Characterization of an Anti-tuberculosis Resin Glycoside from the Prairie Medicinal Plant Ipomoea leptophylla
- 30 October 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 66 (11), 1457-1462
- https://doi.org/10.1021/np030197j
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.Keywords
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