ALEXIS Biochemicals: Wogonin

You are here: Product Lines > Natural Products / Antibiotics > Natural Products > Polyphenols (Flavonoids, Stilbenoids, Phenolic Acids) > Flavones

ALX-385-021

Revised 23-Oct-07

4'-Amino-6-hydroxyflavone
SYNONYMS	Aminogenistein
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavones

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-021-M001		1 mg	140.00 USD

Product Specification

FORMULA:	C₁₅H₁₁NO₃
MW:	253.3
PURITY:	≥95%
APPEARANCE:	Yellow powder.
SOLUBILITY:	Soluble in DMSO or methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.

Product Description

Inhibitor of the p56^lck protein-tyrosine kinase.

Product Specific Literature References

Synthesis and protein-tyrosine kinase inhibitory activities of flavonoid analogues: M. Cushman, et al.; J. Med. Chem. 34, 798 (1991) Abstract
Expression of p56lck in B-cell neoplasias: A. Von Knethen, et al.; Leuk. Lymphoma 26, 551 (1997) Abstract

Further Categories Containing This Product:

Src Family Kinases / Related Products • Tyrosine Kinase Inhibitors • Kinases in T Cell Signal Transduction / Related Products

ALX-385-008

Revised 13-Mar-08

Apigenin
SYNONYMS	4',5,7-Trihydroxyflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavones

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-008-M010		10 mg	35.00 USD
ALX-385-008-M050		50 mg	105.00 USD

Product Specification

FORMULA:	C₁₅H₁₀O₅
MW:	270.2
CAS NUMBER:	520-36-5
MERCK INDEX:	14: 730
SOURCE/HOST:	Synthetic.
PURITY:	≥90% (HPLC)
APPEARANCE:	Light yellow to slightly brown powder.
SOLUBILITY:	Soluble in diluted potassium hydroxide or DMSO; slightly soluble in 100% ethanol (hot). Insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HAZARD:	IRRITANT.

Product Description

Antioxidant flavonoid. Has chemopreventive and antitumor properties. Induces apoptosis. Inhibits the proliferation of malignant tumor cells by G2/M arrest. MAP kinase (MAPK/ERK) inhibitor. Inhibits hypoxia-inducible factor-1 (HIF-1) and vascular endothelial growth factor (VEGF) expression.

Product Specific Literature References

Apigenin and tangeretin enhance gap junctional intercellular communication in rat liver epithelial cells: C. Chaumontet, et al.; Carcinogenesis 15, 2325 (1994) Abstract
Apigenin induces morphological differentiation and G2-M arrest in rat neuronal cells: F. Sato, et al.; BBRC 204, 578 (1994) Abstract
Reversion of v-H-ras-transformed NIH 3T3 cells by apigenin through inhibiting mitogen activated protein kinase and its downstream oncogenes: M.L. Kuo and N.C. Yang; BBRC 212, 767 (1995) Abstract
Structure-antioxidant activity relationships of flavonoids and phenolic acids: C.A. Rice-Evans, et al.; Free Radical Biol. & Med. 20, 933 (1996), (Review) Abstract
Apigenin inhibits endothelial-cell proliferation in G(2)/M phase whereas it stimulates smooth-muscle cells by inhibiting P21 and P27 expression: V. Trochon, et al.; Int. J. Cancer 85, 691 (2000) Abstract
Induction of caspase-dependent, p53-mediated apoptosis by apigenin in human neuroblastoma: R. Torkin, et al.; Mol. Cancer Ther. 4, 1 (2005) Abstract
Apigenin and cancer chemoprevention: progress, potential and promise: D. Patel, et al.; Int. J. Oncol. 30, 233 (2007), (Review) Abstract
Apigenin inhibits tumor angiogenesis through decreasing HIF-1alpha and VEGF expression: J. Fang, et al.; Carcinogenesis 28, 858 (2007) Abstract
Apigenin-induced cell cycle arrest is mediated by modulation of MAPK, PI3K-Akt, and loss of cyclin D1 associated retinoblastoma dephosphorylation in human prostate cancer cells: S. Shukla & S. Gupta; Cell Cycle 6, 1102 (2007) Abstract
Apigenin blocks lipopolysaccharide-induced lethality in vivo and proinflammatory cytokines expression by inactivating NF-kappaB through the suppression of p65 phosphorylation: C. Nicholas, et al.; J. Immunol. 179, 7121 (2007) Abstract

Further Categories Containing This Product:

MAPK Pathway Inhibitors • Hypoxia-inducible Factor [HIF] / Related Products • VEGFs & VEGF-Rs Other Products • Natural Products for Angiogenesis Research • Natural Products - Protein Kinase Inhibitors • Natural Products - Chemopreventive Agents • Natural Products - Antitumor Reagents • Antitumor Agents (Anti-proliferative) • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Antioxidants • Antitumor Agents (Enzyme Inhibitors)

ALX-385-022

Revised 07-Oct-08

Baicalein
SYNONYMS	5,6,7-Trihydroxyflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavones

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-022-M005		5 mg	25.00 USD
ALX-385-022-M025		25 mg	100.00 USD

Product Specification

FORMULA:	C₁₅H₁₀O₅
MW:	270.2
CAS NUMBER:	491-67-8
MERCK INDEX:	14: 942
PURITY:	≥97%
APPEARANCE:	Yellow to yellow-green crystalline powder.
SOLUBILITY:	Soluble in DMSO, 100% ethanol or methanol; almost insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
HAZARD:	IRRITANT.

Product Description

Inhibitor of 12-lipoxygenase, leukotriene biosynthesis and the release of lysosomal enzymes. Inhibits cellular Ca²⁺ uptake and calcium mobilization. Inhibitor of protein tyrosine kinase in leukemia (CEM) cells. Induces cell cycle arrest and apoptosis. Anti-inflammatory compound. Has anti-thrombotic, anti-proliferative and anti-mitogenic effects.

Product Specific Literature References

Specific action of the lipoxygenase pathway in mediating angiotensin II- induced aldosterone synthesis in isolated adrenal glomerulosa cells: J.L. Nadler, et al.; J. Clin. Invest. 80, 1763 (1987) Abstract
Inhibition of reverse transcriptase activity by a flavonoid compound, 5,6,7-trihydroxyflavone: K. Ono, et al.; BBRC 160, 982 (1989) Abstract
Biliary excretion of metabolites of baicalin and baicalein in rats: K. Abe, et al.; Chem. Pharm. Bull. 38, 209 (1990) Abstract
Effects of baicalein and esculetin on transduction signals and growth factors expression in T-lymphoid leukemia cells: H.C. Huang, et al.; Eur. J. Pharmacol. 268, 73 (1994) Abstract
Protective effects of baicalein against cell damage by reactive oxygen species: D. Gao, et al.; Chem. Pharm. Bull. (Tokyo) 46, 1383 (1998) Abstract
Baicalein induces a dual growth arrest by modulating multiple cell cycle regulatory molecules
: S.L. Hsu, et al.; Eur. J. Pharmacol. 425, 165 (2001) Abstract
Mechanisms in mediating the anti-inflammatory effects of baicalin and baicalein in human leukocytes: Y.C. Shen, et al.; Eur. J. Pharmacol. 465, 171 (2003) Abstract
Baicalein induced cell cycle arrest and apoptosis in human lung squamous carcinoma CH27 cells: H.Z. Lee, et al.; Anticancer Res. 25, 959 (2005) Abstract
Biological properties of baicalein in cardiovascular system: Y. Huang, et al.; Curr. Drug Targets Cardiovasc. Haematol. Disord. 5, 177 (2005), (Review) Abstract
Baicalein inhibition of hydrogen peroxide-induced apoptosis via ROS-dependent heme oxygenase 1 gene expression: H.Y. Lin, et al.; Biochim. Biophys. Acta 1773, 1073 (2007) Abstract

Further Categories Containing This Product:

Leukotrienes Other Products • Natural Products - Anti-inflammatory Agents • Natural Products for Angiogenesis Research • Lipoxygenases / Related Products • Natural Products - Protein Kinase Inhibitors • Tyrosine Kinase Inhibitors • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Antioxidants • Natural Products - Antiviral / anti-HIV Agents • Cell Cycle Blockers & Inhibitors / Related Products • Natural Products for Cell Cycle Research

ALX-385-029

Revised 07-Oct-08

4’-Bromoflavone
SYNONYMS	4’-Bromo-2-phenylbenzopyran 4’-Bromo-2-phenyl-4H-1-benzopyran-4-one
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavones

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-029-G001		1 g	90.00 USD

Product Specification

FORMULA:	C₁₅H₉BrO₂
MW:	301.1
SOURCE/HOST:	Synthetic.
PURITY:	≥98%
APPEARANCE:	White to off-white solid.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	IRRITANT.

Product Description

Chemopreventive compound. Potent inducer of phase II detoxifying enzymes.

Product Specific Literature References

Simple vs. complex inheritance of inducible aryl hydrocarbon hydroxylase in mouse tissues: K. Burki, et al.; Biochem. Genet. 13, 417 (1975) Abstract
Cancer chemopreventive activity mediated by 4’-bromoflavone, a potent inducer of phase II detoxification enzymes: L.L. Song, et al.; Cancer Res. 59, 578 (1999) Abstract

Further Categories Containing This Product:

Natural Products - Chemopreventive Agents • Respiratory Chain Other Products

ALX-385-009

Revised 03-Apr-08

Chrysin
SYNONYMS	5,7-Dihydroxyflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavones

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-009-G001		1 g	15.00 USD

Product Specification

FORMULA:	C₁₅H₁₀O₄
MW:	254.2
CAS NUMBER:	480-40-0
MERCK INDEX:	14: 2256
RTECS:	LK8329050
PURITY:	≥96%
APPEARANCE:	Yellow to tan solid.
SOLUBILITY:	Soluble in pyridine or alkaline solutions; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+20°C

Product Description

Antioxidant flavonoid. Shows anti-inflammatory and antitumor properties. Inhibits hypoxia-inducible factor-1α (HIF-1α). Induces apoptosis.

Product Specific Literature References

Structure-antioxidant activity relationships of flavonoids and phenolic acids: C.A. Rice-Evans, et al.; Free Radical Biol. & Med. 20, 933 (1996), (Review) Abstract
Chrysin-induced apoptosis is mediated through caspase activation and Akt inactivation in U937 leukemia cells: K.J. Woo, et al.; Biochem. Biophys. Res. Commun. 325, 1215 (2004) Abstract
Chrysin induces G1 phase cell cycle arrest in C6 glioma cells through inducing p21Waf1/Cip1 expression: involvement of p38 mitogen-activated protein kinase: M.S. Weng, et al.; Biochem. Pharmacol. 69, 1815 (2005) Abstract
Dietary flavonoids: effects on xenobiotic and carcinogen metabolism:: Y.J. Moon, et al.; Toxicol. In Vitro 20, 187 (2006), (Review) Abstract
Chrysin inhibits expression of hypoxia-inducible factor-1alpha through reducing hypoxia-inducible factor-1alpha stability and inhibiting its protein synthesis: B. Fu, et al.; Mol. Cancer Ther. 6, 220 (2007) Abstract

Further Categories Containing This Product:

Hypoxia-inducible Factor [HIF] / Related Products • Natural Products - Anti-inflammatory Agents • Natural Products - Antitumor Reagents • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Antioxidants

ALX-385-031

Revised 07-Oct-08

Diosmin
SYNONYMS	3’,5,7-Trihydroxy-4’-methoxyflavone 7-rutinoside
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavones

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-031-G005		5 g	30.00 USD
ALX-385-031-G025		25 g	90.00 USD

Product Specification

FORMULA:	C₂₈H₃₂O₁₅
MW:	608.5
CAS NUMBER:	520-27-4
MERCK INDEX:	14: 3297
SOURCE/HOST:	Isolated from Citrus aurantium L. and Citrus reticulate Blanca.
PURITY:	≥90% (HPLC)
APPEARANCE:	Light yellow to brown yellow powder.
SOLUBILITY:	Soluble in DMSO (50mg/ml).
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
IDENTITY:	Determined by IR.

Product Description

Flavonoid glycoside. Reduces venous hyperpressure. Reduces capillary hyperpermeability and the expression of endothelial adhesion molecules (ICAM1, VCAM1). Effectively inhibits the P-glycoprotein (Pgp)-mediated efflux in cells. Anti-inflammatory.

Product Specific Literature References

Clinical trial of oral diosmin (Daflon) in the treatment of hemorrhoids: W. Thanapongsathorn & T. Vajrabukka; Dis. Colon Rectum 35, 1085 (1992) Abstract
Amine uptake inhibition by diosmin and diosmetin in human neuronal and neuroendocrine cell lines: E. Sher, et al.; Pharmacol. Res. 26, 395 (1992) Abstract
Antioxidant activity of micronized diosmin on oxygen species from stimulated human neutrophils: B. Cypriani, et al.; Biochem. Pharmacol. 45, 1531 (1993) Abstract
Diosmin-induced increase in sensitivity to Ca2+ of the smooth muscle contractile apparatus in the rat isolated femoral vein: J.P. Savineau & R. Marthan; Br. J. Pharmacol. 111, 978 (1994) Abstract; Full Text
Venous elasticity after treatment with Daflon 500 mg: V. Ibegbuna, et al.; Angiology 48, 45 (1997) Abstract
Chemopreventive effects of diosmin and hesperidin on N-butyl-N-(4-hydroxybutyl)nitrosamine-induced urinary-bladder carcinogenesis in male ICR mice: M. Yang, et al.; Int. J. Cancer 73, 719 (1997) Abstract
Diosmin and diosmetin are agonists of the aryl hydrocarbon receptor that differentially affect cytochrome P450 1A1 activity: H.P. Ciolino, et al.; Cancer Res. 58, 2754 (1998) Abstract; Full Text
Modulation by phytochemicals of cytochrome P450-linked enzyme activity: R.W. Teel & H. Huynh; Cancer Lett. 133, 135 (1998) Abstract
Inhibition of lipopolysaccharide (LPS)-induced endothelial cytotoxicity by diosmin: M.F. Melzig & R. Loose; Pharmazie 54, 298 (1999) Abstract
Anti-inflammatory activity of diosmin and hesperidin in rat colitis induced by TNBS: M.E. Crespo, et al.; Planta Med. 65, 651 (1999) Abstract
Further investigation of the modifying effect of various chemopreventive agents on apoptosis and cell proliferation in human colon cancer cells: Q. Zheng, et al.; J. Cancer Res. Clin. Oncol. 128, 539 (2002) Abstract
The effect of diosmin hesperidin on intestinal ischaemia--reperfusion injury: M. Pehlivan, et al.; Acta Chir. Belg. 104, 715 (2004) Abstract
Treatment of metastatic melanoma B16F10 by the flavonoids tangeretin, rutin, and diosmin: C. Martinez Conesa, et al.; J. Agric. Food Chem. 53, 6791 (2005) Abstract

Further Categories Containing This Product:

Natural Products - Anti-inflammatory Agents • Active Substances from Fruit and Vegetables • Natural Products - Chemopreventive Agents • CD11a, CD18 [LFA-1] & CD54 [ICAM-1], CD102 [ICAM-2], CD50 [ICAM-3] / Related Products • MDR Other Products

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:

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

ALX-385-007

Revised 07-Oct-08

Luteolin
SYNONYMS	3',4',5,7-Tetrahydroxyflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavones

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-007-M010		10 mg	15.00 USD
ALX-385-007-M050		50 mg	45.00 USD

Product Specification

FORMULA:	C₁₅H₁₀O₆
MW:	286.2
CAS NUMBER:	491-70-3
MERCK INDEX:	14: 5614
RTECS:	LK9275210
PURITY:	≥90%
APPEARANCE:	Yellow powder.
SOLUBILITY:	Soluble in methanol, alkaline solutions; slightly soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+20°C

Product Description

Antioxidant flavonoid. Inhibits VEGF-induced angiogenesis. Inhibitor of phosphoinositide 3-kinase (PI(3)K). Inhibitor of fatty acid synthase (FAS). Apoptosis inducer.

Product Specific Literature References

Structure-antioxidant activity relationships of flavonoids and phenolic acids: C.A. Rice-Evans, et al.; Free Radical Biol. & Med. 20, 933 (1996), (Review) Abstract
Luteolin inhibits vascular endothelial growth factor-induced angiogenesis; inhibition of endothelial cell survival and proliferation by targeting phosphatidylinositol 3'-kinase activity: E. Bagli, et al.; Cancer Res. 64, 7936 (2004)
Dietary flavonoids: bioavailability, metabolic effects, and safety: J.A. Ross & C.M. Kasum; Annu. Rev. Nutr. 221, 19 (2002), (Review) Abstract
Pharmacological inhibitors of Fatty Acid Synthase (FASN)--catalyzed endogenous fatty acid biogenesis: a new family of anti-cancer agents?: R. Lupu & J. A. Menendez; Curr. Pharm. Biotechnol. 7, 483 (2006), (Review) Abstract

Further Categories Containing This Product:

Natural Products - Other Signal Transduction Pathway Modulators • Fatty Acid Synthase [FAS] / Related Products • Free Radical Scavengers • Natural Products for Angiogenesis Research • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Antioxidants • Phosphoinositide 3-kinase [PI(3)K] / Related Products

ALX-385-026

Revised 07-Oct-08

Nobiletin
SYNONYMS	3’,4’,5,6,7,8-Hexamethoxyflavone 2-(3,4-Dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one CCRIS 9012 NSC 76751
PRODUCT LINE