Isoterchebulin and 4,6-O-Isoterchebuloyl-d-glucose, Novel Hydrolyzable Tannins from Terminalia m acroptera

Two new hydrolyzable tannins, isoterchebulin (1) and 4,6-O-isoterchebuloyl-d-glucose (2), together with six known tannins, 3−8, were isolated from the bark of Terminalia macroptera . Their structures were elucidated by extensive 1D and 2D NMR studies, MS, and chemical transformations. Biological act...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2001-03, Vol.64 (3), p.294-299
Main Authors: Conrad, Jürgen, Vogler, Bernhard, Reeb, Sabine, Klaiber, Iris, Papajewski, Stefan, Roos, Gudrun, Vasquez, Erlinda, Setzer, Mary C, Kraus, Wolfgang
Format: Article
Language:English
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Summary:Two new hydrolyzable tannins, isoterchebulin (1) and 4,6-O-isoterchebuloyl-d-glucose (2), together with six known tannins, 3−8, were isolated from the bark of Terminalia macroptera . Their structures were elucidated by extensive 1D and 2D NMR studies, MS, and chemical transformations. Biological activities of all compounds were evaluated against the snail Biomphalaria glabrata, the bacteria Bacillus subtilis and Pseudomonas fluorescens, the nematode Caenorhabditis elegans, and four cancer cell lines (Hep G2, MCF-7/S, MDA-MB-231, and 5637 cells). All compounds except 3 showed antimicrobial activities against B. subtilis (MIC 8−64 μg/mL), whereas only 1 was active against C. elegans (100 μg/mL) and B. glabrata (LC100 = 60 μg/mL). 3 and 8 were toxic against 5637 cells with LC50 = 84.66 and 41.40 μM, respectively.
ISSN:0163-3864
1520-6025
DOI:10.1021/np000506v