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Oxidative Stress
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ALX-385-025 Revised 07-Apr-08
8-Isopentenylnaringenin
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SYNONYMS 8-Prenylnaringenin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavanones
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ALX-385-025-M005   5 mg 155.00 USD Add To Cart
Product Specification
FORMULA: C20H20O5
MW: 340.4
SOURCE/HOST: Isolated from hops (Humulus lupulus L.).
PURITY: ≥97% (HPLC)
APPEARANCE: Light yellow powder
SOLUBILITY: Soluble in methanol or DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C

Product Description
Prenyl flavonoid. Phytoestrogen. Selective, non-steroidal estrogen receptor α (ERα) ligand. Potent inhibitor of angiogenesis in vitro and in vivo. Chemopreventive agent against cancer induced by heterocyclic amines.
Product Specific Literature References
Prenylflavonoids: a new class of non-steroidal phytoestrogen (Part 1). Isolation of 8-isopentenylnaringenin and an initial study on its structure-activity relationship: M. Kitaoka, et al.; Planta Med. 64, 511 (1998) Abstract
Prenylflavonoids: a new class of non-steroidal phytoestrogen (Part 2). Estrogenic effects of 8-isopentenylnaringenin on bone metabolism: M. Miyamoto, et al.; Planta Med. 64, 516 (1998) Abstract
Identification of a potent phytoestrogen in hops (Humulus lupulus L.) and beer: S.R. Milligan, et al.; J. Clin. Endocrinol. Metab. 84, 2249 (1999) Abstract
Prenylflavonoids from hops inhibit the metabolic activation of the carcinogenic heterocyclic amine 2-amino-3-methylimidazo[4, 5-f]quinoline, mediated by cDNA-expressed human CYP1A2: C.L. Miranda, et al.; Drug Metab. Dispos. 28, 1297 (2000) Abstract; Full Text
The endocrine activities of 8-prenylnaringenin and related hop (Humulus lupulus L.) flavonoids: S.R. Milligan, et al.; J. Clin. Endocrinol. Metab. 85, 4912 (2000) Abstract; Full Text
8-prenylnaringenin, a novel phytoestrogen, inhibits angiogenesis in vitro and in vivo: M.S. Pepper, et al.; J. Cell Physiol. 199, 98 (2004) Abstract
Xanthohumol and related prenylflavonoids from hops and beer: to your good health!: J.F. Stevens & J.E. Page; Phytochemistry 65, 1317 (2004), (Review) Abstract
Rapid yeast estrogen bioassays stably expressing human estrogen receptors alpha and beta, and green fluorescent protein: a comparison of different compounds with both receptor types: T.F. Bovee, et al.; J. Steroid Biochem. Mol. Biol. 91, 99 (2004) Abstract
8-Prenylnaringenin, inhibits estrogen receptor-alpha mediated cell growth and induces apoptosis in MCF-7 breast cancer cells: E. Brunelli, et al.; J. Steroid Biochem. Mol. Biol. 107, 140 (2007) Abstract
Further Categories Containing This Product:
Active Substances from Fruit and Vegetables • Estrogen & Estrogen Receptors / Related Products • Natural Products for Angiogenesis Research • Natural Products - Chemopreventive Agents • Other Natural Products - DNA Regulation / Transcription
 
 
ALX-385-026 Revised 07-Oct-08
Nobiletin
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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 Natural Products / Antibiotics
PRODUCT CATEGORY Flavones
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ALX-385-026-M010   10 mg 390.00 USD Add To Cart
Product Specification
FORMULA: C21H22O8
MW: 402.4
CAS NUMBER: 478-01-3
PURITY: ≥95% (HPLC)
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in methanol; sparingly soluble in water or ether.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Antioxidant and anti-inflammatory. Inhibits the phosphorylation of mitogen-activated protein kinase MEK. Suppresses the expression of matrix metalloproteinases (MMP) 1, 3 and 9, that are involved in the breakdown of the extracellular matrix during tumor metastasis. Suppresses NF-κB transcriptional activation, nitric oxide (NO) and PGE2 production, inducible nitric oxide synthase (iNOS; NOS II) and cyclooxygenase-2 (COX-2) expression.
Product Specific Literature References
The citrus flavonoid, nobiletin, inhibits peritoneal dissemination of human gastric carcinoma in SCID mice: A. Minagawa, et al.; Jpn. J. Cancer Res. 92, 1322 (2001) Abstract
Novel anti-inflammatory actions of nobiletin, a citrus polymethoxy flavonoid, on human synovial fibroblasts and mouse macrophages: N. Lin, et al.; Biochem. Pharmacol. 65, 2065 (2003) Abstract
Inhibition of cell proliferation by nobiletin, a dietary phytochemical, associated with apoptosis and characteristic gene expression, but lack of effect on early rat hepatocarcinogenesis in vivo: H. Ohnishi, et al.; Cancer Sci. 95, 936 (2004) Abstract; Full Text
Nobiletin from citrus fruit peel inhibits the DNA-binding activity of NF-kappaB and ROS production in LPS-activated RAW 264.7 cells: S.Y. Choi, et al.; J. Ethnopharmacol. 113, 149 (2007) Abstract
Tangeretin and nobiletin induce G1 cell cycle arrest but not apoptosis in human breast and colon cancer cells: K.L. Morley, et al.; Cancer Lett. 251, 168 (2007) Abstract
Nobiletin, a citrus flavonoid that improves memory impairment, rescues bulbectomy-induced cholinergic neurodegeneration in mice: A. Nakajima, et al.; J. Pharmacol. Sci. 105, 122 (2007) Abstract; Full Text
Nobiletin enhances differentiation and lipolysis of 3T3-L1 adipocytes: T. Saito, et al.; BBRC 357, 371 (2007) Abstract
Protective effects of citrus nobiletin and auraptene in transgenic rats developing adenocarcinoma of the prostate (TRAP) and human prostate carcinoma cells: M. Tang, et al.; Cancer Sci. 98, 471 (2007) Abstract
Nobiletin, a citrus flavonoid with neurotrophic action, augments protein kinase A-mediated phosphorylation of the AMPA receptor subunit, GluR1, and the postsynaptic receptor response to glutamate in murine hippocampus: K. Matsuzaki, et al.; Eur. J. Pharmacol. 578, 194 (2008) Abstract
A citrus polymethoxyflavonoid, nobiletin, is a novel MEK inhibitor that exhibits antitumor metastasis in human fibrosarcoma HT-1080 cells: Y. Miyata, et al.; BBRC 366, 168 (2008) Abstract
Further Categories Containing This Product:
Tissue Inhibitors of Matrix Metalloproteinases [TIMPs] / Related Products • Natural Products - Nitric Oxide Pathway Modulators • Natural Products - Anti-inflammatory Agents • Natural Products - NF-kB Pathway Inhibitors • COX Inhibitors
 
 
ALX-385-027 Revised 08-Feb-08
Tangeretin
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SYNONYMS 2-(4-Methoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benz-1-benzopyran-4-one
4’,5,6,7,8-Pentamethoxyflavone
Ponkanetin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavones
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ALX-385-027-M010   10 mg 390.00 USD Add To Cart
Product Specification
FORMULA: C20H20O7
MW: 372.4
CAS NUMBER: 481-53-8
RTECS: DJ3102725
PURITY: ≥95% (HPLC)
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in methanol or ethyl acetate; insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: TOXIC.

Product Description
Flavonoid found in the peel of citrus fruits where it provides natural resistance to fungi. Induces G1 cell cycle arrest in cancer cells. Counteracts tumor promoter-induced inhibition of intercellular communication and inhibits cell proliferation in several cancer lines. Reduces elevation of blood pressure and plasma glucose levels.
Product Specific Literature References
Nobiletin Is Main Fungistat in Tangerines Resistant to Mal Secco: A. Ben-Aziz; Science 155, 1026 (1967) Abstract
Flavonoids (apigenin, tangeretin) counteract tumor promoter-induced inhibition of intercellular communication of rat liver epithelial cells: C. Chaumontet, et al.; Cancer Lett. 114, 207 (1997) Abstract
Antiproliferative activity of flavonoids on several cancer cell lines: S. Kawaii; Biosci. Biotechnol. Biochem. 63, 896 (1999) Abstract
Tangeretin inhibits extracellular-signal-regulated kinase (ERK) phosphorylation: S. Van Slambrouck, et al.; FEBS Lett. 579, 1665 (2005) Abstract
Tangeretin and nobiletin induce G1 cell cycle arrest but not apoptosis in human breast and colon cancer cells: K.L. Morley, et al.; Cancer Lett. 251, 168 (2007) Abstract
Tangeretin suppresses IL-1beta-induced cyclooxygenase (COX)-2 expression through inhibition of p38 MAPK, JNK, and AKT activation in human lung carcinoma cells: K.H. Chen, et al.; Biochem. Pharmacol. 73, 215 (2007) Abstract
Further Categories Containing This Product:
Active Substances from Fruit and Vegetables • Natural Products - Antitumor Reagents • Cell Cycle Blockers & Inhibitors / Related Products • Natural Products for Cell Cycle Research • Natural Products - Antifungal Agents
 
 
ALX-385-028 Revised 03-Apr-08
Delphinidin chloride (high purity)
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Anthocyanidins
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ALX-385-028-M010   10 mg 460.00 USD Add To Cart
Product Specification
FORMULA: C15H11ClO7
MW: 338.7
CAS NUMBER: 528-53-0
RTECS: DK1310000
PURITY: ≥97% (HPLC)
APPEARANCE: Red to dark brown powder.
SOLUBILITY: Soluble in water or DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light and moisture.

Product Description

Anthocyanidin with antioxidant effect found in pigmented fruits and vegetables. Shown to inhibit angiogenesis and endothelial cell apoptosis by stimulating nitric oxide (NO) production. Inhibits solar radiation (UVB)-mediated oxidative stress, reducing DNA damage.
Product Specific Literature References
Delphinidin, an active compound of red wine, inhibits endothelial cell apoptosis via nitric oxide pathway and regulation of calcium homeostasis: S. Martin, et al.; Br. J. Pharmacol. 139, 1095 (2003) Abstract; Full Text
Anthocyanins induce cell cycle perturbations and apoptosis in different human cell lines: M.C. Lazzè; Carcinogenesis 25, 1427 (2004) Abstract; Full Text
DNA interaction with naturally occurring antioxidant flavonoids quercetin, kaempferol, and delphinidin: C.D. Kanakis, et al.; J. Biomol. Struct. Dyn. 22, 719 (2005) Abstract
Delphinidin and cyanidin inhibit PDGF(AB)-induced VEGF release in vascular smooth muscle cells by preventing activation of p38 MAPK and JNK: M.H. Oak, et al.; Br. J. Pharmacol. 149, 283 (2006) Abstract; Full Text
Delphinidin, a dietary anthocyanidin, inhibits vascular endothelial growth factor receptor-2 phosphorylation: S. Lamy, et al.; Carcinogenesis 27, 989 (2006) Abstract; Full Text
Delphinidin, an anthocyanidin in pigmented fruits and vegetables, protects human HaCaT keratinocytes and mouse skin against UVB-mediated oxidative stress and apoptosis: F. Afaq, et al.; J. Invest. Dermatol. 127, 222 (2007) Abstract; Full Text
Further Categories Containing This Product:
Natural Products for Angiogenesis Research • Active Substances from Fruit and Vegetables • Natural Products - Nitric Oxide Pathway Modulators • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Antioxidants • Lipid Peroxidation
 
 
ALX-385-029 Revised 07-Oct-08
4’-Bromoflavone
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SYNONYMS 4’-Bromo-2-phenylbenzopyran
4’-Bromo-2-phenyl-4H-1-benzopyran-4-one
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavones
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ALX-385-029-G001   1 g 90.00 USD Add To Cart
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-385-030 Revised 12-Sep-08
Trihydroxyethylrutin
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SYNONYMS Troxerutin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavonols
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ALX-385-030-G005   5 g 30.00 USD Add To Cart
ALX-385-030-G025   25 g 90.00 USD Add To Cart
Product Specification
FORMULA: C33H42O19
MW: 742.7
CAS NUMBER: 7085-55-4
MERCK INDEX: 14: 9789
RTECS: LK8331500
SOURCE/HOST: Semisynthetic.
PURITY: ≥95% (Assay)
APPEARANCE: Light yellow to greenish powder.
SOLUBILITY: Soluble in water, glycerol or propylene glycol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
More orally active than rutin (Prod. No. ALX-460-028). Vaso- and cardioprotective agent used clinically to treat venous disorders. Inhibits platelet aggregation. Protects biomembranes and DNA against the deleterious effects of γ-radiation. Free radical scavenger. Antioxidant.
Product Specific Literature References
Antiaggregatory effects of flavonoids in vivo and their influence on lipoxygenase and cyclooxygenase in vitro: J. Swies, et al.; Pol. J. Pharmacol. Pharm. 36, 455 (1984) Abstract
Effect of troxerutin and methionine on spin trapping of free oxy-radicals: I.E. Blasig, et al.; Biomed. Biochim. Acta 47, S252 (1988) Abstract
Free radical scavenging and skin penetration of troxerutin and vitamin derivatives: M. Kessler, et al.; J. Dermatolog. Treat. 13, 133 (2002) Abstract
Radioprotection of normal tissues in tumor-bearing mice by troxerutin: D.K. Maurya, et al.; J. Radiat. Res. 45, 221 (2004) Abstract; Full Text
Protection of cellular DNA from gamma-radiation-induced damages and enhancement in DNA repair by troxerutin: D.K. Maurya, et al.; Mol. Cell. Biochem. 280, 57 (2005) Abstract
Further Categories Containing This Product:
Free Radical Scavengers • Antithrombotic Agents / Platelet Aggregation Inhibitors / Related Products • Natural Products - Antioxidants
 
 
ALX-385-031 Revised 07-Oct-08
Diosmin
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SYNONYMS 3’,5,7-Trihydroxy-4’-methoxyflavone 7-rutinoside
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavones
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ALX-385-031-G005   5 g 30.00 USD Add To Cart
ALX-385-031-G025   25 g 90.00 USD Add To Cart
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-385-032 Revised 16-Jun-08
(R,S)-Equol
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SYNONYMS (±)-Equol
3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol
4’,7-Dihydroxyisoflavane
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Isoflavones
Ordering Information
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ALX-385-032-M005   5 mg 30.00 USD Add To Cart
ALX-385-032-M025   25 mg 120.00 USD Add To Cart
Product Specification
FORMULA: C15H14O3
MW: 242.3
CAS NUMBER: 531-95-3, 94105-90-5
MERCK INDEX: 14: 3644
PURITY: ≥98% (HPLC)
APPEARANCE: White to light yellow powder.
SOLUBILITY: Soluble in DMSO, methanol or 100% ethanol; insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.

Product Description

Flavonoid. Racemic mixture. Urinary metabolite of daidzein. Inhibits 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced neoplastic cell transformation by targeting the MEK/ERK/p90RSK/activator protein-1 signalling pathway. Shows positive effects on the incidence of prostate cancer and physiological changes after menopause. Functions as a DHT blocker. Preferentially activates estrogen receptor β (ERβ).
Product Specific Literature References
Comparisons of percent equol producers between prostate cancer patients and controls: case-controlled studies of isoflavones in Japanese, Korean and American residents: H. Akaza, et al.; Jpn. J. Clin. Oncol. 34, 86 (2004) Abstract; Full Text
Mammographic density in relation to daidzein-metabolizing phenotypes in overweight, postmenopausal women: C.L. Frankenfeld, et al.; Cancer Epidemiol. Biomarkers Prev. 13, 1156 (2004) Abstract; Full Text
Equol is a novel anti-androgen that inhibits prostate growth and hormone feedback: T.D. Lund, et al.; Biol. Reprod. 70, 1188 (2004) Abstract; Full Text
Phytoestrogens and their human metabolites show distinct agonistic and antagonistic properties on estrogen receptor alpha (ERalpha) and ERbeta in human cells: S.O. Mueller, et al.; Toxicol. Sci. 80, 14 (2004) Abstract; Full Text
High concordance of daidzein-metabolizing phenotypes in individuals measured 1 to 3 years apart: C.L. Frankenfeld, et al.; Br. J. Nutr. 94, 873 (2005) Abstract
Equol, a metabolite of the soybean isoflavone daidzein, inhibits neoplastic cell transformation by targeting the MEK/ERK/p90RSK/activator protein-1 pathway: N.J. Kang, et al.; J. Biol. Chem. 282, 32856 (2007) Abstract; Full Text
Isoflavones, equol and cardiovascular disease: pharmacological and therapeutic insights: K.A. Jackman, et al.; Curr. Med. Chem. 14, 2824 (2007) Abstract
Further Categories Containing This Product:
Estrogen & Estrogen Receptors / Related Products • Antitumor Agents (Hormone-related) • Androgens & Androgen Receptors / Related Products • ERK1 & ERK2 / Related Products
 
 
ALX-385-033 Revised 28-May-08
Wogonin
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SYNONYMS 5,7-Dihydroxy-8-methoxyflavone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavones
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Product Numbers: