ALEXIS Biochemicals: Xanthohumol

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ALX-385-027

Revised 08-Feb-08

Tangeretin
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	Flavonoids / Related Products

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-027-M010		10 mg	390.00 USD

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 • Cell Cycle Blockers & Inhibitors / Related Products • Natural Products - Antitumor Reagents • Natural Products - Antifungal Agents • Natural Products for Cell Cycle Research

ALX-385-018

Revised 03-Dec-07

(+)-Taxifolin
SYNONYMS	(+)-Dihydroquercetin (+)-3,3',4',5,7-Pentahydroxyflavanone Taxifoliol Distylin Catechin hydrate
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavonoids / Related Products

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-018-M010		10 mg	35.00 USD
ALX-385-018-M050		50 mg	140.00 USD

Product Specification

FORMULA:	C₁₅H₁₂O₇
MW:	304.3
CAS NUMBER:	17654-26-1
PURITY:	≥96%
APPEARANCE:	Light yellow to brown powder.
SOLUBILITY:	Soluble in 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Protect from light.

Product Description

Antioxidant flavonoid. Anti-inflammatory compound. Chemopreventive agent. Decreases hepatic lipid synthesis.

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
Modulation of hepatic lipoprotein synthesis and secretion by taxifolin, a plant flavonoid: A. Theriault, et al.; J. Lipid Res. 41, 1969 (2000) Abstract
Prevention of macrophage adhesion molecule-1 (Mac-1)-dependent neutrophil firm adhesion by taxifolin through impairment of protein kinase-dependent NADPH oxidase activation and antagonism of G protein-mediated calcium influx: Y.H. Wang, et al.; Biochem. Pharmacol. 67, 2251 (2004) Abstract
The chemopreventive effect of taxifolin is exerted through ARE-dependent gene regulation: S.B. Lee, et al.; Biol. Pharm. Bull. 30, 1074 (2007) Abstract

Further Categories Containing This Product:

Natural Products - Antioxidants • Natural Products - Anti-inflammatory Agents • Natural Products - Chemopreventive Agents

ALX-385-006

Revised 03-Dec-07

(±)-Taxifolin
SYNONYMS	(±)-Dihydroquercetin (±)-3,3',4',5,7-Pentahydroxyflavanone Taxifoliol Distylin Catechin hydrate
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavonoids / Related Products

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-006-M010		10 mg	50.00 USD
ALX-385-006-M050		50 mg	200.00 USD

Product Specification

FORMULA:	C₁₅H₁₂O₇
MW:	304.3
CAS NUMBER:	480-18-2
RTECS:	LK6920000
PURITY:	≥90%
APPEARANCE:	White to faintly yellow powder.
SOLUBILITY:	Soluble in 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	HARMFUL.

Product Description

Antioxidant flavonoid.

Product Specific Literature References

Suppression of active oxygen-induced cytotoxicity by flavonoids: T. Nakayama, et al.; Biochem. Pharmacol. 45, 265 (1993) Abstract
Suppression of hydroperoxide-induced cytotoxicity by polyphenols: T. Nakayama; Cancer Res. 54, 1991s (1994) Abstract
Interaction of flavonoids with ascorbate and determination of their univalent redox potentials: a pulse radiolysis study: W. Bors, et al.; Free Radic. Biol. Med. 19, 45 (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
Modulation of hepatic lipoprotein synthesis and secretion by taxifolin, a plant flavonoid: A. Theriault, et al.; J. Lipid Res. 41, 1969 (2000) Abstract
Inhibitory activity of diacylglycerol acyltransferase (DGAT) and microsomal triglyceride transfer protein (MTP) by the flavonoid, taxifolin, in HepG2 cells: potential role in the regulation of apolipoprotein B secretionInhibitory activity of diacylglycero: A. Casaschi, et al.; Atherosclerosis 176, 247 (2004) Abstract

Further Categories Containing This Product:

Natural Products - Antioxidants

ALX-350-305

Revised 08-Apr-08

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

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-305-M001		1 mg	140.00 USD

Product Specification

FORMULA:	C₃₀H₂₆O₁₃
MW:	594.5
CAS NUMBER:	20316-62-5
SOURCE/HOST:	Isolated from Tilia sp.
PURITY:	≥97% (HPLC)
APPEARANCE:	White to off-white 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

Flavonoid which shows anti-complement, anti-inflammatory and free radical scavenger activity. Inhibits the production of the inflammatory mediators nitric oxide (NO), TNF-α and IL-12 in activated macrophages. Shows potent activity against d-GalN-induced cytotoxicity in hepatocytes. Cytotoxic against specific leukaemic cell lines. Inhibits LDL oxidation. Antibacterial and antifungal.

Product Specific Literature References

Anti-complement activity of tiliroside from the flower buds of Magnolia fargesii: K.Y. Jung, et al.; Biol. Pharm. Bull. 21, 1077 (1998) Abstract
Cytotoxic and antiproliferative effects of heptaacetyltiliroside on human leukemic cell lines: K. Dimas, et al.; Leuk. Res. 23, 1021 (1999) Abstract
Hepatoprotective principles from the flowers of Tilia argentea (linden): structure requirements of tiliroside and mechanisms of action: H. Matsuda, et al.; Bioorg. Med. Chem. 10, 707 (2002) Abstract
Assessment of the anti-inflammatory activity and free radical scavenger activity of tiliroside: A. Sala, et al.; Eur. J. Pharmacol. 461, 53 (2003) Abstract
Flavonoids from the leaves of Litsea japonica and their anti-complement activity: S.Y. Lee, et al.; Phytother. Res. 19, 273 (2005) Abstract
Inhibitory effects of the flavonoids isolated from Waltheria indica on the production of NO, TNF-alpha and IL-12 in activated macrophages: Y.K. Rao, et al.; Biol. Pharm. Bull. 28, 912 (2005) Abstract; Full Text
Antiviral and antimicrobial assessment of some selected flavonoids: B. Ozcelik, et al.; Z. Naturforsch. [C] 61, 632 (2006) Abstract
Tiliroside and gnaphaliin inhibit human low density lipoprotein oxidation: G.R. Schinella, et al.; Fitoterapia 78, 1 (2007) Abstract

Further Categories Containing This Product:

Natural Products - Nitric Oxide Pathway Modulators • Natural Products - Antitumor Reagents • Flavonoids / Related Products • Natural Products with Antibiotic Activity • Natural Products - Anti-inflammatory Agents • Free Radical Scavengers

ALX-385-030

Revised 12-Sep-08

Trihydroxyethylrutin
SYNONYMS	Troxerutin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavonoids / Related Products

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-030-G005		5 g	30.00 USD
ALX-385-030-G025		25 g	90.00 USD

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 / Related Products

ALX-385-033

Revised 28-May-08

Wogonin
SYNONYMS	5,7-Dihydroxy-8-methoxyflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavonoids / Related Products

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-033-M005		5 mg	60.00 USD
ALX-385-033-M025		25 mg	210.00 USD

Product Specification

FORMULA:	C₁₆H₁₂O₅
MW:	284.3
CAS NUMBER:	632-85-9
RTECS:	LK8331000
PURITY:	≥98% (HPLC)
APPEARANCE:	Yellow solid.
SOLUBILITY:	Soluble in DMSO (10mg/ml).
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Protect from light.

Product Description

Cell permeable and orally available flavonoid. Induces apoptosis in tumor cells but not in healthy cells by increasing peroxide production. Displays anti-inflammatory properties. Suppresses the release of nitric oxide (NO) by inducible nitric oxide synthase (iNOS; NOS II), PGE₂ by cyclooxygenase-2 (COX-2), proinflammatory cytokines, MCP-1 gene expression and NF-κB activation. Antioxidant.

Product Specific Literature References

The anti-inflammatory activity of Scutellaria rivularis extracts and its active components, baicalin, baicalein and wogonin: C.C. Lin & D.E. Shieh; Am. J. Chin. Med. 24, 31 (1996) Abstract
Inhibitory effects of baicalein and wogonin on lipopolysaccharide-induced nitric oxide production in macrophages: I. Wakabayashi; Pharmacol. Toxicol. 84, 288 (1999) Abstract
Antitumor effects of Scutellariae radix and its components baicalein, baicalin, and wogonin on bladder cancer cell lines: S. Ikemoto, et al.; Urology 55, 951 (2000) Abstract
Antioxidant and free radical scavenging effects of baicalein, baicalin and wogonin: D.E. Shieh, et al.; Anticancer Res. 20, 2861 (2000) Abstract
Chinese herbal remedy wogonin inhibits monocyte chemotactic protein-1 gene expression in human endothelial cells: Y.L. Chang, et al.; Mol. Pharmacol. 60, 507 (2001) Abstract; Full Text
Effect of wogonin, a plant flavone from Scutellaria radix, on the suppression of cyclooxygenase-2 and the induction of inducible nitric oxide synthase in lipopolysaccharide-treated RAW 264.7 cells: Y.S. Chi, et al.; Biochem. Pharmacol. 61, 1195 (2001) Abstract
The plant flavonoid wogonin suppresses death of activated C6 rat glial cells by inhibiting nitric oxide production: H. Kim, et al.; Neurosci. Lett. 309, 67 (2001) Abstract
Wogonin and fisetin induction of apoptosis through activation of caspase 3 cascade and alternative expression of p21 protein in hepatocellular carcinoma cells SK-HEP-1: Y.C. Chen, et al.; Arch. Toxicol. 76, 351 (2002) Abstract
Anti-inflammatory plant flavonoids and cellular action mechanisms

: H.P. Kim, et al.; J. Pharmacol. Sci. 96, 229 (2004) Abstract; Full Text
Wogonin suppresses TNF-alpha-induced MMP-9 expression by blocking the NF-kappaB activation via MAPK signaling pathways in human aortic smooth muscle cells: S.O. Lee, et al.; BBRC 351, 118 (2006) Abstract
Wogonin sensitizes resistant malignant cells to TNFalpha- and TRAIL-induced apoptosis: S.C. Fas, et al.; Blood 108, 3700 (2006) Abstract; Full Text
Wogonin prevents glucocorticoid-induced thymocyte apoptosis without diminishing its anti-inflammatory action

: R. Enomoto, et al.; J. Pharmacol. Sci. 104, 355 (2007) Abstract; Full Text
Wogonin preferentially kills malignant lymphocytes and suppresses T-cell tumor growth by inducing PLC{gamma}1- and Ca2+-dependent apoptosis: S. Baumann, et al.; Blood 111, 2354 (2007) Abstract

Further Categories Containing This Product:

Natural Products - Anti-inflammatory Agents • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Nitric Oxide Pathway Modulators

ALX-350-280

Revised 19-Sep-08

Xanthohumol
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Other Natural Products - DNA Regulation / Transcription

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-280-M005		5 mg	135.00 USD

Product Specification

FORMULA:	C₂₁H₂₂O₅
MW:	354.4
CAS NUMBER:	569-83-5, 6754-58-1
SOURCE/HOST:	Isolated from hops (Humulus lupulus).
PURITY:	≥98% (HPLC)
APPEARANCE:	Yellow to orange powder.
SOLUBILITY:	Soluble in DMSO (25mg/ml), methanol (10mg/ml) or 100% ethanol; soluble in aqueous buffers up to 20μM.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
USE/STABILITY:	Stable as powder for at least 6 months when stored at +4°C in the dark. Stock solution made in DMSO should not be stored for longer than one month. Working solution is stable for 24 hours at 37°C and up to one week when stored at +4°C. Unstable in acidic (pH < 4.5) and alkaline (pH > 7.5) systems.
IDENTITY:	Identity determined by NMR.

Product Description

Prenylated chalcone found in beer. Potent inhibitor of diacylglycerol acetyltransferase (DGAT), which catalyzes the final step in mammalian triacylglycerol synthesis. Inhibits DNA polymerase and induces cell differentiation. Has antiproliferative and cytotoxic effects in human cancer cell lines. Inhibits human P450 enzymes. Induces quinone reductase. Inhibits the expression of HIF-1α and VEGF under hypoxic conditions. Induces apoptosis in mature adipocytes.

Product Specific Literature References

Xanthohumols, diacylglycerol acyltransferase inhibitors, from Humulus lupulus: N. Tabata, et al.; Phytochemistry 46, 683 (1997) Abstract
Antiproliferative and cytotoxic effects of prenylated flavonoids from hops (Humulus lupulus) in human cancer cell lines: C.L. Miranda, et al.; Food Chem. Toxicol. 37, 271 (1999) Abstract
In vitro inhibition of human P450 enzymes by prenylated flavonoids from hops, Humulus lupulus: M.C. Henderson, et al.; Xenobiotica 30, 235 (2000) Abstract
Prenylated chalcones and flavanones as inducers of quinone reductase in mouse Hepa 1c1c7 cells: C.L. Miranda, et al.; Cancer Lett. 149, 21 (2000) Abstract
Cancer chemopreventive activity of Xanthohumol, a natural product derived from hop: C. Gerhauser, et al.; Mol. Cancer Ther. 1, 959 (2002) 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
Effect of xanthohumol and isoxanthohumol on 3T3-L1 cell apoptosis and adipogenesis: J.Y. Yang, et al.; Apoptosis 12, 1953 (2007) Abstract

Further Categories Containing This Product:

Obesity & Diabetes Other Products • Active Substances from Fruit and Vegetables • Estrogen & Estrogen Receptors / Related Products • Hypoxia-inducible Factor [HIF] / Related Products • Natural Products - Apoptosis Inducers & Inhibitors • Flavonoids / Related Products • Respiratory Chain Other Products • Antitumor Agents (Anti-proliferative) • Natural Products - Antitumor Reagents • Lipid Metabolism Other Products • VEGFs • Cell Differentiation

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