Mebamamide C, a deoxy analogue of mebamamides in Bryopsismarine green algae and Elysiasacoglossan mollusks

Autor: Komori, Shunnosuke, Yamabe, Sota, Matsuta, Ryuga, Yamazaki, Yuki, Fukuoka, Masashi, Sato, Shigeru, Takada, Kentaro
Zdroj: Bioscience, Biotechnology, and Biochemistry; April 2024, Vol. 88 Issue: 4 p399-404, 6p
Abstrakt: Kahalalides, originally isolated from the sacoglossan mollusk Elysia rufescens, have been found in various Elysiaand Bryopsisspecies, with over 20 variants identified to date. These compounds are biosynthesized by CandidatusEndobryopsis kahalalidefaciens within Bryopsisspecies. In this study, we report the isolation and structural determination of a new cyclic depsipeptide, mebamamide C (1), from Bryopsissp. The planar structure was determined by spectroscopic data analyses, and the absolute configurations were determined using Marfey's method and modified Mosher's method. Additionally, our study explores the chemical relationship between Bryopsisalgae and Elysiamollusks. The individual chemical profiles of these marine organisms highlight a fascinating aspect of marine chemical ecology. The distinct, species-specific chemical profiles observed in Elysiaspecies imply the possibility of a symbiotic relationship with the kahalalide-producing bacteria.Graphical AbstractChemical distribution of cyclic peptides in Bryopsismarine green algae and Elysiasacoglossan mollusks.
Databáze: Supplemental Index