Density Functional Theory Study on Chemical Reactivity of Aspirin: Substituent Effect

There is strong evidence that thrombotic and inflammatory mechanisms play a role in COVID-19 severity. COVID-19 morality may be reduced by common drugs that block these pathways, such as Aspirin. New Aspirin derivatives were suggested by functionalizing the benzene ring with acetate, amine, amide,...

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Main Authors: Halah T. Mohammed, Ahmed M. Kamil, Abbas A-Ali Drea, Hayder M. Abduljalil, Waleed K. Alkhafaje
Format: Article
Language:English
Published: University of Baghdad, College of Science for Women 2024-11-01
Series:مجلة بغداد للعلوم
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Online Access:https://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/9191
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author Halah T. Mohammed
Ahmed M. Kamil
Abbas A-Ali Drea
Hayder M. Abduljalil
Waleed K. Alkhafaje
author_facet Halah T. Mohammed
Ahmed M. Kamil
Abbas A-Ali Drea
Hayder M. Abduljalil
Waleed K. Alkhafaje
author_sort Halah T. Mohammed
collection DOAJ
description There is strong evidence that thrombotic and inflammatory mechanisms play a role in COVID-19 severity. COVID-19 morality may be reduced by common drugs that block these pathways, such as Aspirin. New Aspirin derivatives were suggested by functionalizing the benzene ring with acetate, amine, amide, and ribose at 2, 3, 4, and 5 positions. Through density functional theory (DFT) B3LYP / (6–31G), their energetic characteristics and chemical reactivity were estimated. The band gap of Aspirin is 0.199 eV, while 3-acetate Aspirin, 3-amine Aspirin, 4-amide Aspirin, and 5-ribose Aspirin have the least band gap equal to 0.187, 0.144, 0.177, and 0.162 eV, respectively. Electronegativity (χ), chemical potential (µ), hardness (η), electrophilicity index (ω), ionization potential (I), and electron affinity (A) of Aspirin are -0.166, 0.166, 0.098, -0.14, 0.265, and 0.068 eV, while for 3-amine Aspirin they are -0.130, 0.130, 0.072, -0.117, 0.202, and 0.058, respectively. On the other hand, the energy barriers of Aspirin and 3-amine Aspirin reactions with Serine are -39.286 and -152.559 Hartree, respectively. These results indicate that 3-amine Aspirin is more active than Aspirin. However, these results open the way for the development of new effective drugs for anti-inflammatory and cardiovascular diseases.
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spelling doaj-art-6e52d153360948df9dabf5109dff442a2025-08-20T02:52:16ZengUniversity of Baghdad, College of Science for Womenمجلة بغداد للعلوم2078-86652411-79862024-11-01211110.21123/bsj.2024.9191Density Functional Theory Study on Chemical Reactivity of Aspirin: Substituent EffectHalah T. Mohammed0Ahmed M. Kamil1Abbas A-Ali Drea2Hayder M. Abduljalil3Waleed K. Alkhafaje4University of Babylon, College of Science, Chemistry Department, Babylon, Iraq.Ministry of Education - Babylon Education Directorate, Babylon, Iraq.University of Babylon, College of Science, Chemistry Department, Babylon, Iraq.University of Babylon, College of Science, Physics Department, Babylon, Iraq.Anesthesia Techniques Department, Al-Mustaqbal University, Babylon, Iraq. There is strong evidence that thrombotic and inflammatory mechanisms play a role in COVID-19 severity. COVID-19 morality may be reduced by common drugs that block these pathways, such as Aspirin. New Aspirin derivatives were suggested by functionalizing the benzene ring with acetate, amine, amide, and ribose at 2, 3, 4, and 5 positions. Through density functional theory (DFT) B3LYP / (6–31G), their energetic characteristics and chemical reactivity were estimated. The band gap of Aspirin is 0.199 eV, while 3-acetate Aspirin, 3-amine Aspirin, 4-amide Aspirin, and 5-ribose Aspirin have the least band gap equal to 0.187, 0.144, 0.177, and 0.162 eV, respectively. Electronegativity (χ), chemical potential (µ), hardness (η), electrophilicity index (ω), ionization potential (I), and electron affinity (A) of Aspirin are -0.166, 0.166, 0.098, -0.14, 0.265, and 0.068 eV, while for 3-amine Aspirin they are -0.130, 0.130, 0.072, -0.117, 0.202, and 0.058, respectively. On the other hand, the energy barriers of Aspirin and 3-amine Aspirin reactions with Serine are -39.286 and -152.559 Hartree, respectively. These results indicate that 3-amine Aspirin is more active than Aspirin. However, these results open the way for the development of new effective drugs for anti-inflammatory and cardiovascular diseases. https://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/9191Aspirin, Chemical reactivity, DFT, Global index, Serine.
spellingShingle Halah T. Mohammed
Ahmed M. Kamil
Abbas A-Ali Drea
Hayder M. Abduljalil
Waleed K. Alkhafaje
Density Functional Theory Study on Chemical Reactivity of Aspirin: Substituent Effect
مجلة بغداد للعلوم
Aspirin, Chemical reactivity, DFT, Global index, Serine.
title Density Functional Theory Study on Chemical Reactivity of Aspirin: Substituent Effect
title_full Density Functional Theory Study on Chemical Reactivity of Aspirin: Substituent Effect
title_fullStr Density Functional Theory Study on Chemical Reactivity of Aspirin: Substituent Effect
title_full_unstemmed Density Functional Theory Study on Chemical Reactivity of Aspirin: Substituent Effect
title_short Density Functional Theory Study on Chemical Reactivity of Aspirin: Substituent Effect
title_sort density functional theory study on chemical reactivity of aspirin substituent effect
topic Aspirin, Chemical reactivity, DFT, Global index, Serine.
url https://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/9191
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AT abbasaalidrea densityfunctionaltheorystudyonchemicalreactivityofaspirinsubstituenteffect
AT haydermabduljalil densityfunctionaltheorystudyonchemicalreactivityofaspirinsubstituenteffect
AT waleedkalkhafaje densityfunctionaltheorystudyonchemicalreactivityofaspirinsubstituenteffect