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A new cyclic heptapeptide, ectyoplasin ( 1 ), was isolated from a methanol extract of the sponge  Ectyoplasia ferox . The planar structure of  1 , cyclo(-Leu 1 -Asn 2 -Ala 3 -Val 4 -Thr 5 -Pro 6 -Gly 7 -), 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.

Ectyoplasin, a novel cytotoxic cyclic peptide from Ectyoplasia ferox sponge