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Bio-oriented synthesis of ibuprofen derivatives for enhancement efficacy in post-operative and chronic inflammatory pain models

The discovery of post-operative, chronic inflammatory pain and any gastroulcerogenic potential using well-established animal models in vivo with new structures, high efficiency, broad-spectrum, and low toxicity has been the focus of medicinal chemists. In the present article, we are reporting the de...

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Autores principales: Shah, Nisar Zamin, Avula, Satya Kumar, Karim, Nasiara, Islam, Nazar Ul, El-Saber Batiha, Gaber, Muhsinah, Abdullatif Bin, Khan, Ajmal, Al-Harrasi, Ahmed
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10120854/
https://www.ncbi.nlm.nih.gov/pubmed/37091596
http://dx.doi.org/10.1039/d3ra01385e
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author Shah, Nisar Zamin
Avula, Satya Kumar
Karim, Nasiara
Islam, Nazar Ul
El-Saber Batiha, Gaber
Muhsinah, Abdullatif Bin
Khan, Ajmal
Al-Harrasi, Ahmed
author_facet Shah, Nisar Zamin
Avula, Satya Kumar
Karim, Nasiara
Islam, Nazar Ul
El-Saber Batiha, Gaber
Muhsinah, Abdullatif Bin
Khan, Ajmal
Al-Harrasi, Ahmed
author_sort Shah, Nisar Zamin
collection PubMed
description The discovery of post-operative, chronic inflammatory pain and any gastroulcerogenic potential using well-established animal models in vivo with new structures, high efficiency, broad-spectrum, and low toxicity has been the focus of medicinal chemists. In the present article, we are reporting the design and synthesis of various derivatives of ibuprofen by modifying the carboxyl group of ibuprofen using three steps reactions; esterification under microwave-irradiation in 10 minutes, hydrazide formation, and finally schiff's base reaction. Microwave-assisted esterification reaction can be employed to quickly explore and increase molecular diversity in synthetic chemistry. All of the newly synthesized compounds (NS1–NS4) were characterized by (1)H-, (13)C-NMR, and HR-ESI-MS spectroscopy and evaluated for post-operative, chronic inflammatory pain and any gastroulcerogenic potential using well-established animal models in vivo. The synthesized compounds at the tested doses of 100 and 150 mg kg(−1) significantly attenuated the incisional-injury induced post-operative pain like condition and, also inhibited the phologistic agent induced inflammatory responses in both the acute and chronic testing paradigms. The gastric histological and biochemical parameters exhibited that the synthesized compounds were devoid of any ulcerogenic potential in comparison to aspirin and ibuprofen. These findings concluded that the synthesized ibuprofen derivatives exhibited profound analgesic, anti-inflammatory properties with reduced ulcerogenic potential and might be considered as effective therapeutic agents to treat pathological conditions associated with pain and inflammation.
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spelling pubmed-101208542023-04-22 Bio-oriented synthesis of ibuprofen derivatives for enhancement efficacy in post-operative and chronic inflammatory pain models Shah, Nisar Zamin Avula, Satya Kumar Karim, Nasiara Islam, Nazar Ul El-Saber Batiha, Gaber Muhsinah, Abdullatif Bin Khan, Ajmal Al-Harrasi, Ahmed RSC Adv Chemistry The discovery of post-operative, chronic inflammatory pain and any gastroulcerogenic potential using well-established animal models in vivo with new structures, high efficiency, broad-spectrum, and low toxicity has been the focus of medicinal chemists. In the present article, we are reporting the design and synthesis of various derivatives of ibuprofen by modifying the carboxyl group of ibuprofen using three steps reactions; esterification under microwave-irradiation in 10 minutes, hydrazide formation, and finally schiff's base reaction. Microwave-assisted esterification reaction can be employed to quickly explore and increase molecular diversity in synthetic chemistry. All of the newly synthesized compounds (NS1–NS4) were characterized by (1)H-, (13)C-NMR, and HR-ESI-MS spectroscopy and evaluated for post-operative, chronic inflammatory pain and any gastroulcerogenic potential using well-established animal models in vivo. The synthesized compounds at the tested doses of 100 and 150 mg kg(−1) significantly attenuated the incisional-injury induced post-operative pain like condition and, also inhibited the phologistic agent induced inflammatory responses in both the acute and chronic testing paradigms. The gastric histological and biochemical parameters exhibited that the synthesized compounds were devoid of any ulcerogenic potential in comparison to aspirin and ibuprofen. These findings concluded that the synthesized ibuprofen derivatives exhibited profound analgesic, anti-inflammatory properties with reduced ulcerogenic potential and might be considered as effective therapeutic agents to treat pathological conditions associated with pain and inflammation. The Royal Society of Chemistry 2023-04-21 /pmc/articles/PMC10120854/ /pubmed/37091596 http://dx.doi.org/10.1039/d3ra01385e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Shah, Nisar Zamin
Avula, Satya Kumar
Karim, Nasiara
Islam, Nazar Ul
El-Saber Batiha, Gaber
Muhsinah, Abdullatif Bin
Khan, Ajmal
Al-Harrasi, Ahmed
Bio-oriented synthesis of ibuprofen derivatives for enhancement efficacy in post-operative and chronic inflammatory pain models
title Bio-oriented synthesis of ibuprofen derivatives for enhancement efficacy in post-operative and chronic inflammatory pain models
title_full Bio-oriented synthesis of ibuprofen derivatives for enhancement efficacy in post-operative and chronic inflammatory pain models
title_fullStr Bio-oriented synthesis of ibuprofen derivatives for enhancement efficacy in post-operative and chronic inflammatory pain models
title_full_unstemmed Bio-oriented synthesis of ibuprofen derivatives for enhancement efficacy in post-operative and chronic inflammatory pain models
title_short Bio-oriented synthesis of ibuprofen derivatives for enhancement efficacy in post-operative and chronic inflammatory pain models
title_sort bio-oriented synthesis of ibuprofen derivatives for enhancement efficacy in post-operative and chronic inflammatory pain models
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10120854/
https://www.ncbi.nlm.nih.gov/pubmed/37091596
http://dx.doi.org/10.1039/d3ra01385e
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