Bulletin of the Korean Chemical Society

  • 제34권8호
  • /
  • Pages.2387-2393
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  • 2013
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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3D-QSAR and Molecular Docking Studies on Benzotriazoles as Antiproliferative Agents and Histone Deacetylase Inhibitors

  • Li, Xiaolin (State Key Laboratory of Pollution Control and Resource Reuse, School of the Environment, Nanjing University) ;
  • Fu, Jie (State Key Laboratory of Pollution Control and Resource Reuse, School of the Environment, Nanjing University) ;
  • Shi, Wei (State Key Laboratory of Pollution Control and Resource Reuse, School of the Environment, Nanjing University) ;
  • Luo, Yin (State Key Laboratory of Pharmaceutical Biotechnology, School of Life Sciences, Nanjing University) ;
  • Zhang, Xiaowei (State Key Laboratory of Pollution Control and Resource Reuse, School of the Environment, Nanjing University) ;
  • Zhu, Hailiang (State Key Laboratory of Pharmaceutical Biotechnology, School of Life Sciences, Nanjing University) ;
  • Yu, Hongxia (State Key Laboratory of Pollution Control and Resource Reuse, School of the Environment, Nanjing University)
  • 투고 : 2013.04.15
  • 심사 : 2013.05.16
  • 발행 : 2013.08.20
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초록

Benzotriazole is an important synthetic auxiliary for potential clinical applications. A series of benzotriazoles as potential antiproliferative agents by inhibiting histone deacetylase (HDAC) were recently reported. Three-dimensional quantitative structure-activity relationship (3D-QSAR), including comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA), were performed to elucidate the 3D structural features required for the antiproliferative activity. The results of both ligand-based CoMFA model ($q^2=0.647$, $r^2=0.968$, ${r^2}_{pred}=0.687$) and CoMSIA model ($q^2=0.685$, $r^2=0.928$, ${r^2}_{pred}=0.555$) demonstrated the highly statistical significance and good predictive ability. The results generated from CoMFA and CoMSIA provided important information about the structural characteristics influence inhibitory potency. In addition, docking analysis was applied to clarify the binding modes between the ligands and the receptor HDAC. The information obtained from this study could provide some instructions for the further development of potent antiproliferative agents and HDAC inhibitors.

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피인용 문헌

  1. Benzotriazole: An overview on its versatile biological behavior vol.97, pp.None, 2013, https://doi.org/10.1016/j.ejmech.2014.09.089