Acantholactam and Pre-neo-kauluamine, Manzamine-Related Alkaloids from the Indonesian Marine Sponge Acanthostrongylophora ingens
Journal of Natural Products2014Vol. 77(6), pp. 1536–1540
Citations Over TimeTop 10% of 2014 papers
Ahmed H. El‐Desoky, Hikaru Kato, Keisuke Eguchi, Tetsuro Kawabata, Yukio Fujiwara, Fitje Losung, Remy E. P. Mangindaan, Nicole J. de Voogd, Motohiro Takeya, Hideyoshi Yokosawa, Sachiko Tsukamoto
Abstract
Two new manzamine alkaloids, acantholactam (3) and pre-neo-kauluamine (4), were isolated from the marine sponge Acanthostrongylophora ingens along with manzamine A (1) and neo-kauluamine (2). Acantholactam contains a γ-lactam ring N-substituted with a (Z)-2-hexenoic acid moiety and is proposed to be biosynthetically derived from manzamine A by oxidative cleavage of the eight-membered ring. Compound 4 was converted to the dimer 2 during storage, suggesting nonenzymatic dimer formation. Among the four isolated compounds, 1, 2, and 4 showed proteasome inhibitory activity.
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