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

Chem Biodivers. 2024 Aug;21(8):e202400962. doi: 10.1002/cbdv.202400962. Epub 2024 Jun 12.

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.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Drug Screening Assays, Antitumor
  • HCT116 Cells
  • Humans
  • Philippines
  • Porifera* / chemistry
  • Spiro Compounds / chemistry
  • Spiro Compounds / isolation & purification
  • Spiro Compounds / pharmacology
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Spiro Compounds