title: [Synthesis and antitumor activity of benzoic nitrogen mustard derivatives].
abstract: 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.
authors.affiliation: Institute of Natural Products, College of Chemistry and Techonology, Henan University, Kaifeng 475001, China.
authors.forename: Wen
authors.initials: W
authors.lastname: Luo
authors.forename: Yong-mei
authors.initials: YM
authors.lastname: Zhao
authors.forename: Yu-xia
authors.initials: YX
authors.lastname: Wang
authors.forename: Song-qiang
authors.initials: SQ
authors.lastname: Xie
authors.forename: Jin
authors.initials: J
authors.lastname: Zhao
authors.forename: Chao-jie
authors.initials: CJ
authors.lastname: Wang
mesh_terms: 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
chemical_list: D062365:Aminobenzoates; D018906:Antineoplastic Agents, Alkylating; D009588:Nitrogen Mustard Compounds; D008558:Melphalan