Journal
TETRAHEDRON
Volume 63, Issue 2, Pages 435-444Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2006.10.050
Keywords
indole triterpenoids; mangrove; Penicillium sp.; BKCa channels; quantum chemical CD calculations; circular dichroism
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A chemical examination of the endophytic fungus Penicillium sp. isolated from the mangrove plant Aegiceras corniculatum resulted in the isolation and characterization of eight new indole triterpenes named shearinines D-K (1-8), along with shearinine A (9), paspalitrem A (10), and paspaline (11). Their stereostructures were determined by extensive spectroscopic data analyses and quantum chemical circular dichroism calculations. The biosynthetic relationship of all 11 alkaloids is suggested. Shearinines D (1), E (2), and (with reduced potency) G (4) exhibit significant in vitro blocking activity on large-conductance calcium-activated potassium channels. (c) 2006 Elsevier Ltd. All rights reserved.
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