Premium
Synthesis and Biological Evaluation of Triazole Derivatives as Potential Antifungal Agent
Author(s) -
Chai Xiaoyun,
Yang Guang,
Zhang Jun,
Yu Shichong,
Zou Yan,
Wu Qiuye,
Zhang Dazhi,
Jiang Yuanying,
Cao Yongbing,
Sun Qingyan
Publication year - 2012
Publication title -
chemical biology and drug design
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.59
H-Index - 77
eISSN - 1747-0285
pISSN - 1747-0277
DOI - 10.1111/j.1747-0285.2012.01398.x
Subject(s) - antifungal , side chain , chemistry , piperidine , stereochemistry , docking (animal) , triazole , combinatorial chemistry , van der waals force , active site , hydrophobic effect , organic chemistry , molecule , enzyme , biology , microbiology and biotechnology , medicine , nursing , polymer
A series of triazole antifungal agents with piperidine side chains were designed and synthesized. Results of preliminary antifungal tests against eight human pathogenic fungi in vitro showed that all the title compounds exhibited excellent activities with broad spectrum. Moreover, a molecular model for the binding between compound 12 and the active site of CACYP51 was provided based on the computational docking results. The side chain of the compound 12 is oriented into substrate access channel 2 (FG loop) and forms hydrophobic and van der waals interactions with surrounding hydrophobic residues. The phenyl group of the side chain can interact with the phenyl group of Phe380 through the formation of π‐π face‐to‐edge interaction.