72 紅海産ウシノシタ(Moses sole)のサメ忌避物貭

概要

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The Red Sea Moses sole Pardachirus marmoratus is known for its property to repel attacking sharks by emission of characteristic mucous secretion. Isolation of an ichthyotoxic peptide, pardaxin, has been reported and been considered to be the shark repellent factor thenceforth. Recent discovery of pavoninins, a series of ichthyotoxic and shark-repelling glycosidated steroids, in the secretion of the congeneric Pacific sole, P. pavoninus, prompted us to suspect existence of a similar lipophilic factor also in the Moses sole secretion in addition to peptidic pardaxin. We here report isolation of several ichthyotoxic steroid monoglycosides form the lipophilic portion of the lyophilized Moses sole secretion. They as a mixture exerted strong repellent activity against lemon sharks in the feeding assay and the termination-of-tonic-immobility test. Structures of four major components, which are named mosesins-1 to -4 and practically constitute the shark repellent fraction, were elucidated to be 1, 2, 3, and 4, respectively, by means of spectroscopic comparison with pavoninins and their derivatives, cholic acid, and one another, and also of chemical modifications.
天然有機化合物討論会の論文
1985-09-07