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：0
作者：
Shinky Mehta
Sanjiv Kumar
Rakesh Kumar Marwaha
Balasubramanian Narasimhan
Kalavathy Ramasamy
Siong Meng Lim
Syed Adnan Ali Shah
Vasudevan Mani
机构：
[1] Maharshi Dayanand University,Faculty of Pharmaceutical Sciences
[2] Universiti Teknologi MARA (UiTM),Faculty of Pharmacy
[3] Universiti Teknologi MARA (UiTM),Collaborative Drug Discovery Research (CDDR) Group, Pharmaceutical Life Sciences Community of Research
[4] Atta-ur-Rahman Institute for Natural Products Discovery (AuRIns),Department of Pharmacology and Toxicology, College of Pharmacy
[5] Universiti Teknologi MARA,undefined
[6] Qassim University,undefined
来源：
BMC Chemistry | / 13卷
关键词：
Quinazolinones; Antimicrobial; Anticancer potential; HCT116; RAW264.7; Molecular docking;
D O I：
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学科分类号：
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.[graphic not available: see fulltext]
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  • [1] Rajasekaran S(2012)Synthesis, antibacterial and antioxidant activity of some 2,3-susbtituted quinazolin-4(3 Der Pharm Lett 4 349-353
  • [2] Rao G(2012))-ones Expert Opin Ther Patents 2012 223-252
  • [3] Marzaro G(2012)Quinazoline derivatives as potential anticancer agents: a patent review (2007–2010) Med Chem Res 21 1127-1135
  • [4] Guiotto A(2008)Dimeric 2-(2-chlorophenyl)- quinazolin-4-ones as potential antimicrobial agents Bioorg Med Chem Lett 18 1904-1909
  • [5] Chilin A(2006)Synthesis and SAR of 1-acetanilide-4-aminopyrazole substituted quinazolines: selective inhibitors of Aurora B kinase with potent antitumor activity Bioorg Med Chem 14 5020-5042
  • [6] Desai NC(2008)Targeting the alpha-folate receptor with cyclopenta[g]quinazoline-based inhibitors of thymidylate synthase Eur J Med Chem 43 1469-1477
  • [7] Dodiya A(2009)Novel 9-oxo-thiazolo[5,4-f]quinazoline-2-carbonitrile derivatives as dual cyclin-dependent kinase 1(CDK1)/glycogen synthase kinase-3 (GSK-3) inhibitors: synthesis, biological evaluation and molecular modeling studies Bioorg Med Chem Lett 19 2277-2281
  • [8] Bhatt N(2013)Design of novel quinazoline derivatives and related analogues as potent and selective ALK5 inhibitors Arab J Chem 6 35-48
  • [9] Kumar M(2004)Synthesis, method optimization, anticancer activity of 2,3,7 trisubstituted quinazoline derivatives and targeting EGFR-tyrosine kinase by rational approach:1st Cancer Update Bioorg Med Chem Lett 14 3385-3388
  • [10] Foote K(2011)6-Arylamino-7-chloro-quinazoline-5,8-diones as novel cytotoxic and DNA topoisomerase inhibitory agents Bioorg Med Chem 19 2797-2807
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