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ALX-350-357 Revised 05-Apr-08
Hurghadolide A
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Cytoskeletal Research
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ALX-350-357-C010   10 µg 120.00 USD Add To Cart
Product Specification
FORMULA: C76H130O20
MW: 1363.9
SOURCE/HOST: Isolated from marine sponge Theonella swinhoei.
PURITY: ≥98% (HPLC)
APPEARANCE: Colorless oil.
SOLUBILITY: Soluble in DMSO (25mg/ml) or 100% ethanol (25mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.

Product Description

Cytotoxic. Disrupts the actin cytoskeleton. Antifungal.
Product Specific Literature References
Hurghadolide A and swinholide I, potent actin-microfilament disrupters from the Red Sea sponge Theonella swinhoei: D.T. Youssef & S.L. Mooberry; J. Nat. Prod. 69, 154 (2006) Abstract
General Literature References
Marine natural products. XXIII. Three new cytotoxic dimeric macrolides, swinholides B and C and isoswinholide A, congeners of swinholide A, from the Okinawan marine sponge Theonella swinhoei: M. Kobayashi, et al. ; Chem. Pharm. Bull. (Tokyo) 38, 2960 (1990) Abstract
Marine natural products. XXXI. Structure-activity correlation of a potent cytotoxic dimeric macrolide swinholide A, from the Okinawan marine sponge Theonella swinhoei, and its isomers: M. Kobayashi, et al.; Chem. Pharm. Bull. (Tokyo) 42, 19 (1994) Abstract
Swinholide A is a microfilament disrupting marine toxin that stabilizes actin dimers and severs actin filaments: M.R. Bubb, et al.; J. Biol. Chem. 270, 3463 (1995) Abstract; Full Text
Two classes of metabolites from Theonella swinhoei are localized in distinct populations of bacterial symbionts: C.A. Bewley, et al.; Experientia 52, 716 (1996) Abstract
Autoregulation of actin synthesis responds to monomeric actin levels: A. Lyubimova, et al.; J. Cell. Biochem. 65, 469 (1997) Abstract
Misakinolide A is a marine macrolide that caps but does not sever filamentous actin: D.R. Terry, et al.; J. Biol. Chem. 272, 7841 (1997) Abstract; Full Text
Actin-depolymerizing effect of dimeric macrolides, bistheonellide A and swinholide A: S.Y. Saito, et al.; J. Biochem. 123, 571 (1998) Abstract
Structural basis of swinholide A binding to actin: V.A. Klenchin, et al.; Chem. Biol. 12, 187 (2005) Abstract; Full Text
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Further Categories Containing This Product:
Natural Products - Antifungal Agents • Actin / Related Products • Marine Natural Products
 
 
ALX-350-097 Revised 16-Jun-08
Hyperforin . dicyclohexylammonium salt (high purity)
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Neurological Research
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ALX-350-097-C500   500 µg 130.00 USD Add To Cart
ALX-350-097-M001   1 mg 210.00 USD Add To Cart
Product Specification
FORMULA: C35H51O4 . C12H24N
MW: 535.8 . 182.3
CAS NUMBER: 11079-53-1 (non-salt form)
SOURCE/HOST: Isolated from St. John's wort (Hypericum perforatum).
PURITY: ≥97% (HPLC)
APPEARANCE: White to off-white powder.
PURITY DETAIL: Contains <3% adhyperforin.
SOLUBILITY: Soluble in DMSO, methanol or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Keep under inert gas. Protect from light.

Product Description
Major constituent of St. John’s wort, a herbal remedy widely used for the treatment of depression. Inhibits the reuptake of neurotransmitters in synapses. Activator of the pregnane X receptor (PXR), which serves as a key regulator of CYP3A4 transcription, a member of the cytochrome (CYP) P450 enzyme system. Specifically activates TRPC6 channels. Represents an interesting lead-structure for a new class of antidepressants. Displays several other biological properties of potential pharmacological interest, including antibacterial, anti-inflammational, antitumoral and anti-angiogenic effects. Induces apoptosis in various cancer cells.
Product Specific Literature References
Hyperforin as a possible antidepressant component of hypericum extracts: S.S. Chatterjee, et al.; Life Sci. 63, 499 (1998) Abstract
Hyperforin attenuates various ionic conductance mechanisms in the isolated hippocampal neurons of rat: S. Chatterjee, et al.; Life Sci. 65, 2395 (1999) Abstract
Antibacterial activity of hyperforin from St John's wort, against multiresistant Staphylococcus aureus and gram-positive bacteria: C.M. Schempp, et al.; Lancet 353, 2129 (1999) Abstract
Hyperforin, a major antidepressant constituent of St. John's Wort, inhibits serotonin uptake by elevating free intracellular Na+1: A. Singer, et al.; J. Pharmacol. Exp. Ther. 290, 1363 (1999) Abstract
St. John's wort induces hepatic drug metabolism through activation of the pregnane X receptor: L.B. Moore, et al.; PNAS 97, 7500 (2000) Abstract
Inhibition of human cytochrome P450 enzymes by constituents of St. John's Wort, an herbal preparation used in the treatment of depression: R.S. Obach; J. Pharmacol. Exp. Ther. 294, 88 (2000) Abstract
St John's wort, a herbal antidepressant, activates the steroid X receptor: J.M. Wentworth, et al.; J. Endocrinol. 166, R11 (2000) Abstract
St John's wort (Hypericum perforatum L.): a review of its chemistry, pharmacology and clinical properties: J. Barnes, et al.; J. Pharm. Pharmacol. 53, 583 (2001), (Review) Abstract
St John's wort: Prozac from the plant kingdom: G. Di Carlo, et al.; TIPS 22, 292 (2001), (Review) Abstract
Effect of St. John's wort on free radical production: E.J. Hunt, et al.; Life Sci. 69, 181 (2001) Abstract
Hypericum perforatum (St John's Wort): a non-selective reuptake inhibitor? A review of the recent advances in its pharmacology: P.J. Nathan; J. Psychopharmacol. 15, 47 (2001), (Review) Abstract
Aristoforin, a novel stable derivative of hyperforin, is a potent anticancer agent: M. Gartner, et al.; Chembiochem 6, 171 (2005) Abstract
Hyperforin, a new lead compound against the progression of cancer and leukemia?: C. Quiney, et al.; Leukemia 20, 1519 (2006), (Review) Abstract
Hyperforin a key constituent of St. John’s wort specifically activates TRPC6 channels: K. Leuner, et al.; FASEB J. 21, 4101 (2007) Abstract
Further Categories Containing This Product:
Other Natural Products - DNA Regulation / Transcription • Pregnane X Receptor [PXR] / Related Products • Natural Products - Anti-inflammatory Agents • Natural Products for Angiogenesis Research • Natural Products - Antitumor Reagents • Natural Products with Antibiotic Activity • Neuroactive Agents Other Products • Antitumor Agents (Apoptosis Inducers) • Natural Products - Apoptosis Inducers & Inhibitors
 
 
ALX-350-030 Revised 20-Oct-08
Hypericin (native)
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Protein Kinase Inhibitors
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ALX-350-030-M001   1 mg 50.00 USD Add To Cart
ALX-350-030-M005   5 mg 200.00 USD Add To Cart
ALX-350-030-M010   10 mg 370.00 USD Add To Cart
Product Specification
FORMULA: C30H16O8
MW: 504.4
CAS NUMBER: 548-04-9
MERCK INDEX: 14: 4863
SOURCE/HOST: Isolated from Hypericum perforatum.
PURITY: ≥98% (HPLC)
APPEARANCE: Black to black-red powder.
SOLUBILITY: Soluble in DMSO, 100% ethanol, methanol, acetone, ethylmethylketone, pyridine or other organic solvents and bases.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light and oxygen.
HAZARD: MAY BE TERATOGENIC. HARMFUL. MAY BE MUTAGENIC.

Product Description
Inhibitor of protein kinase C (PKC). Shows anti-viral and anti-retroviral activity. Displays antineoplastic and antitumor activities. Inhibits casein kinase II (CKII) and MAP kinase. Bright red fluorescence emission and photostability. Antidepressant.
Product Specific Literature References
Therapeutic agents with dramatic antiretroviral activity and little toxicity at effective doses: aromatic polycyclic diones hypericin and pseudohypericin: D. Meruelo, et al.; PNAS 85, 5230 (1988) Abstract
Hypericin and pseudohypericin specifically inhibit protein kinase C: possible relation to their antiretroviral activity: I. Takahashi, et al.; BBRC 165, 1207 (1989) Abstract
Evaluation of the antiviral activity of anthraquinones, anthrones and anthraquinone derivatives against human cytomegalovirus: D.L. Barnard, et al.; Antiviral Res. 17, 63 (1992) Abstract
Photosensitized inhibition of growth factor-regulated protein kinases by hypericin: P. Agostinis, et al.; Biochem. Pharmacol. 49, 1615 (1995) Abstract
Growth inhibition and apoptosis in human neuroblastoma SK-N-SH cells induced by hypericin, a potent inhibitor of protein kinase C: W. Zhang, et al.; Cancer Lett. 96, 31 (1995) Abstract
Hypericin-induced photosensitization of HeLa cells leads to apoptosis or necrosis. Involvement of cytochrome c and procaspase-3 activation in the mechanism of apoptosis: A. Vantieghem, et al.; FEBS Lett. 440, 19 (1998) Abstract
The activation of the c-Jun N-terminal kinase and p38 mitogen-activated protein kinase signaling pathways protects HeLa cells from apoptosis following photodynamic therapy with hypericin: Z. Assefa, et al.; J. Biol. Chem. 274, 8788 (1999) Abstract; Full Text
Over-expression of Bcl-2 does not protect cells from hypericin photo- induced mitochondrial membrane depolarization, but delays subsequent events in the apoptotic pathway: R. Chaloupka, et al.; FEBS Lett. 462, 295 (1999) Abstract
Hypericin induces both differentiation and apoptosis in human promyelocytic leukemia HL-60 cells: K.T. Lee, et al.; Biol. Pharm. Bull. 22, 1271 (1999) Abstract
Apoptotic and anti-apoptotic signaling pathways induced by photodynamic therapy with hypericin: P. Agostinis, et al.; Adv. Enzyme Regul. 40, 157 (2000) Abstract
Hypericin--a new antiviral and antitumor photosensitizer: mechanism of action and interaction with biological macromolecules: P. Miskovsky; Curr. Drug Targets 3, 55 (2002), (Review) Abstract
Hypericin--the facts about a controversial agent: A. Kubin, et al.; Curr. Pharm. Des. 11, 233 (2005), (Review) Abstract
Cellular mechanisms and prospective applications of hypericin in photodynamic therapy: T. Kiesslich, et al.; Curr. Med. Chem. 13, 2189 (2006), (Review) Abstract
Further Categories Containing This Product:
Casein Kinase Inhibitors • MAPK Pathway Inhibitors • PKC Inhibitors • Natural Products - Antitumor Reagents • Neuroactive Agents Other Products • Natural Products for Neurological Research • Natural Products - Antiviral / anti-HIV Agents
 
 
ALX-350-240 Revised 05-Dec-07
Ilimaquinone
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SYNONYMS 3-[(Decahydro-1β,2β,4αβ-trimethyl-5-methylene-1-naphthyl)methyl]-2-hydroxy-5-methoxybenzoquinone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Other Signal Transduction Pathway Modulators
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ALX-350-240-C100   100 µg 140.00 USD Add To Cart
Product Specification
FORMULA: C22H30O4
MW: 358.5
CAS NUMBER: 71678-03-0
PURITY: ≥98%
APPEARANCE: Yellow powder.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Displays antimicrobial, anti-HIV and anti-inflammatory properties. Induces reversible breakdown of Golgi membranes. Inhibits the association of β-COP and ADP-ribosylation factor to Golgi membranes. Interacts with methylation enzymes. Shows anticancer activity.
Product Specific Literature References
R.T. Luibrand, et al.; Tetrahedron 35, 609 (1979)
Complete vesiculation of Golgi membranes and inhibition of protein transport by a novel sea sponge metabolite, ilimaquinone: P.A. Takizawa, et al.; Cell 73, 1079 (1993) Abstract
Interactions of (-)-ilimaquinone with methylation enzymes: implications for vesicular-mediated secretion: H.S. Radeke, et al.; Chem. Biol. 6, 639 (1999) Abstract
Ilimaquinone inhibits gap-junctional communication prior to Golgi fragmentation and block in protein transport: V. Cruciani, et al.; Exp. Cell Res. 287, 130 (2003) Abstract
Natural products with anti-HIV activity from marine organisms: L.A. Tziveleka, et al.; Curr. Top. Med. Chem. 3, 1512 (2003), Review Abstract
Interaction of the smooth endoplasmic reticulum and mitochondria: J.G. Goetz & I.R. Nabi; Biochem. Soc. Trans. 34, 370 (2006), Review Abstract
Ilimaquinone, a marine sponge metabolite, displays anticancer activity via GADD153-mediated pathway: P.H. Lu, et al.; Eur. J. Pharmacol. 556, 45 (2007) Abstract
Further Categories Containing This Product:
Natural Products - Anti-inflammatory Agents • Golgi Apparatus • ADP Ribosylation Factor [ARF] / Related Products • Natural Products - Chemopreventive Agents • Natural Products - Antiviral / anti-HIV Agents • PRMTs, Mono- & Dimethylarginine / Related Products • Marine Natural Products
 
 
ALX-350-302 Revised 14-Dec-07
Imperatorin
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Apoptosis Inducers & Inhibitors
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ALX-350-302-M002   2 mg 70.00 USD Add To Cart
Product Specification
FORMULA: C16H14O4
MW: 270.3
PURITY: ≥99% (HPLC)
APPEARANCE: White to off-white crystalline solid.
SOLUBILITY: Soluble in DMSO or dimethyl formamide; slightly soluble in methanol or water. Almonst insoluble in 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
The furanocoumarins heraclenin (Prod. No. ALX-350-303) and imperatorin (Prod. No. ALX-350-302) inhibit T cell-receptor-mediated proliferation in human primary T cells in a concentration-dependent manner. Both compounds also induce apoptosis. While imperatorin induces DNA fragmentation at the G1/S phase of the cell cycle, heraclenin induces DNA fragmentation at the G2/M phases of the cell cycle, thus despite a close structural similarity they induce apoptosis in mechanistically different ways. Imperatorin inhibits HIV-1 replication as well as the expression of ICAM-1 in U937 foam cells. Inhibits voltage-dependent calcium channel.
Product Specific Literature References
Expression of intercellular adhesion molecule-1 in U937 foam cells and inhibitory effect of imperatorin: P.Y. Yang, et al.; Acta Pharmacol. Sin. 23, 327 (2002) Abstract
Imperatorin, a furanocoumarin from Angelica dahurica (Umbelliferae), induces cytochrome c-dependent apoptosis in human promyelocytic leukaemia, HL-60 Cells: H.O. Pae, et al.; Pharmacol. Toxicol. 91, 40 (2002) Abstract
Coumarins from Opopanax chironium. New dihydrofuranocoumarins and differential induction of apoptosis by imperatorin and heraclenin: G. Appendino, et al.; J. Nat. Prod. 67, 532 (2004) Abstract
Imperatorin inhibits T-cell proliferation by targeting the transcription factor NFAT: N. Marquez, et al.; Planta Med. 70, 1016 (2004) Abstract
Imperatorin inhibits HIV-1 replication through an Sp1-dependent pathway: R. Sancho, et al.; J. Biol. Chem. 279, 37349 (2004) Abstract; Full Text
Imperatorin induces vasodilatation possibly via inhibiting voltage dependent calcium channel and receptor-mediated Ca2+ influx and release: J.Y. He, et al.; Eur. J. Pharmacol. 573, 170 (2007) Abstract
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Further Categories Containing This Product:
DNA Fragmentation & Chromatin Condensation • Natural Products - Antiviral / anti-HIV Agents • CD11a, CD18 [LFA-1] & CD54 [ICAM-1], CD102 [ICAM-2], CD50 [ICAM-3] / Related Products • Ca2+ Channels Other Products • HIV / AIDS / Related Products
 
 
ALX-350-145 Revised 28-Mar-07
Isobavachalcone
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SYNONYMS 2’,4’,4-Trihydroxy-3’-[3’’-methylbut-3’’-enyl]chalcone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-145-M001   1 mg 190.00 USD Add To Cart
Product Specification
FORMULA: C20H20O4
MW: 324.4
CAS NUMBER: 20784-50-3
SOURCE/HOST: Isolated from plant Psoralea corylifolia.
PURITY: ≥97% (HPLC)
APPEARANCE: Yellow 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
Inhibits platelet aggregation. Inhibitor of Epstein-Barr virus early antigen (EBV-EA) induction. Exhibits potent inhibitory effect on skin tumor promotion. Potent inhibitor of MMP-2. Displays DNA strand-scission (cleaving) activity. Shows antifungal activity.
Product Specific Literature References
Antiplatelet flavonoids from seeds of Psoralea corylifolia: W.J. Tsai, et al.; J. Nat. Prod. 59, 671 (1996) Abstract
Antioxidative components of Psoralea corylifolia (Leguminosae): H. Haraguchi, et al.; Phytother. Res. 16, 539 (2002) Abstract
Chalcones, coumarins, and flavanones from the exudate of Angelica keiskei and their chemopreventive effects: T. Akihisa, et al.; Cancer Lett. 201, 133 (2003) Abstract
Antitrichomonal and antioxidant activities of Dorstenia barteri and Dorstenia convexa: N.O. Omisore, et al.; Braz. J. Med. Biol. Res. 38, 1087 (2005) Abstract
Chalcones and other compounds from the exudates of Angelica keiskei and their cancer chemopreventive effects: T. Akihisa, et al.; J. Nat. Prod. 69, 38 (2006) Abstract
Inhibition of matrix metalloproteinase-2 secretion by chalcones from the twigs of Dorstenia barteri Bureau.: B. Ngameni, et al.; Arkivoc ix, 91 (2007) Full Text
Further Categories Containing This Product:
Other Natural Products - DNA Regulation / Transcription • Chalcones • Antithrombotic Agents / Platelet Aggregation Inhibitors / Related Products • MMP Inhibitors • Epstein Barr Virus / Related Products • Antitumor Agents (Anti-proliferative) • Natural Products - Antifungal Agents
 
 
ALX-350-157 Revised 18-Feb-08
Isofistularin-3
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Alkaloids
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ALX-350-157-M001   1 mg 160.00 USD Add To Cart
Product Specification
FORMULA: C31H30Br6N4O11
MW: 1114.0
CAS NUMBER: 87099-50-1
SOURCE/HOST: Isolated from Aplysina aerophoba.
PURITY: ≥97% (HPLC)
APPEARANCE: White to off-white amorphous solid.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
IDENTITY: Identity determined by 1H-NMR.

Product Description
Cytotoxic alkaloid. Shows antibiotic properties. Inhibits cell growth in vitro.
Product Specific Literature References
The bromo-compounds of the true sponge Verongia aerophoba: G. Cimino, et al.; Tetrahedron Lett. 24, 3029 (1983)
Antibiotic and cytotoxic activity of brominated compounds from the marine sponge Verongia aerophoba: R. Teeyapant, et al.; Z. Naturforsch. 48, 939 (1993) Abstract
Two unprecedented dibromotyrosine-derived alkaloids from the Brazilian endemic marine sponge Aplysina caissara: B.M. Saeki, et al.; J. Nat. Prod. 65, 796 (2002) Abstract
Chemical defense of Mediterranean sponges Aplysina cavernicola and Aplysina aerophoba: C. Thoms, et al.; Z. Naturforsch. 59, 113 (2004) Abstract
Stereochemical heterogeneity in Verongid sponge metabolites. Absolute stereochemistry of (+)-fistularin-3 and (+)-11-epi-fistularin-3 by microscale LCMS-Marfey’s analysis: E.W. Rogers, et al.; J. Nat. Prod. 68, 891 (2005) Abstract
Antimycobacterial brominated metabolites from two species of marine sponges: M.F. de Oliveira, et al.; Planta Med. 72, 437 (2006) Abstract
Further Categories Containing This Product:
Natural Products with Antibiotic Activity • Marine Natural Products
 
 
ALX-385-024 Revised 06-Oct-08
Isorhamnetin
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SYNONYMS 3-Methylquercetin
3'-Methoxy-3,4',5,7-tetrahydroxyflavone
3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavonols
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ALX-385-024-M005   5 mg 90.00 USD Add To Cart
ALX-385-024-M010   10 mg 150.00 USD Add To Cart
Product Specification
FORMULA: C16H12O7
MW: 316.3
CAS NUMBER: 480-19-3
PURITY: ≥98% (HPLC)
APPEARANCE: Yellow solid.
SOLUBILITY: Soluble in acetone, methanol, ethylacetate or DMSO. Only sparingly soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HAZARD: MAY BE CARCINOGENIC. HARMFUL.

Product Description
Antiviral agent. Antioxidant. Antitumor compound. Apoptosis inducer.
Product Specific Literature References
Anti-tumor promoting activity of polyphenols from Cowania mexicana and Coleogyne ramosissima: H. Ito, et al.; Cancer Lett. 143, 5 (1999) Abstract
Inhibition of xanthine oxidase by flavonoids: A. Nagao, et al.; Biosci. Biotechnol. Biochem. 63, 1787 (1999) Abstract
Effects of intrinsic fluorescence and quenching on fluorescence-based screening of natural products: L. Zou, et al.; Phytomedicine 9, 263 (2002) Abstract
Antioxidant effects of isorhamnetin 3,7-di-O-beta-D-glucopyranoside isolated from mustard leaf (Brassica juncea) in rats with streptozotocin-induced diabetes: T. Yokozawa, et al.; J. Agric. Food Chem. 50, 5490 (2002) Abstract
Effect of five flavonoid compounds isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and tyrosyl phosphorylation of proteins in human neutrophils: G. Chen, et al.; Clin. Chim. Acta 326, 169 (2002) Abstract
Isorhamnetin prevent endothelial cell injuries from oxidized LDL via activation of p38MAPK: M. Bao & Y. Lou; Eur. J. Pharmacol. 547, 22 (2006) Abstract
The flavonoid component isorhamnetin in vitro inhibits proliferation and induces apoptosis in Eca-109 cells: G. Ma, et al.; Chem. Biol. Interact. 167, 153 (2007) Abstract
Further Categories Containing This Product:
Natural Products - Antitumor Reagents • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Antioxidants • Natural Products - Antiviral / anti-HIV Agents
 
 
ALX-350-225 Revised 29-Sep-08
Limonin