Journal
TETRAHEDRON
Volume 63, Issue 10, Pages 2328-2334Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2006.12.048
Keywords
natural products; marine sponge; polyketides; spiculoic acid; antitumoral
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Three new spiculoic acids 1-3 and two members of a new closely related family of natural products named zyggomphic acids 4 and 5 were isolated from the very little studied marine sponge Plakortis zyggompha. Both families of compounds share a unique trans-hydrindan-2-one skeleton with six stereogenic centers. A total of 15 new metabolites were isolated from this sponge, all are of polyketide origin. The structures were elucidated using LC-MS, 1D, and 2D NMR methods. The absolute stereochemistry was determined by circular dichroism. The large number of close bioactive analogues allowed us to propose preliminary structure-activity relationships as antitumoral and antimycobaterial agents. (c) 2006 Elsevier Ltd. All rights reserved.
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