Xian-rong Ye1, Yong-hai Chai, Xing-nan Li, Ke-mei Wu. 1. Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China. xianrongye@imm.ac.cn
Abstract
AIM: To design and synthesize some cephalotaxine and drupacine derivatives with different substituentes on C3'-N of taxol side chain. METHODS: Protective side chain acid VI (4'S,5'R) was prepared from optically active (2'R,3'S) methyl beta-phenyl glycidate I in five steps. The desired acids were coupled with cephlotaxine and drupacine respectively in the presence of 2-DPC/DMAP, followed by acidic hydrolysis and acylating to give novel alkloid esters with different substitutes on C3'-N. RESULTS: The seven new esters were studied for antitumor activity, the results showed that the antitumor activity was influenced by the substituentes on C3'-N. CONCLUSION: It might provide some rational basis for further structral modification.
AIM: To design and synthesize some cephalotaxine and drupacine derivatives with different substituentes on C3'-N of taxol side chain. METHODS: Protective side chain acid VI (4'S,5'R) was prepared from optically active (2'R,3'S) methyl beta-phenyl glycidate I in five steps. The desired acids were coupled with cephlotaxine and drupacine respectively in the presence of 2-DPC/DMAP, followed by acidic hydrolysis and acylating to give novel alkloid esters with different substitutes on C3'-N. RESULTS: The seven new esters were studied for antitumor activity, the results showed that the antitumor activity was influenced by the substituentes on C3'-N. CONCLUSION: It might provide some rational basis for further structral modification.