RKS - 1778，一种新型哺乳动物细胞周期抑制剂，也是[11]细胞松弛素类的关键中间体。

RKS-1778, a new mammalian cell-cycle inhibitor and a key intermediate of the [11]cytochalasin group.

作者信息

Kakeya H, Morishita M, Onozawa C, Usami R, Horikoshi K, Kimura K, Yoshihama M, Osada H

机构信息

Antibiotics Laboratory, Institute of Physical and Chemical Research (RIKEN), Saitama, Japan.

出版信息

J Nat Prod. 1997 Jul;60(7):669-72. doi: 10.1021/np970151o.

DOI:10.1021/np970151o

PMID:9249969

Abstract

In the course of screening for the mammalian cell-cycle inhibitors, we have isolated a new [11]cytochalasin, RKS-1778 (1), and epoxycytochalasin H (2) from a fungus, Phoma sp. SNF-1778. The structure of 1 was determined to be 21-acetoxy-18-hydroxy-10-phenyl-5,6,16,18- tetramethyl[11]cytochalasa-6,13,19-trien-1-one, one the basis of spectroscopic methods, including 1H- and 13C-2D NMR techniques, RKS-1778 (1) may be a precursor of 2 and the key direct product of a proposed biosynthetic intramolecular Diels-Alder reaction. Both 1 and 2 completely arrested the cell-cycle progression of tsFT210 cells in the M phase at concentrations of 2.1 and 2.0 microM, respectively.

摘要

在筛选哺乳动物细胞周期抑制剂的过程中，我们从一种真菌——茎点霉属SNF - 1778中分离出一种新的[11]细胞松弛素，RKS - 1778（1）和环氧细胞松弛素H（2）。基于包括1H和13C二维核磁共振技术在内的光谱方法，确定1的结构为21 - 乙酰氧基 - 18 - 羟基 - 10 - 苯基 - 5,6,16,18 - 四甲基[11]细胞松弛素 - 6,13,19 - 三烯 - 1 - 酮。RKS - 1778（1）可能是2的前体，也是推测的生物合成分子内狄尔斯 - 阿尔德反应的关键直接产物。1和2分别在浓度为2.1和2.0微摩尔时，完全将tsFT210细胞的细胞周期进程阻滞在M期。