抗肿瘤剂。169. 库氏杨桐。五、库氏杨桐苷P和Q，来自库氏杨桐的具有阿朴四环三萜烷型骨架的新型细胞毒性三萜糖苷。

Antitumor agents. 169 Dysoxylum cumingianum. V. Cumingianosides P and Q, new cytotoxic triterpene glucosides with an apotirucallane-type skeleton from Dysoxylum cumingianum.

作者信息

Fujioka T, Sakurai A, Mihashi K, Kashiwada Y, Chen I S, Lee K H

机构信息

Faculty of Pharmaceutical Sciences, Fukuoka University, Japan.

出版信息

Chem Pharm Bull (Tokyo). 1997 Jan;45(1):202-6. doi: 10.1248/cpb.45.202.

DOI:10.1248/cpb.45.202

PMID:9023980

Abstract

Detailed chemical studies on the cytotoxic fraction from the leaves of Dysoxylum cumingianum have resulted in the isolation of two new triterpene glucosides, cumingianosides P (18) and Q (19), with an apotirucallane-type skeleton. The structures of 18 and 19 were determined by spectral examinations, and by conversion of cumingianosides C (3) and A (1) into 18 and 19, respectively. The cytotoxicities of cumingianosides P and Q against over 50 human cancer cell lines were evaluated. Cumingianoside P exhibited significant (EC50 < 4 microM) cytotoxicity against 37 human cancer cell lines. Among them, the UO-31 (renal cancer) cell line was the most sensitive to this compound (EC50 0.267 microM). In contrast, cumingianoside Q showed selective cytotoxicity against NCI-H522 (non-small cell lung cancer) cells with an EC50 value of 1.67 microM, and exhibited no cytotoxicity (EC50 > 10 microM) against most of the remaining cancer cell lines.

摘要

对菲律宾桃花心木叶片细胞毒性组分进行的详细化学研究，已分离出两种新的三萜糖苷，即库米吉亚诺苷P（18）和Q（19），它们具有阿朴替鲁卡烷型骨架。通过光谱分析以及分别将库米吉亚诺苷C（3）和A（1）转化为18和19，确定了18和19的结构。评估了库米吉亚诺苷P和Q对50多种人类癌细胞系的细胞毒性。库米吉亚诺苷P对37种人类癌细胞系表现出显著的（EC50 < 4 μM）细胞毒性。其中，UO - 31（肾癌）细胞系对该化合物最为敏感（EC50为0.267 μM）。相比之下，库米吉亚诺苷Q对NCI - H522（非小细胞肺癌）细胞表现出选择性细胞毒性，EC50值为1.67 μM，并且对大多数其余癌细胞系无细胞毒性（EC50 > 10 μM）。