavonoids & Free Radical Scavengers Other Products • Antitumor Agents (Enzyme Activators & Inducers) • Natural Products - Topoisomerase Inhibitors • Antitumor Agents (Enzyme Inhibitors) • Natural Products - Antitumor Reagents • Polyphenols Other Products • Natural Products - Apoptosis Inducers & Inhibitors

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-350-384

Revised 07-Oct-08

Hispolon
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Apoptosis Inducers & Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-384-M005		5 mg	70.00 USD
ALX-350-384-M025		25 mg	280.00 USD

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-270-253

Revised 18-Mar-08

Rosmarinic acid
SYNONYMS	(R)-α-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2E-propenyl]oxy]-3,4-dihydroxy-benzenepropanoic acid
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Antioxidants

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-270-253-M010		10 mg	20.00 USD
ALX-270-253-M050		50 mg	80.00 USD

Product Specification

FORMULA:	C₁₈H₁₆O₈
MW:	360.3
CAS NUMBER:	537-15-5, 20283-92-5
SOURCE/HOST:	Isolated from Rosmarinus officinalis.
PURITY:	≥98% (HPLC)
APPEARANCE:	White to brown solid.
SOLUBILITY:	Soluble in 100% ethanol, DMSO or dimethyl formamide; also soluble in PBS.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+20°C

Product Description

Naturally occurring polyphenolic compound with antioxidant and anti-inflammatory properties. Anticarcinogenic. Inhibitor of lipid peroxidation, TCR-induced T cell activation and proliferation.

Product Specific Literature References

Modification of endotoxin-induced haemodynamic and haematological changes in the rabbit by methylprednisolone, F(ab')2 fragments and rosmarinic acid: H. Bult, et al.; Br. J. Pharmacol. 84, 317 (1985) Abstract
Complement-dependent stimulation of prostacyclin biosynthesis: inhibition by rosmarinic acid: M. Rampart, et al.; Biochem. Pharmacol. 35, 1397 (1986) Abstract
Studies on the activities of tannins and related compounds, X. Effects of caffeetannins and related compounds on arachidonate metabolism in human polymorphonuclear leukocytes: Y. Kimura, et al.; J. Nat. Prod. 50, 392 (1987) Abstract
Protective action of seven natural phenolic compounds against peroxidative damage to biomembranes: G.T. Liu, et al.; Biochem. Pharmacol. 43, 147 (1992) Abstract
Metabolism of rosmarinic acid in rats: T. Nakazawa & K. Ohsawa; J. Nat. Prod. 61, 993 (1998) Abstract
Rosmarinic acid inhibits TCR-induced T cell activation and proliferation in an Lck-dependent manner: J. Won, et al.; Eur. J. Immunol. 33, 870 (2003) Abstract
Rosmarinic acid inhibits Ca2+-dependent pathways of T-cell antigen receptor-mediated signaling by inhibiting the PLC-gamma 1 and Itk activity: M.A. Kang, et al.; Blood 101, 3534 (2003) Abstract
Rosmarinic acid inhibits epidermal inflammatory responses: anticarcinogenic effect of Perilla frutescens extract in the murine two-stage skin model: N. Osakabe, et al.; Carcinogenesis 25, 549 (2004) Abstract
Effects of rosmarinic acid against aflatoxin B1 and ochratoxin-A-induced cell damage in a human hepatoma cell line (Hep G2): C. Renzulli, et al.; J. Appl. Toxicol. 24, 289 (2004) Abstract
Rosmarinic acid inhibits angiogenesis and its mechanism of action in vitro: S.S. Huang & R.L. Zheng; Cancer Lett. 239, 271 (2006) Abstract

Further Categories Containing This Product:

T Cell Regulation Other Products • Lipid Peroxidation • Active Substances from Fruit and Vegetables • Natural Products - Anti-inflammatory Agents • Polyphenols Other Products • Natural Products - Antitumor Reagents • Antitumor Agents (Anti-proliferative)

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