从西太平洋海洋海绵Phakellia sp.中分离和鉴定出扁盘海绵素14的结构

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

作者信息

Pettit George R, Tan Rui

机构信息

Cancer Research Institute and Department of Chemistry and Biochemistry, Arizona State University, P.O. Box 872404, Tempe, Arizona 85287-2404, USA.

出版信息

J Nat Prod. 2005 Jan;68(1):60-3. doi: 10.1021/np040092w.

DOI:10.1021/np040092w

PMID:15679318

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.

摘要

从密克罗尼西亚联邦丘克州的一种海洋海绵Phakellia sp.中分离出一种新的环庚肽——噬海绵素14，产率为8.8×10⁻⁷%。通过一维和二维核磁共振光谱分析并结合高分辨快原子轰击质谱法阐明了其结构（1），即环-苯丙氨酸-β-甲氧基天冬氨酸-丙氨酸-甲硫氨酸（亚砜）-丙氨酸-异亮氨酸-脯氨酸。使用手性高效液相色谱法确定每个氨基酸单元的手性均为S型。噬海绵素14对小鼠淋巴细胞白血病P388细胞系显示出癌细胞生长抑制活性（半数有效剂量5微克/毫升）。