Literature DB >> 14640518

Characterization of an anti-tuberculosis resin glycoside from the prairie medicinal plant Ipomoea leptophylla.

Curtis C Barnes1, Mary K Smalley, Kirk P Manfredi, Kelly Kindscher, Hillary Loring, Douglas M Sheeley.   

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.

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Year:  2003        PMID: 14640518     DOI: 10.1021/np030197j

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  6 in total

Review 1.  Astonishing diversity of natural surfactants: 1. Glycosides of fatty acids and alcohols.

Authors:  Valery M Dembitsky
Journal:  Lipids       Date:  2004-10       Impact factor: 1.880

2.  Cinnamic acid, an autoinducer of its own biosynthesis, is processed via Hca enzymes in Photorhabdus luminescens.

Authors:  Sabina Chalabaev; Evelyne Turlin; Sylvie Bay; Christelle Ganneau; Emma Brito-Fravallo; Jean-François Charles; Antoine Danchin; Francis Biville
Journal:  Appl Environ Microbiol       Date:  2008-02-01       Impact factor: 4.792

3.  Fermentation products of solvent tolerant marine bacterium Moraxella spp. MB1 and its biotechnological applications in salicylic acid bioconversion.

Authors:  Solimabi Wahidullah; Deepak N Naik; Prabha Devi
Journal:  PLoS One       Date:  2013-12-31       Impact factor: 3.240

4.  Four Pentasaccharide Resin Glycosides from Argyreia acuta.

Authors:  Bang-Wei Yu; Jing-Jing Sun; Jie-Tao Pan; Xiu-Hong Wu; Yong-Qin Yin; You-Shao Yan; Jia-Yan Hu
Journal:  Molecules       Date:  2017-03-11       Impact factor: 4.411

5.  Design, Synthesis and Antimycobacterial Activity of Novel Imidazo[1,2-a]pyridine Amide-Cinnamamide Hybrids.

Authors:  Linhu Li; Zhuorong Li; Mingliang Liu; Weiyi Shen; Bin Wang; Huiyuan Guo; Yu Lu
Journal:  Molecules       Date:  2015-12-30       Impact factor: 4.411

6.  Illuminating the lineage-specific diversification of resin glycoside acylsugars in the morning glory (Convolvulaceae) family using computational metabolomics.

Authors:  Lars H Kruse; Alexandra A Bennett; Elizabeth H Mahood; Elena Lazarus; Se Jin Park; Frank Schroeder; Gaurav D Moghe
Journal:  Hortic Res       Date:  2022-01-18       Impact factor: 6.793

  6 in total

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