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Antineoplastic agents 315. Isolation and structure of the marine sponge cancer cell growth inhibitor phakellistatin 5

1994; Elsevier BV; Volume: 4; Issue: 17 Linguagem: Inglês

10.1016/s0960-894x(01)80108-6

1464-3405

George R. Pettit, Jun-Ping Xu, Zbigniew A. Cichacz, Michael D. Williams, Ann-Christine Dorsaz, Daniel C. Brune, Michael R. Boyd, Ronald L. Cerny,

Synthesis and Biological Activity

The Federated State of Micronesia (Chuuk) marine sponge Phakellia costada has been found to contain (9.6 x 10−6 % yield) a new human cancer cell growth inhibitor designated phakellistatin 5 (3). Structural elucidation was accomplished employing high resolution FAB tandem MS/MS and high field (500 MHz) 2D-NMR techniques. Extension of the NMR experiments over the temperature range −25 to 25°C allowed the principal solution conformation of phakellistatin 5 to be assigned (Figure 2). The absolute configuration was found to correspond to S-amino acid units except for R-Asn.