Axinellins A and B: New Proline-Containing Antiproliferative Cyclopeptides from the Vanuatu Sponge Axinella carteri

✍ Scribed by Antonio Randazzo; Fabrizio Dal Piaz; Stefania Orrù; Cécile Debitus; Christos Roussakis; Piero Pucci; Luigi Gomez-Paloma

• Book ID: 101277297
• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 325 KB
• Volume: 1998
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(199811)1998:11<2659::aid-ejoc2659>3.0.co;2-h

✦ Synopsis

carteri / Sponge / Cyclopeptides / 2D NMR / ESMS / MS Two new bioactive cyclopeptides, named axinellins A (1) and established on the basis of tandem mass spectrometry data (ESMS/MS) and on 1 H-1 H through-space connectivities B (2) have been isolated from the marine sponge Axinella carteri. Their structure elucidation was based on two-observed in NOESY and ROESY spectra. Axinellins A (1) and B (2) exhibited moderate in vitro antitumor activity against dimensional (2D) NMR (500 MHz) as well as HRFABMS and ESMS/MS data. All amino acid residues derived from human broncopulmonary non-small-cell-lung-carcinoma lines (NSCLC-N6) with IC 50 values of 3.0 and 7.3 µg/ml, axinellins A and B were found to possess L configuration at Cα by HPLC analysis of their FDAA derivatives (Marfey's respectively. method). The amino acid sequence of 1 and 2 was