Isolation and structure of phakellistatin 14 from the Western Pacific marine sponge Phakellia sp.

Abstract

A new cycloheptapeptide, phakellistatin 14, was isolated in 8.8 x 10(-7)% yield from Phakellia sp., a marine sponge from Chuuk, Federated States of Micronesia. The structure (1), cyclo-Phe-beta-OMe-Asp-Ala-Met(SO)-Ala-Ile-Pro, was elucidated by 1D and 2D NMR spectral analyses augmented by HRFABMS. The chirality of each amino acid unit was determined to be S using chiral HPLC methods. Phakellistatin 14 showed cancer cell growth inhibitory activity (ED(50) 5 microg/mL) against the murine lymphocytic leukemia P388 cell line.

• Authors: George R Pettit, Rui Tan
• Journal: Journal of natural products (J Nat Prod) Vol. 68 Issue 1 Pg. 60-3 (Jan 2005) ISSN: 0163-3864 [Print] United States
• PMID: 15679318 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't, Research Support, U.S. Gov't, P.H.S.)

Chemical References

• Antineoplastic Agents
• Peptides, Cyclic
• phakellistatin 14

Topics

• Amino Acid Sequence
• Animals
• Antineoplastic Agents (chemistry, isolation & purification, pharmacology)
• Chromatography, High Pressure Liquid
• Drug Screening Assays, Antitumor
• Leukemia P388
• Mice
• Micronesia
• Molecular Structure
• Nuclear Magnetic Resonance, Biomolecular
• Peptides, Cyclic (chemistry, isolation & purification, pharmacology)
• Porifera (chemistry)