Synthesis and cytotoxic evaluation of a series of genistein derivatives.
Thirty genistein (= 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; GEN) derivatives were synthesized from genistein through a facile approach in high yields. Compounds 9, 11, 12, 23-30 were reported for the first time, while 13-22 have already been reported in our recent paper. The cytotoxic activities of these compounds were evaluated against a human nasopharyngeal epidermoid tumor cell line KB. Compounds 7-9, 12, 14, 16-19, 21, 24, 27, 29 showed remarkable antitumor activities in vitro, which was comparable with 5-fluorouracil, an anticancer drug. On the basis of the obtained experimental data, structure-effect relationships were discussed.
Li
Huan-Qiu
HQ
Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing 210093, PR China.
Ge
Hui-Ming
HM
Chen
Yun-Xi
YX
Xu
Chen
C
Shi
Lei
L
Ding
Hui
H
Zhu
Hai-Liang
HL
Tan
Ren-Xiang
RX
D045744:Cell Line, Tumor; D003603:Cytotoxins / Q000138:chemical synthesis* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor / Q000379:methods; D019833:Genistein / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans
D003603:Cytotoxins; D019833:Genistein