Organocatalytic synthesis and sterol 14alpha-demethylase binding interactions of enantioriched 3-(1H-1,2,4-triazol-1-yl)butyl benzoates.
1H-1,2,4-Triazole reacted with 2-butenal in the presence of diaryl prolinol silyl ether 3 and benzonic acid to give 3-(1H-1,2,4-triazol-1-yl)butanal 4, which was subsequently reduced and then treated with various acyl chloride to generate enantioriched 3-(1H-1,2,4-triazol-1-yl)butyl benzoates 6. Some of triazoles 6 exhibited strong binding interactions with the cytochrome P450-dependent sterol 14alpha-demethylase (CYP51). For example, compound (R)-6f showed the best binding activity with K(d) 0.3381 microM.
Ming
Zhi-Hui
ZH
Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, Central China Normal University, Wuhan, PR China.
Xu
Sheng-Zhen
SZ
Zhou
Lei
L
Ding
Ming-Wu
MW
Yang
Jiao-Yan
JY
Yang
Shao
S
Xiao
Wen-Jing
WJ