[Synthesis and antitumor activity of benzoic nitrogen mustard derivatives].
To study the effect of isoprenoid and aliphatic saturated alcohols as modificator on benzoic nitrogen mustard, the intermediate 4-[N,N-bis(2-chloroethyl) amino] benzoic acid 4 was prepared in four steps utilizing p-amino benzoic acid as the starting material. Target compounds were synthesized by the catalytic esterification of DCC/DMAP and the structures of the six new esters were characterized by elemental analysis, 1H NMR, 13C NMR and MS. Antitumor activities were evaluated in vitro using MTT assay. The result showed that some derivatives were more potent than the intermediate 4, and compound 5c modified with dodecanol exhibited similar activity to the commercial drug melphalan.
Luo
Wen
W
Institute of Natural Products, College of Chemistry and Techonology, Henan University, Kaifeng 475001, China.
Zhao
Yong-mei
YM
Wang
Yu-xia
YX
Xie
Song-qiang
SQ
Zhao
Jin
J
Wang
Chao-jie
CJ
D062365:Aminobenzoates / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D018906:Antineoplastic Agents, Alkylating / Q000138:chemical synthesis* / Q000494:pharmacology; D016466:CHO Cells; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D006224:Cricetinae; D003412:Cricetulus; D006801:Humans; D020128:Inhibitory Concentration 50; D020014:K562 Cells; D008546:Melanoma, Experimental / Q000473:pathology; D008558:Melphalan / Q000494:pharmacology; D009588:Nitrogen Mustard Compounds / Q000138:chemical synthesis* / Q000494:pharmacology
D062365:Aminobenzoates; D018906:Antineoplastic Agents, Alkylating; D009588:Nitrogen Mustard Compounds; D008558:Melphalan