Wang Li-Yan, Wang Nai-Li, Yao Xin-Sheng, Miyata Syohei, Kitanaka Susumu
Department of Natural Products Chemistry, Shenyang Pharmaceutical University, Shenhe District Shenyang 110016, People's Pepublic of China.
J Nat Prod. 2002 Sep;65(9):1246-51. doi: 10.1021/np0200921.
Twelve polycyclic diterpenes have been isolated from the roots of Euphorbia kansui. Nine were assigned with an ingenol skeleton, 20-O-(2'E,4'E-decadienoyl)ingenol (1), 20-O-(2'E,4'Z-decadienoyl)ingenol (2), 3-O-(2'E,4'Z-decadienoyl)ingenol (3), 3-O-(2'E,4'E-decadienoyl)ingenol (4), 3-O-(2'E,4'Z-decadienoyl)-5-O-acetylingenol (5), 3-O-(2'E,4'Z-decadienoyl)-20-O-acetylingenol (6), 3-O-(2'E,4'E-decadienoyl)-20-O-acetylingenol (7), 20-O-(decanoyl)ingenol (8), and 5-O-(2'E,4'E-decadienoyl)ingenol (9), and three with a jatrophane skeleton, kansuinins A (12), B (11), and C (10). Compounds 1, 2, 5, 9, and 12 are new compounds, while 4 and 7 were assigned with new geometric configurations. Their structures were elucidated by spectroscopic and chemical analysis. In vitro treatment of cultured individual Xenopus cells at the blastular stage with 1-9 arrested cleavage significantly (0.5 microg/mL of each compound resulted in >75% cleavage arrest). Of the three jatrophane diterpenes (10-12), only kansuinin B (11) showed any activity, resulting in 87% cleavage arrest at 50 microg/mL.
从甘遂根中分离出12种多环二萜类化合物。其中9种具有大戟醇骨架，分别为20 - O -（2'E，4'E - 癸二烯酰基）大戟醇（1）、20 - O -（2'E，4'Z - 癸二烯酰基）大戟醇（2）、3 - O -（2'E，4'Z - 癸二烯酰基）大戟醇（3）、3 - O -（2'E，4'E - 癸二烯酰基）大戟醇（4）、3 - O -（2'E，4'Z - 癸二烯酰基）-5 - O - 乙酰基大戟醇（5）、3 - O -（2'E，4'Z - 癸二烯酰基）-20 - O - 乙酰基大戟醇（6）、3 - O -（2'E，4'E - 癸二烯酰基）-20 - O - 乙酰基大戟醇（7）、20 - O -（癸酰基）大戟醇（8）和5 - O -（2'E，4'E - 癸二烯酰基）大戟醇（9）；另外3种具有麻风树烷骨架，分别为甘遂素A（12）、甘遂素B（11）和甘遂素C（10）。化合物1、2、5、9和12为新化合物，而化合物4和7具有新的几何构型。通过光谱和化学分析确定了它们的结构。在体外，用化合物1 - 9处理处于囊胚期的非洲爪蟾单个培养细胞，可显著抑制卵裂（每种化合物0.5 μg/mL导致>75%的卵裂抑制）。在3种麻风树烷二萜类化合物（10 - 12）中，只有甘遂素B（11）表现出活性，在50 μg/mL时导致87%的卵裂抑制。
