Ginkgolide A - CAS 15291-75-5
Catalog number: 15291-75-5
Category: Inhibitor
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Molecular Formula:
C20H24O9
Molecular Weight:
408.4
COA:
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Targets:
GABA Receptor
Description:
Ginkgolide A is an extract from in Ginkgo biloba and a g-aminobutyric acid (GABA) antagonist with a Ki of 14.5 μM.
Purity:
>98%
Synonyms:
Ginkgolide A; BN 52020; BN 52020; BN-52020;
MSDS:
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InChIKey:
FPUXKXIZEIDQKW-UHFFFAOYSA-N
InChI:
InChI=1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3
Canonical SMILES:
CC1C(=O)OC2C1(C34C(=O)OC5C3(C2)C6(C(C5)C(C)(C)C)C(C(=O)OC6O4)O)O
1. Inhibition of P-glycoprotein and multidrug resistance protein 1 by dietary phytochemicals
Tomohiro Nabekura • Takeshi Yamaki • Kazuyuki Ueno • Shuji Kitagawa. Cancer Chemother Pharmacol (2008) 62:867–873
The ingredients of sesame, ginkgo, and soybean are now widely used in commercially available dietary supplements. Sesamin, a lignan existing exclusively and abundantly in sesame (Sesamum indicum) seeds, is thought to have antioxidative activity and hypocholesteromic eVects. Sesamin is a common ingredient of dietary supplements, especially in Japan. Ginkgo (Ginkgo biloba) leaf extracts containing ginkgolide A, B, and C, and bilobalide are reported to provide protection against neural and vascular damage [12]. Ginkgo leaf extracts are available as medical drugs in Europe, and as herbal preparations in other countries. Soybean (Glycine max) products containing isoXavones such as genistein, daidzein and glycitein, and lignan matairesinol are also well consumed as dietary supplements or foods such as tofu and soy sauce. Licorice (Glycyrrhiza glabra) extract containing glycyrrhizin, glycyrrhetinic acid, glabridin, liquiritigenin, and isoliquiritigenin is one of the major components of traditional Chinese medicine . Licorice extracts are also widely used as sweetening agents for foods such as soy sauce and licorice candy. Phyllodulcin from Amacha (Hydrangea macrophylla var. thunbergii), and stevioside, steviol, and isosteviol from Stevia (Stevia rebaudiana) are used as food sweeteners.
2. Complementary cardioprotective effects of flavonoid metabolites and terpenoid constituents of Ginkgo biloba extract(EGb 761) during ischemia and reperfusion
Thibaut Liebgott, Malvina Miollan, Yves Berchadsky, Katy Drieu, Marcel Culcasi, Sylvia Pietri. Basic Res Cardiol 95: 368 – 377 (2000)
With further regard to this cardioprotective role of the terpenoid constituents of EGb 761, a series of studies conducted with hypoxic cultured endothelial cells treated with bilobalide, with ischemic-reperfused isolated hearts, or with heart mitochondrial preparations from rats that had been pretreated orally with ginkgolide A or bilobalide have recently indicated they might act at the membrane and/or at the mitochondrial levels during the pre-ischemic period. This hypothesis is in accord with the present observation that the ventricular contracture that occurred during ischemia was significantly suppressed in hearts that were exposed to ginkgolides or to a low concentration of EGb 761, as compared to untreated hearts (Table 1). Although an in vitro O2•–scavenging activity of the terpenoid constituents of EGb 761 (except for ginkgolide A) in a lipophilic environment has been recently reported, the published second-order rate constants are relatively modest. Hence, direct O2•–-trapping within the membrane of the ischemic-reperfused heart does not seem to be a relevant mechanism for explaining their cardio-protective action.
3. Homocysteine stimulates inducible nitric oxide synthase expression in macrophages: Antagonizing effect of ginkgolides and bilobalide
Connie W.H. Woo, Filly Cheung, Vincent W.H. Chan, Yaw L. Siow and Karmin O. Molecular and Cellular Biochemistry 243: 37–47, 2003
Next, we investigated the effect of EGb and its terpenoids on homocysteine-induced iNOS expression in macrophages. As shown in Fig. 3A, EGb at the concentration of 100 µg/mL or ginkgolide A, ginkgolide B and bilobalide at the concentration of 0.5 µg/mL completely abolished homocysteine-stimulated iNOS activation. Further analysis revealed that EGb, ginkgolide A, ginkgolide B or bilobalide treatment also blocked homocysteine-induced iNOS protein and iNOS mRNA expression in macrophages (Figs 3B and 3C). Addition of SOD (300 units/mL) to the culture medium also completely abolished homocysteine-stimulated iNOS activity and expression (Fig. 3).
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CAS 15291-75-5 Ginkgolide A

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