Synthesis of New Amide Linked Biphenoloxy 1,2,3-Triazoles as Antitubercular and Antimicrobial Agents

被引:1
|
作者
Dhumal, Sambhaji T. [1 ]
Deshmukh, Tejshri R. [2 ]
Haval, Kishan P. [3 ]
Krishna, Vagolu Siva [4 ]
Sriram, Dharmarajan [4 ]
Khedkar, Vijay M. [5 ]
Rehman, Naziya N. M. A. [6 ]
Dixit, Prashant P. [6 ]
Mane, Ramrao A. [2 ]
机构
[1] Ramkrishna Paramhansa Mahavidyalaya, Dept Chem, Osmanabad, India
[2] Dr Babasaheb Ambedkar Marathwada Univ, Dept Chem, Aurangabad, India
[3] Dr Babasaheb Ambedkar Marathwada Univ Subcampus, Dept Chem, Osmanabad, India
[4] Birla Inst Technol & Sci Pilani, Pharm Grp, Med Chem & Antimycobacterial Res Lab, Hyderabad, India
[5] Vishwakarma Univ, Sch Pharm, Pune, India
[6] Dr Babasaheb Ambedkar Marathwada Univ Subcampus, Dept Microbiol, Osmanabad, India
关键词
Antimicrobial activity; antitubercular activity; click chemistry; molecular docking; study; 1; 2; 3-triazole; MOLECULAR DOCKING; TRIAZOLE DERIVATIVES; BIOLOGICAL EVALUATION; ACCURATE DOCKING; TUBERCULOSIS; BEARING; GLIDE; ANTIBACTERIAL; INHIBITORS; INHA;
D O I
10.1080/10406638.2023.2225671
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New 1,2,3-triazoles bearing biphenoloxymethyl and acetanilido moieties (5a-5l) have been synthesized, starting from 4-phenylphenol (1) following click chemistry approach. The synthesized compounds have been thoroughly characterized by their H-1 NMR, C-13 NMR and HRMS spectral data. These compounds were evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H(37)Rv and antimicrobial activity against pathogenic microbia. Among the screened compounds, 5a and 5i have displayed notable antitubercular activity with MIC 25 & mu;g/mL. Compounds 5a, 5b, 5c, 5 g, 5i and 5 l have shown effective inhibition against most of tested pathogens. Molecular docking results of compounds 5a and 5i show the binding modes of the synthesized compounds into the active site of mycobacterial enoyl reductase. The synthesized compounds have also been analyzed for their ADME properties. By considering all these results, the present research work will offer a promising lead series for discovery of emerging potent antitubercular agents.
引用
收藏
页码:2820 / 2832
页数:13
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