Journal
TETRAHEDRON
Volume 64, Issue 22, Pages 5365-5369Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.03.016
Keywords
hexahydrobenzopyrane derivatives; cytosporins; marine fungus; Eutypella scoporia; carbonate; NMR; Mosher method; pulmonata
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Chemical investigation of the culture broth of the fungus Eutypella scoparia ICB-OBX, isolated from the marine pulmonate mollusc Onchidium sp., led to the finding of novel compounds 1 and 2, structurally related to angiotensin II binding inhibitors cytosporins, along with unrelated known nitrogen metabolites (compounds 3-5). The structure and the relative stereochemistry of the novel metabolites were assigned mainly by a detailed analysis of two-dimensional NMR techniques whereas the absolute stereochemistry was proposed by modified Mosher's method. Compound 2 contains an unusual cyclic carbonate functionality that is rare among natural products. (C) 2008 Elsevier Ltd. All rights reserved.
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