Structure of Theonellapeptolide Id, A New Bioactive Peptolide from an Okinawan Marine Sponge, Theonella Sp. (Theonelliae)

Abstract

A new peptolide named theonellapeptolide Id (1) has been isolated from an Okinawan marine sponge of Theonella sp. (Theonelliae) together with some minor peptolides (theonellapeptolides Ia, Ib, Ic, and Ie). These peptolides inhibit development of the fertilized eggs of the sea urchin Hemicentrotus pulcherrimus. The structure of theonellapeptolide Id (1) has been determined on the basis of chemical and physico-chemical evidence. Theonellapeptolide Id (1) is rare example of a peptolide characteristically comprising N-methyl and D amino acids in high ratio. KEYWORDS -Theonella sp.; marine sponge; Theonelliae; theonellapeptolide Id; peptolide; D amino acid; N-methyl amino acid; sea urchin fertilized egg development inhibition. © 1986, The Pharmaceutical Society of Japan. All rights reserved.