Irciniaplysins A-D: New Psammaplysin Derivatives from Philippine Marine Sponge Ircinia sp

Aileen May G Ang; Mylene M Uy; Emi Ohta; Hisashi Ômura; Shinji Ohta

doi:10.1002/cbdv.202400962

Irciniaplysins A-D: New Psammaplysin Derivatives from Philippine Marine Sponge Ircinia sp

Chem Biodivers. 2024 May 8:e202400962. doi: 10.1002/cbdv.202400962. Online ahead of print.

Authors

Aileen May G Ang¹, Mylene M Uy², Emi Ohta³, Hisashi Ômura³, Shinji Ohta⁴

Affiliations

¹ Mindanao State University - Iligan Institute of Technology, Department of Chemistry, Andres Bonifacio Avenue, Iligan City, PHILIPPINES.
² Mindanao State University - Iligan Institute of Technology, Chemistry Department, Andres Bonifacio Avenue, Iligan City, PHILIPPINES.
³ Hiroshima University, Graduate School of Integrated Sciences for Life, Kagamiyama, Higashi-Hiroshima, JAPAN.
⁴ Hiroshima University: Hiroshima Daigaku, Graduate School of Integrated Sciences for Life, 1-7-1 Kagamiyama, 739-8521, Higashi-Hiroshima, JAPAN.

PMID: 38720173
DOI: 10.1002/cbdv.202400962

Abstract

Four new psammaplysin derivatives (1-4) with fatty acyl substituents, designated irciniaplysins A-D, and three known psammaplysins (5-7) were isolated from a marine sponge Ircinia sp. Their structures were elucidated using extensive spectroscopic analyses. The positions of the double bonds and the branch points of the fatty acyl side chains were determined by GC-MS analysis of their fatty acid methyl ester (FAME) derivatives. Irciniaplysins A (1) and B (2) contained an unusual long-chain fatty acyl substituent with a 5,9-diene unit. The isolated compounds were evaluated for their cytotoxic activity against the human colorectal carcinoma (HCT 116) cells, however, none of these compounds showed significant activity.

Keywords: Ircinia sp; irciniaplysin; marine sponge; psammaplysin derivatives.