1. Academic Validation
  2. Acantholactam and pre-neo-kauluamine, manzamine-related alkaloids from the Indonesian marine sponge Acanthostrongylophora ingens

Acantholactam and pre-neo-kauluamine, manzamine-related alkaloids from the Indonesian marine sponge Acanthostrongylophora ingens

  • J Nat Prod. 2014 Jun 27;77(6):1536-40. doi: 10.1021/np500290a.
Ahmed H El-Desoky 1 Hikaru Kato Keisuke Eguchi Tetsuro Kawabata Yukio Fujiwara Fitje Losung Remy E P Mangindaan Nicole J de Voogd Motohiro Takeya Hideyoshi Yokosawa Sachiko Tsukamoto
Affiliations

Affiliation

  • 1 Graduate School of Pharmaceutical Sciences, Kumamoto University , Oe-honmachi 5-1, Kumamoto 862-0973, Japan.
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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