[Synthesis and in vitro antitumor activity of multi-methoxyl carbazole analogues].
OBJECTIVE
To design and synthesize new methoxyl carbazole analogues as antitumor compounds.


METHODS
Methoxyl-nitrobiphenyls (3a-3c) were prepared through the Ullmann reaction of 4,5-dimethoxyl-2-bromonitrobenzene and methoxyl-iodobenzene compounds with the catalysis of copper powder, and then reduced by P(EtO)3 to obtain methoxyl carbazoles 4a-4c. The modification at 9-position of the methoxyl carbazoles (4a-4c) gives 16 carbazole derivatives (5a-5p). These compounds were confirmed by 1HNMR, MS, IR and elemental analysis.


RESULTS
In vitro antitumor activities evaluation in vitro demonstrated that IC50 value of the target compounds 4c, 5a, 5b, 5g, 5h, 5i, 5l, 5n and 5p against HT-29 cells were 12.1, 10.6, 8.1, 3.1, 4.4, 10.1 and 9.2 micromol x L(-1) respectively, and IC50 value of the target compound 4a against KB was 17.7 micromol x L(-1).


CONCLUSIONS
Some of the target compounds have better inhibitory effects against H-29 and KB cells.
Zhai
Fu-min
FM
Department of Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China.
You
Qi-dong
QD
Wang
Hua
H
Chen
Xiao-guang
XG
Li
Yan
Y
Li
Hong-yan
HY
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D019073:HT29 Cells / Q000187:drug effects; D006801:Humans; D007624:KB Cells / Q000187:drug effects; D015394:Molecular Structure
D000970:Antineoplastic Agents; D002227:Carbazoles