Equilibrating Isomers: Bromoindoles and a Seco-Xanthine Encountered during a Study of Nematocides from the Southern Australian Marine Sponge Hymeniacidon sp.

Robert J. Capon, Colin Skene, Dat Vuong, Ernest Lacey, , Kirstin Heiland, and Thomas Friedel

Journal of Natural Products, 2002, 65, 368-370.

Publication Date: March 3, 2002



Bioassay-directed fractionation of a Hymeniacidon sp. yielded as nematocidal agents the equilibrating E/Z bromoindole ethyl esters 1 and 2 and corresponding methyl esters 3 and 4. Also isolated for the first time as a natural product was an equilibrating mixture of seco-xanthine formamides, attributed the trivial name hymeniacidin (5). The structure for 5 was assigned on the basis of detailed spectroscopic analysis and total synthesis.

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