[DBUH][OAc]-Catalyzed Domino Synthesis of Novel Benzimidazole Incorporated 3,5-Bis (Arylidene)-4-Piperidones as Potential Antitubercular Agents

被引:5
作者
Subhedar, Dnyaneshwar D. [1 ]
Shaikh, Mubarak H. [1 ,2 ]
Nagargoje, Amol A. [3 ]
Sarkar, Dhiman [4 ]
Khedkar, Vijay M. [5 ]
Shingate, Bapurao B. [1 ]
机构
[1] Dr Babasaheb Ambedkar Marathwada Univ, Dept Chem, Aurangabad 431004, Maharashtra, India
[2] Radhabai Kale Mahila Mahavidyalaya, Dept Chem, Ahmednagar, Maharashtra, India
[3] Khopoli Municipal Council Coll, Dept Chem, Khopoli, Maharashtra, India
[4] CSIR, Organ Chem Div, Combichem Bioresource Ctr, Natl Chem Lab, Pune, Maharashtra, India
[5] Vishwakarma Univ, Sch Pharm, Pune, Maharashtra, India
关键词
Curcumin; antitubercular activity; cytotoxicity; ionic liquid; multicomponent reactions; CARBONYL-BASED COMPOUNDS; BIOLOGICAL EVALUATION; FACILE SYNTHESIS; ANTIMYCOBACTERIAL ACTIVITY; ACCURATE DOCKING; CURCUMIN ANALOGS; DERIVATIVES; ANTICANCER; DESIGN; ALPHA;
D O I
10.1080/10406638.2021.1995008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of new benzimidazole incorporated 3,5-bis (arylidene)-4-piperidones were synthesized by using aryl aldehydes, piperidinone, 2-(chloromethyl)-benzimidazole and DBU acetate [DBUH][OAc] act as a catalyst under solvent free condition in excellent yields. The synthesized compounds were screened for their in vitro antimycobacterial activity against M. tuberculosis H37Ra (MTB) and M. bovis BCG strains. The compounds 4a, 4b, 4e, 4i, 4k and 4l are highly potent against both the strains. Most of the active compounds are non-cytotoxic against MCF-7, A549, HCT 116 and THP-1 cell lines. Furthermore, a molecular docking study of these compounds was carried out to investigate their binding pattern with the target, active site of mycobacterial enoyl-acyl carrier protein reductase (Inh A). Therefore, these compounds can be subjected for further optimization and drug development which could give promising chemical leads for treatment of TB.
引用
收藏
页码:7010 / 7024
页数:15
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