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Updated: Jul 19, 2026

A Fish-feeding Laboratory Bioassay to Assess the Antipredatory Activity of Secondary Metabolites from the Tissues of Marine Organisms
Published on: January 11, 2015
Amphimedosides, 3-alkylpyridine glycosides from a marine sponge Amphimedon sp
Yoshihiko Takekawa1, Shigeki Matsunaga, Rob W M van Soest
1Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-8657, Japan.
Abstract:
Five 3-alkylpyridine alkaloids, amphimedosides A-E (1-5), have been isolated from a marine sponge Amphimedon sp. The structures of 1-5 have been determined by analysis of NMR and FABMS data and chiral GC analyses of the acid hyrolyzates. In particular, the site of glycosylation in 1 was confirmed by the 1H-15N HMBC experiment, and the location of the double bond in 5 was assigned on the basis of tandem FABMS data. Amphimedosides are the first examples of beta-D-glucosylated 3-alkylpyridine alkaloids and exhibited cytotoxic activities comparable with those of the nonglycosylated congeners.
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