Synthesis, Crystal Structure and Glucosidase Inhibitory Activities of (8R,13R)-8, 12,13,17-Tetrahydroandrographolide

Abstract

Abstract:

Some glucosidase inhibitors show antitumor metastasis and anti-HIV activities and are also clinically useful for the treatment of diabetes, besides andrographolide derivative have been proven to be potent an α-glucosidase inhibitor. In order to investigate the double effect of glucosidase inhibition activity, a new diterpene lactone derivative 2 was synthesized via reduction of compound 1 which was one of the constitutions of Andrographis Pamicutate (Brum) Nees. The structure of compound 2 was confirmed with X-ray diffraction analysis, NMR, IR, HR-MS and so on. Compound 2 shows a selective α-glucosidase inhibitory activity with inhibition of 49.6% at 100 μmol/L, and the mother 1 has no inhibition activity(100 μmol/L). The results indicate that the double bond can affect the α-glucosidase inhibition activity of andrographolide.

Key words: Stereoselective reduction, 8,12,13,17-Tetrahydroandrographolide, Crystal structure, Glucosidase, Inhibitory activity

CLC Number:

O629.6+1

TrendMD:

HUANG Li-Hua, XU Hai-Wei, LIU Gai-Zhi, DAI Gui-Fu, LIU Hong-Min*. Synthesis, Crystal Structure and Glucosidase Inhibitory Activities of (8R,13R)-8, 12,13,17-Tetrahydroandrographolide[J]. Chem. J. Chinese Universities, doi: .

References

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