Click Chemistry Inspired Design, Synthesis and Molecular Docking Studies of Coumarin, Quinolinone Linked 1,2,3-Triazoles as Promising Anti-Microbial Agents

被引:41
作者
Savanur, Hemantkumar M. [1 ]
Naik, Krishna N. [1 ]
Ganapathi, Shailaja M. [2 ]
Kim, Kang Min [3 ]
Kalkhambkar, Rajesh G. [1 ]
机构
[1] Karnatak Univ, Dept Chem, Karnatak Sci Coll, Dharwad 580001, Karnatak, India
[2] Karnatak Univ, Dept Biotechnol, Karnatak Sci Coll, Dharwad 580001, Karnatak, India
[3] Kyungsung Univ, Dept Pharmaceut Sci & Technol, Busan 608736, South Korea
关键词
Anti-microbial; Click Chemistry; Coumarin; Molecular Modeling Study; Quinolinone; Structural-activity Relationship (SAR) Studies; Triazoles; ANTIFUNGAL-DRUG-RESISTANCE; 1,3-DIPOLAR CYCLOADDITION; HETEROCYCLES; DERIVATIVES; MECHANISMS; BIOLOGY;
D O I
10.1002/slct.201800319
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of new coumarin, quinolinone and benzyl linked 1,2,3-triazole derivatives have been synthesized and screened for their anti-bacterial and anti-fungal activities. Results of bioassay indicate that, compounds containing chloro and methoxy substituents in coumarin (6j), chloro substitution in quinolinone (7g) and 3-chloro benzyl analogue (8f) exhibit excellent anti-bacterial activities. The results of anti-fungal activities also reveal that methoxy and chloro substituted coumarins (6e and 6j) were highly active against yeast strains, in addition, chloro and methyl substituted coumarins (6h and 6i) were also exhibited excellent activity. Further, methyl substituted quinolinone with chloro substituted coumarin (7f) was found to highly active against yeast fungi and filamentous strain A.niger. It is evident from the results obtained and SAR studies that electron withdrawing or donating character of the substituents do not seem to be a major factor in increasing or decreasing anti-microbial activity.
引用
收藏
页码:5296 / 5303
页数:8
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