Isolation and Structure of the Marine Sponge Cell Growth Inhibitory Cyclic Peptide Phakellistatin 1
Journal of Natural Products1993Vol. 56(2), pp. 260–267
Citations Over TimeTop 15% of 1993 papers
George R. Pettit, Zbigniew A. Cichacz, Jozef Barkoczy, Ann-Christine Dorsaz, Delbert L. Herald, Michael D. Williams, Dennis L. Doubek, Jean Miller Schmidt, Larry P. Tackett, Daniel C. Brune, Ronald L. Cerny, John N. A. Hooper, Gerald J. Bakus
Abstract
A new cell growth inhibitory (P-388 murine leukemia ED50 7.5 micrograms/ml) cycloheptapeptide designated phakellistatin 1 was isolated from two Indo-Pacific sponges, Phakellia costata and Stylotella aurantium. Structural elucidation was accomplished utilizing high field nmr, amino acid analyses, and mass spectral techniques (fab, tandem ms/ms), followed by chiral gas chromatographic procedures for absolute configuration assignments (all S-amino acid units). By these methods phakellistatin 1 [1] was found to be cyclo (Pro-Ile-Pro-Ile-Phe-Pro-Tyr), and this assignment was finally confirmed by an X-ray crystal structure determination.
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