Isolation and structure of phakellistatin 14 from the western pacific marine sponge Phakellia sp.

George Pettit; Rui Tan

doi:10.1021/np040092w

Isolation and structure of phakellistatin 14 from the western pacific marine sponge Phakellia sp.

George Pettit, Rui Tan

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Abstract

A new cycloheptapeptide, phakellistatin 14, was isolated in 8.8 × 10^-7% yield from Phakellia sp., a marine sponge from Chuuk, Federated States of Micronesia. The structure (1), cyclo-Phe-β-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 (ED₅₀ 5 μg/mL) against the murine lymphocytic leukemia P388 cell line.

Original language	English (US)
Pages (from-to)	60-63
Number of pages	4
Journal	Journal of Natural Products
Volume	68
Issue number	1
DOIs	https://doi.org/10.1021/np040092w
State	Published - Jan 2005

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1021/np040092w

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title = "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 × 10-7% yield from Phakellia sp., a marine sponge from Chuuk, Federated States of Micronesia. The structure (1), cyclo-Phe-β-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 (ED50 5 μg/mL) against the murine lymphocytic leukemia P388 cell line.",

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AB - A new cycloheptapeptide, phakellistatin 14, was isolated in 8.8 × 10-7% yield from Phakellia sp., a marine sponge from Chuuk, Federated States of Micronesia. The structure (1), cyclo-Phe-β-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 (ED50 5 μg/mL) against the murine lymphocytic leukemia P388 cell line.

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Isolation and structure of phakellistatin 14 from the western pacific marine sponge Phakellia sp.

Abstract

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