Cargando…
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...
Autores principales: | , , , , , , , |
---|---|
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 |
_version_ | 1785029256620802048 |
---|---|
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. |
format | Online Article Text |
id | pubmed-10120854 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT shahnisarzamin bioorientedsynthesisofibuprofenderivativesforenhancementefficacyinpostoperativeandchronicinflammatorypainmodels AT avulasatyakumar bioorientedsynthesisofibuprofenderivativesforenhancementefficacyinpostoperativeandchronicinflammatorypainmodels AT karimnasiara bioorientedsynthesisofibuprofenderivativesforenhancementefficacyinpostoperativeandchronicinflammatorypainmodels AT islamnazarul bioorientedsynthesisofibuprofenderivativesforenhancementefficacyinpostoperativeandchronicinflammatorypainmodels AT elsaberbatihagaber bioorientedsynthesisofibuprofenderivativesforenhancementefficacyinpostoperativeandchronicinflammatorypainmodels AT muhsinahabdullatifbin bioorientedsynthesisofibuprofenderivativesforenhancementefficacyinpostoperativeandchronicinflammatorypainmodels AT khanajmal bioorientedsynthesisofibuprofenderivativesforenhancementefficacyinpostoperativeandchronicinflammatorypainmodels AT alharrasiahmed bioorientedsynthesisofibuprofenderivativesforenhancementefficacyinpostoperativeandchronicinflammatorypainmodels |