Amphilactams A−D:  Novel Nematocides from Southern Australian Marine Sponges of the Genus Amphimedon

Simon P. B. Ovenden, Robert J. Capon, Ernest Lacey, Jennifer H. Gill, Thomas Friedel, and David Wadsworth

Journal of Organic Chemistry, 1999, 64, 1140-1144.

Publication Date: February 4, 1999


Bioassay-directed fractionation of the ethanol extracts of two Amphimedon spp. collected during trawling operations in the Great Australian Bight yielded four new macrocyclic lactone/lactams, amphilactams A−D (14). The amphilactams possess potent in vitro nematocidal properties, and their structures were assigned on the basis of detailed spectroscopic analysis and comparison with synthetic model compounds. The amphilactams feature both carbon skeletons and an enamino lactone/lactam moiety unprecedented in the natural products literature.

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