2-(6-aryl-3(Z)-hexen-1,5-diynyl)anilines as a new class of potent antitubulin agents.
Compounds 2a- h and 6 displayed significant GI 50 values of 10(-7)-10(-6) M against various cancer cell lines. Of these compounds, 2-(6-(2-trifluoromethylphenyl))-3(Z)-hexen-1,5-diynyl)aniline (2c) showed the most potent growth inhibition activity. Compound 2c also arrested cancer cells in the G2/M phase and in low concentration reduced a significant percentage of MDA-MB-231/ATCC breast cancer tetraploid cells. In addition to the G2/M block, compound 2c caused microtubule depolymerization and induced apoptosis via activation of the caspase family.
Lo
Yu-Hsiang
YH
Graduate Institute of Pharmaceutical Sciences, Graduate Institute of Biochemistry, Kaohsiung Medical University, Kaohsiung, Taiwan.
Lin
Ching-Chih
CC
Lin
Chi-Fong
CF
Lin
Ying-Ting
YT
Duh
Tsai-Hui
TH
Hong
Yi-Ren
YR
Yang
Sheng-Huei
SH
Lin
Shinne-Ren
SR
Yang
Shyh-Chyun
SC
Chang
Long-Sen
LS
Wu
Ming-Jung
MJ
D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001704:Biopolymers; D002453:Cell Cycle / Q000187:drug effects; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008870:Microtubules / Q000187:drug effects / Q000648:ultrastructure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014404:Tubulin / Q000737:chemistry; D050257:Tubulin Modulators / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
C529815:2-(6-(2-trifluoromethylphenyl))-3-(hexen-1,5-diynyl)aniline; D000814:Aniline Compounds; D001704:Biopolymers; D014404:Tubulin; D050257:Tubulin Modulators