Structural, Spectral, Molecular Docking, and Molecular Dynamics Simulations of Phenylthiophene-2-Carboxylate Compounds as Potential Anticancer Agents

被引:36
作者
Vennila, P. [1 ]
Al-Otaibi, Jamelah S. [2 ]
Venkatesh, G. [3 ,6 ]
Mary, Y. Sheena
Raj, V. [4 ]
Acharjee, Nivedita [5 ]
Tamilselvi, P. [3 ]
机构
[1] Thiruvalluvar Govt Arts Coll, Dept Chem, Rasipuram, India
[2] Princess Nourah Bint Abdulrahman Univ, Coll Sci, Dept Chem, Riyadh, Saudi Arabia
[3] Muthayammal Mem Coll Arts & Sci, Dept Chem, Rasipuram, India
[4] Periyar Univ, Dept Chem, Salem, India
[5] Durgapur Govt Coll, Dept Chem, Paschim Bardhaman, India
[6] MMCAS, Dept Chem, Rasipuram 637408, India
关键词
Vibrational spectroscopy; DFT calculations; ELF; chemical reactivity; molecular docking; molecular dynamics simulations; ELECTRON LOCALIZATION; TOOL; DFT; CLASSIFICATION; DERIVATIVES;
D O I
10.1080/10406638.2023.2172052
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Important biological compounds, namely, methyl 3-amino-4-(4-bromophenyl)thiophene-2-carboxylate (BPTC) and methyl 3-amino-4-(4-chlorophenyl)thiophene-2-carboxylate (CPTC), were characterized using complementary techniques of Fourier transform infrared (FT-IR), Raman spectroscopy. Nuclear magnetic resonance spectroscopy (NMR) confirmed the structural features, while Ultra Violet-Visible Spectroscopy was used to investigate the electronic properties of both compounds. The quantum chemical calculations for both compounds were performed using the DFT/B3LYP functional with the 6-311++G(d,p) basis set. This study computes electrostatic potential observation, electron localization function (ELF) assessment, and atoms-in-molecules (AIM) analysis. In the present investigation, the global hardness, chemical softness, electrophilicity, nucleophilicity indices, and dipole moment of both compounds were calculated. In addition, a molecular docking analysis was conducted to determine the binding potential of target molecules with protein tyrosine phosphatase. A 200-ns molecular dynamics (MDs) simulation had been performed to assess the compound's binding stability.
引用
收藏
页码:238 / 260
页数:23
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