海洋海绵 Spongia sp. 中的变灰菌素 X 和 Y 及其对细胞周期进程的影响。

Metachromins X and Y from a marine sponge Spongia sp. and their effects on cell cycle progression.

机构信息

Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-8657, Japan.

出版信息

Bioorg Med Chem. 2020 Jan 15;28(2):115233. doi: 10.1016/j.bmc.2019.115233. Epub 2019 Nov 30.

DOI:10.1016/j.bmc.2019.115233

PMID:31848114

Abstract

New sesquiterpene quinones, metachromins X (1) and Y (2), together with the known metachromins C (3), J (4), and T (5), were isolated as inhibitors of cell cycle progression in the HeLa/Fucci2 cells. The structure of 1 was assigned by spectroscopic data and confirmed by a total synthesis. The planar structure of 2 was determined by interpretation of spectroscopic data, whereas its absolute configuration was analyzed by a combination of chiral HPLC and CD spectroscopy. Metachromins X (1) and C (3) arrested the cell cycle progression of HeLa/Fucci2 cells at S/G2/M phase.

摘要

新的倍半萜醌类化合物，变色菌素 X（1）和 Y（2），以及已知的变色菌素 C（3）、J（4）和 T（5），被分离出来作为 HeLa/Fucci2 细胞中细胞周期进程的抑制剂。1 的结构通过光谱数据确定，并通过全合成得到证实。2 的平面结构通过光谱数据分析确定，而其绝对构型通过手性 HPLC 和 CD 光谱学的组合进行分析。变色菌素 X（1）和 C（3）使 HeLa/Fucci2 细胞的细胞周期进程在 S/G2/M 期停滞。