Mechanism of IBU damage induced by hydroxyl free radicals extracting P-isopropyl phenyl-H in water/liquid phase environment

LI Bing; ZHUANG Yan; WU Zihao; MA Hongyuan; PAN Yu; MEI Zemin; WANG Zuocheng

doi:10.13471/j.cnki.acta.snus.2019.12.11.2019C013

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Mechanism of IBU damage induced by hydroxyl free radicals extracting P-isopropyl phenyl-H in water/liquid phase environment

Research articles | 更新时间：2023-11-01

- Mechanism of IBU damage induced by hydroxyl free radicals extracting P-isopropyl phenyl-H in water/liquid phase environment
- Acta Scientiarum Naturalium Universitatis Sunyatseni Vol. 59, Issue 4, Pages: 24-32(2020)
- 作者机构：
  
  1.白城师范学院机械工程学院，吉林白城 137000
  2.白城师范学院计算机科学学院，吉林白城 137000
  3.中山大学环境学院，广东广州 510257
  4.白城师范学院物理学院，吉林白城137000
- 作者简介：
- 基金信息：
- DOI：10.13471/j.cnki.acta.snus.2019.12.11.2019C013
  CLC： O641.12
- Published：20 July 2020，
  
  Received：11 December 2019，
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李冰,庄严,吴梓昊等.水液相环境下羟自由基抽对异丙基苯基氢诱导布洛芬损伤的机理[J].中山大学学报(自然科学版),2020,59(04):24-32.

LI Bing,ZHUANG Yan,WU Zihao,et al.Mechanism of IBU damage induced by hydroxyl free radicals extracting P-isopropyl phenyl-H in water/liquid phase environment[J].Acta Scientiarum Naturalium Universitatis Sunyatseni,2020,59(04):24-32.
李冰,庄严,吴梓昊等.水液相环境下羟自由基抽对异丙基苯基氢诱导布洛芬损伤的机理[J].中山大学学报(自然科学版),2020,59(04):24-32. DOI： 10.13471/j.cnki.acta.snus.2019.12.11.2019C013.

LI Bing,ZHUANG Yan,WU Zihao,et al.Mechanism of IBU damage induced by hydroxyl free radicals extracting P-isopropyl phenyl-H in water/liquid phase environment[J].Acta Scientiarum Naturalium Universitatis Sunyatseni,2020,59(04):24-32. DOI： 10.13471/j.cnki.acta.snus.2019.12.11.2019C013.

摘要

采用密度泛函理论色散校正的WB97X-D方法和微扰理论的MP2方法，结合自洽反应场理论的SMD模型方法，对标题反应进行了研究。研究发现：羟自由基抽取苯环、亚甲基及次甲基上的氢原子均可诱导布洛芬分子损伤。势能面计算表明：羟自由基抽取苯环上不同位置的氢原子的能垒基本相同，大约为123.0 kJ/mol，损伤的布洛芬分子可以修复；羟自由基抽取亚甲基上不同位置的氢原子的能垒也基本相同，大约为100.0 kJ/mol，损伤的布洛芬分子较难修复；羟自由基抽取次甲基的氢原子的能垒是68.4 kJ/mol，损伤的布洛芬分子不能修复。结果表明，羟自由基抽取次甲基的氢原子诱导布洛芬分子损伤的反应具有绝对优势。

Abstract

The title reaction was investigated in this paper. The dispersion corrected density functional method (WB97X-D) was applied

together with perturbation theory (MP2 method) and solvation model density (SMD) model based on self consistent reaction field theory. The study showed that benzene ring-H

methylene-H and methenyl-H abstraction by hydroxyl radicals can all induce ibuprofen molecule damage. The calculation of potential energy surface showed that the energy barrier of benzene ring-H abstraction by hydroxyl radicals at different positions was nearly the same with the values of ~123.0 kJ/mol

and the damaged ibuprofen molecule could be repaired. The energy barrier of methylene-H abstraction of hydroxyl radicals at different positions was almost the same

~100.0 kJ/mol

and the damaged ibuprofen molecule was difficult to be repaired. Furthermore

the energy barrier of methenyl-H abstraction by hydroxyl radicals was 68.4 kJ/mol

and the damaged ibuprofen molecule cannot be repaired. The results showed that the reaction of ibuprofen molecule damage induced by methylene-H abstraction by hydroxyl radicals had an absolute advantage.

关键词

布洛芬损伤羟自由基密度泛函理论微扰理论能垒

Keywords

ibuprofendamagehydroxyl radicalsdensity functional theoryperturbation theoryenergy barrier

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