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Vindoline

Vindoline is a semi-synthetic vinca alkaloid originally found in Catharanthus that exhibits anti-diabetic and antacid activities; it is an intermediate in the synthesis of vinblastine. Unlike other vinca alkaloids, vindoline is only weakly cytotoxic, binding poorly to tubulin. Vindoline increases glucose-stimulated insulin release and inhibits Kv2.1 K+ channels, decreasing outward K+ current and lowering blood glucose, Hb1Ac, and triglyceride levels in animal models of diabetes. Vindoline also inhibits H+/K+ ATPases, potentially decreasing gastric acid secretion.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/1897899

Cas No.

2182-14-1

Purity

≥98%

Formula

C25H32N2O6

Formula Wt.

456.53

Chemical Name

(2β,3β,4β,5α,12β,19α)-4-(Acetyloxy)-6,7-didehydro- 3-hydroxy-16-methoxy-1-methyl-aspidospermidine-3-carboxylic acid methyl ester

Synonym

Vindolin; NSC 91994

Melting Point

164-165°C

Solubility

Soluble in chloroform or ethanol.

Appearance

White Powder

Yao XG, Chen F, Li P, et al. Natural product vindoline stimulates insulin secretion and efficiently ameliorates glucose homeostasis in diabetic murine models. J Ethnopharmacol. 2013 Oct 28;150(1):285-97. PMID: 24012527.

Freitas CS, Baggio CH, Mayer B, et al. Inhibition of gastric H+, K(+)-ATPase activity by compounds from medicinal plants. Nat Prod Commun. 2011 Sep;6(9):1253-4. PMID: 21941891.

Sertel S, Fu Y, Zu Y, et al. Molecular docking and pharmacogenomics of vinca alkaloids and their monomeric precursors, vindoline and catharanthine. Biochem Pharmacol. 2011 Mar 15;81(6):723-35. PMID: 21219884.

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