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American Chemical Society, Journal of the American Chemical Society, 45(118), p. 11085-11088, 1996

DOI: 10.1021/ja9621004

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Callipeltoside A: A Cytotoxic Aminodeoxy Sugar-Containing Macrolide of a New Type from the Marine Lithistida Sponge Callipelta sp

This paper is available in a repository.
This paper is available in a repository.

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Abstract

A cytotoxic glycoside macrolide, callipeltoside A, has been isolated from the marine lithistid sponge Callipelta sp., collected off New Caledonia. Structural assigment was accomplished through extensive 2D NMR spectroscopy. The complete relative stereochemistry is proposed from the analysis of ROESY and NOE difference experiments. Callipeltoside A (1) represents the first member of a new class of marine-derived macrolides, containing unusual structural features including a 4-amino-4,6-dideoxy-2-O,3-C-dimethyl-alpha-talopyranosyl-3,4-urethane unit.