Journal
TETRAHEDRON
Volume 62, Issue 10, Pages 2200-2206Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2005.12.018
Keywords
Leptogorgia; gorgonian; tetraprenyl; formamide; hypoxanthine; deuterium exchange
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Three novel tetraprenylated alkaloids, malonganenones A-C (1-3), were isolated from the gorgonian Leptogorgia gilchristi collected near Ponto Malongane, Mozambique. Compound I is the first 3,7-disubstituted hypoxanthine to be discovered from a marine source, while 2 and 3 represent the first formamides to be isolated from gorgonians. The unexpected facile exchange of the formamide proton of 2 with a deuteron originating from the NMR solvent used for spectroscopic analysis hampered initial attempts at the structural elucidation of this compound. The anti-oesophageal cancer activities of 1-3 are compared with that of rietone (4). a related triprenylated compound previously isolated from a South African soft coral. (c) 2005 Elsevier Ltd. All rights reserved.
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