Faculty Publications

Characterization Of An Anti-Tuberculosis Resin Glycoside From The Prairie Medicinal Plant Ipomoea Leptophylla

Document Type

Article

Journal/Book/Conference Title

Journal of Natural Products

Volume

66

Issue

11

First Page

1457

Last Page

1462

Abstract

The organic soluble extract from the leaves of the native North American prairie plant Ipomoea leptophylla (big root morning glory) showed in vitro activity against M. tuberculosis. Bioassay-guided fractionation of this extract resulted in the identification of two new resin glycosides (6, 7). Base-catalyzed hydrolysis of these glycosides gave operculinic acid (1) as the glycosidic acid component as well as trans-cinnamic acid, propanoic acid, and lauric acid. The complete structure elucidation was accomplished through derivatization, 1D and 2D NMR spectroscopy (TOCSY, ROESY, HSQC, HMBC), and MS/ MS experiments on 6 and 7 as well as the permethylated derivative 8.

Department

Department of Chemistry

Original Publication Date

1-1-2003

DOI of published version

10.1021/np030197j

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