Ectyoplasin, a novel cytotoxic cyclic peptide from Ectyoplasia ferox sponge

Nat Prod Res. 2022 Aug;36(15):3957-3964. doi: 10.1080/14786419.2021.1902326. Epub 2021 Mar 22.

Abstract

A new cyclic heptapeptide, ectyoplasin (1), was isolated from a methanol extract of the sponge Ectyoplasia ferox. The planar structure of 1, cyclo(-Leu1-Asn2-Ala3-Val4-Thr5-Pro6-Gly7-), was determined by one and two-dimensional NMR spectroscopy and high-resolution tandem mass spectrometry. Its absolute stereochemistry was solved by Marfey's method. The in vitro assays show that ectyoplasin (1) possess significant cytotoxic activity (2.9 - 23.5 µM) against the cell lines, DU-145 (human prostate cancer), Jurkat (human T-cell acute leukaemia), MM144 (human multiple myeloma), HeLa (human cervical carcinoma) and CADO-ES1 (human Ewing's sarcoma). The DU-145 cell line showed apoptotic cell death in response to ectyoplasin (1) treatment.

Keywords: Cyclic heptapeptide; Ectyoplasia ferox; cytotoxic activity; five cell lines.

MeSH terms

  • Animals
  • Antineoplastic Agents* / pharmacology
  • Cell Line
  • Humans
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / pharmacology
  • Porifera*
  • Tandem Mass Spectrometry

Substances

  • Antineoplastic Agents
  • Peptides, Cyclic