[Studies on the synthesis and antitumor activity of the derivatives of cephalotaxine alkaloid esters].
OBJECTIVE
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.


CONCLUSIONS
It might provide some rational basis for further structral modification.
Ye
Xian-rong
XR
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China. xianrongye@imm.ac.cn
Chai
Yong-hai
YH
Li
Xing-nan
XN
Wu
Ke-mei
KM
D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D003110:Colonic Neoplasms / Q000473:pathology; D004952:Esters; D006248:Harringtonines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D007624:KB Cells; D008113:Liver Neoplasms / Q000473:pathology; D015394:Molecular Structure
D000972:Antineoplastic Agents, Phytogenic; D004952:Esters; D006248:Harringtonines