克拉辛 A-H，皱叶巴豆根中的二萜。

Crassins A-H, Diterpenoids from the Roots of Croton crassifolius.

机构信息

State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 501 Haike Road, Shanghai 201203, People's Republic of China.

University of Chinese Academy of Sciences , No. 19A Yuquan Road, Beijing 100049, People's Republic of China.

出版信息

J Nat Prod. 2017 Feb 24;80(2):254-260. doi: 10.1021/acs.jnatprod.6b00425. Epub 2017 Feb 2.

DOI:10.1021/acs.jnatprod.6b00425

PMID:28150949

Abstract

Phytochemical investigation of the 70% acetone extract of Croton crassifolius roots afforded eight new diterpenoids, crassins A-H (1-8), and 19 known compounds. The structures of the new compounds were determined by spectroscopic methods, and their absolute configurations were determined by electronic circular dichroism, single-crystal X-ray diffraction analysis, comparison with literature data, and biogenetic considerations. Crassins A (1) and B (2) are new ring B-rearranged diterpenoids, whereas crassin C (3) is a new ring A-rearranged diterpenoid. Crassin H (8) exhibited selective cytotoxicity against A549 cells (IC 5.2 μM) compared with HL-60 cells (IC 11.8 μM). The known compound chettaphanin-II exhibited moderate activity against the A549 and HL-60 cell lines (IC 8.4 and 10.5 μM, respectively).

摘要

从巴豆根的 70%丙酮提取物中进行植物化学研究，得到了 8 个新的二萜类化合物，分别为 crassins A-H（1-8）和 19 个已知化合物。通过光谱方法确定了新化合物的结构，并通过电子圆二色谱、单晶 X 射线衍射分析、与文献数据的比较和生物发生考虑确定了它们的绝对构型。Crassins A（1）和 B（2）是新的 B 环重排二萜类化合物，而 crassin C（3）是一种新的 A 环重排二萜类化合物。与 HL-60 细胞（IC 11.8 μM）相比，化合物 8 对 A549 细胞具有选择性细胞毒性（IC 5.2 μM）。已知化合物 chettaphanin-II 对 A549 和 HL-60 细胞系具有中等活性（IC 8.4 和 10.5 μM）。