Mycalolides A – C, hybrid macrolides of ulapualides and halichondramide, from a sponge of the genus Mycale

✍ Scribed by N. Fusetani; K. Yasumuro; S. Matsunaga; K. Hashimoto

• Book ID: 104229283
• Publisher: Elsevier Science
• Year: 1989
• Tongue: French
• Weight: 266 KB
• Volume: 30
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)99131-7

✦ Synopsis

Three cytotoxic macrolides, mycalolides A -C have been isolated from a sponge sp., Mycale and their structures elucidated to be hybrids of ulapualides and halichondramide mainly by analyses of 2D NMR spectra as well as by comparison of spectral data.

Marine sponges have proved to be a rich source of macrolides possessing potent 2 antitumor or cytotoxic activity, e.g. tedanolide, 3 halichondrins, 4 swinholide A, 5 bistheonellides A and B,6 and laulimalides.7 , In the course of our search for bioactive metabolites from Japanese marine invertebrates, we encountered a sponge of the genus Mycale collected from shallow waters (-2 --5 m) in Gokasho Bay of the Kii Peninsula, which showed marked activity in antifungal and starfish egg assays. We have isolated from this sponge three new cytotoxic macrolides, named mycalolides A, B, and C, related to kabiramides, 899 ulapualides,l' and halichondramides.11*12 In this paper, we describe the isolation and structure elucidation of these macrolides.