Synthesis, molecular docking and biological potentials of new 2-(4-(2-chloroacetyl) piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives

被引:9
作者
Mehta, Shinky [1 ]
Kumar, Sanjiv [1 ]
Marwaha, Rakesh Kumar [1 ]
Narasimhan, Balasubramanian [1 ]
Ramasamy, Kalavathy [2 ,3 ]
Lim, Siong Meng [2 ,3 ]
Shah, Syed Adnan Ali [2 ,4 ]
Mani, Vasudevan [5 ]
机构
[1] Maharshi Dayanand Univ, Fac Pharmaceut Sci, Rohtak 124001, Haryana, India
[2] Univ Teknol MARA UiTM, Fac Pharm, Bandar Puncak Alam 42300, Selangor Darul, Malaysia
[3] Univ Teknol MARA UiTM, Collaborat Drug Discovery Res CDDR Grp, Pharmaceut Life Sci Community Res, Shah Alam 40450, Selangor Darul, Malaysia
[4] Univ Teknol MARA, Atta Ur Rahman Inst Nat Prod Discovery AuRIns, Bandar Puncak Alam 42300, Selangor Darul, Malaysia
[5] Qassim Univ, Dept Pharmacol & Toxicol, Coll Pharm, Buraydah 51452, Saudi Arabia
关键词
Quinazolinones; Antimicrobial; Anticancer potential; HCT116; RAW264.7; Molecular docking; QUINAZOLINE DERIVATIVES; KINASE INHIBITOR; DESIGN; QSAR; PROLIFERATION; DISCOVERY; AGENTS;
D O I
10.1186/s13065-019-0629-0
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the present study, a series of 2-(4-(2-chloroacetyl)piperazin-1-yl)-N-(2-(4-chlorophenyl)-4-oxoquinazolin-3(4H)-yl)acetamide derivatives was synthesized and its chemical structures were confirmed by physicochemical and spectral characteristics. The synthesized compounds were evaluated for their in vitro antimicrobial (tube dilution technique) and anticancer (MTT assay) activities along with molecular docking study by Schrodinger 2018-1, maestro v11.5. The antimicrobial results indicated that compounds 3, 8, 11 and 12 displayed the significant antimicrobial activity and comparable to the standards drugs (ciprofloxacin and fluconazole). The anticancer activity results indicated that compound 5 have good anticancer activity among the synthesized compounds but lower active than the standard drugs (5-fluorouracil and tomudex). Molecular docking study demonstrated that compounds 5 and 7 displayed the good docking score with better anticancer potency within the binding pocket and these compounds may be used as a lead for rational drug designing for the anticancer molecules.
引用
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页数:21
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