Computational Analysis of a Series of Chlorinated Chalcone Derivatives

• 作者: Bradley O. Ashburn
• 来源期刊: 计算化学(英文)
• 学科: 化学
• 关键词: DENSITY FUNCTIONAL THEORY COMPUTATIONAL Analysis IN-SILICO CHALCONE
• 年，卷（期）: 2019,（4）
• 页码范围: 106-120
• 页数: 15页
• 分类号: O62

摘要

A systematic conceptual density functional theory (DFT) analysis was performed on a series of chlorinated chalcones to study the effect of electron distribution on antimicrobial activity. In our previous work, a series of 16 chlorinated chalcones were synthesized to determine the antimicrobial effects of varying the location of the halogen substituent on each aromatic ring of the chalcone. Herein is reported a DFT investigation of those 16 chalcones and a comparison of quantum chemical properties to their antimicrobial activity. DFT global chemical reactivity descriptors (chemical hardness/softness, chemical potential/electronegativity, and electrophilicity) and local reactivity descriptors (Fukui functions and dual descriptor) were calculated for all compounds using Spartan’18 software. All calculations were carried out at the B3LYP/6-31G* level of theory. Reactivity analysis of the Fukui dual descriptor calculations reveals sites of nucleophilic and electrophilic attack. These in-silico results provide a foundation for further synthetic optimization of the chalcone skeleton to serve as novel antimicrobial agents.