Suppression of PGE2 production via disruption of MAPK phosphorylation by unsymmetrical dicarbonyl curcumin derivatives

Curcumin is an important molecule found in turmeric plants and has been reported to exhibit some profound anti-inflammatory activities by interacting with several important molecular targets found in the mitogenactivated protein kinase and NF-κβ pathways. As part of our continuing effort to search f...

Full description

Bibliographic Details
Main Authors: Mohd Aluwi, Mohd Fadhlizil Fasihi, Rullah, Kamal, Haque, Md. Areeful, Yamin, Bohari M., Ahmad, Waqas, Amjad, Muhammad Wahab, Leong, Sze Wei, Fahmizar, Nurul Amira, Jalil, Juriyati, Abas, Faridah, Ismail, Nor Hadiani, Jantan, Ibrahim, Lam, Kok Wai
Format: Article
Language:English
English
Published: SpringerLink 2017
Subjects:
Online Access:http://irep.iium.edu.my/74211/
http://irep.iium.edu.my/74211/7/74211%20Suppression%20of%20PGE.pdf
http://irep.iium.edu.my/74211/13/74211_Scopus_Suppression%20of%20PGE2%20production%20via%20disruption.pdf
_version_ 1848787927803363328
author Mohd Aluwi, Mohd Fadhlizil Fasihi
Rullah, Kamal
Haque, Md. Areeful
Yamin, Bohari M.
Ahmad, Waqas
Amjad, Muhammad Wahab
Leong, Sze Wei
Fahmizar, Nurul Amira
Jalil, Juriyati
Abas, Faridah
Ismail, Nor Hadiani
Jantan, Ibrahim
Lam, Kok Wai
author_facet Mohd Aluwi, Mohd Fadhlizil Fasihi
Rullah, Kamal
Haque, Md. Areeful
Yamin, Bohari M.
Ahmad, Waqas
Amjad, Muhammad Wahab
Leong, Sze Wei
Fahmizar, Nurul Amira
Jalil, Juriyati
Abas, Faridah
Ismail, Nor Hadiani
Jantan, Ibrahim
Lam, Kok Wai
author_sort Mohd Aluwi, Mohd Fadhlizil Fasihi
building IIUM Repository
collection Online Access
description Curcumin is an important molecule found in turmeric plants and has been reported to exhibit some profound anti-inflammatory activities by interacting with several important molecular targets found in the mitogenactivated protein kinase and NF-κβ pathways. As part of our continuing effort to search for new anti-inflammatory agents with better in vitro and in vivo efficacies, we have synthesized a series of new unsymmetrical dicarbonyl curcumin derivatives and tested their effects on prostaglandin E2 secretion level in interferon-γ/lipopolysaccharide-activated macrophage cells. Among those, five compounds exhibited remarkable suppression on prostaglandin E2 production with IC50 values ranging from 0.87 to 18.41 μM. The most potent compound 17f was found to down-regulate the expression of cyclooxygenase-2 mRNA suggesting that this series of compounds could possibly target the mitogenactivated protein kinase signal transduction pathway. Whilst the compound did not affect the expression of the conventional mitogen-activated protein kinases, the results suggest that it could disrupt the phosphorylation and activation of the proteins particularly the c-Jun N-terminal kinases. Finally, the binding interactions were examined using the molecular docking and dynamics simulation approaches.
first_indexed 2025-11-14T17:32:43Z
format Article
id iium-74211
institution International Islamic University Malaysia
institution_category Local University
language English
English
last_indexed 2025-11-14T17:32:43Z
publishDate 2017
publisher SpringerLink
recordtype eprints
repository_type Digital Repository
spelling iium-742112023-09-13T03:09:39Z http://irep.iium.edu.my/74211/ Suppression of PGE2 production via disruption of MAPK phosphorylation by unsymmetrical dicarbonyl curcumin derivatives Mohd Aluwi, Mohd Fadhlizil Fasihi Rullah, Kamal Haque, Md. Areeful Yamin, Bohari M. Ahmad, Waqas Amjad, Muhammad Wahab Leong, Sze Wei Fahmizar, Nurul Amira Jalil, Juriyati Abas, Faridah Ismail, Nor Hadiani Jantan, Ibrahim Lam, Kok Wai RS403 Materia Medica-Pharmaceutical Chemistry Curcumin is an important molecule found in turmeric plants and has been reported to exhibit some profound anti-inflammatory activities by interacting with several important molecular targets found in the mitogenactivated protein kinase and NF-κβ pathways. As part of our continuing effort to search for new anti-inflammatory agents with better in vitro and in vivo efficacies, we have synthesized a series of new unsymmetrical dicarbonyl curcumin derivatives and tested their effects on prostaglandin E2 secretion level in interferon-γ/lipopolysaccharide-activated macrophage cells. Among those, five compounds exhibited remarkable suppression on prostaglandin E2 production with IC50 values ranging from 0.87 to 18.41 μM. The most potent compound 17f was found to down-regulate the expression of cyclooxygenase-2 mRNA suggesting that this series of compounds could possibly target the mitogenactivated protein kinase signal transduction pathway. Whilst the compound did not affect the expression of the conventional mitogen-activated protein kinases, the results suggest that it could disrupt the phosphorylation and activation of the proteins particularly the c-Jun N-terminal kinases. Finally, the binding interactions were examined using the molecular docking and dynamics simulation approaches. SpringerLink 2017-12 Article PeerReviewed application/pdf en http://irep.iium.edu.my/74211/7/74211%20Suppression%20of%20PGE.pdf application/pdf en http://irep.iium.edu.my/74211/13/74211_Scopus_Suppression%20of%20PGE2%20production%20via%20disruption.pdf Mohd Aluwi, Mohd Fadhlizil Fasihi and Rullah, Kamal and Haque, Md. Areeful and Yamin, Bohari M. and Ahmad, Waqas and Amjad, Muhammad Wahab and Leong, Sze Wei and Fahmizar, Nurul Amira and Jalil, Juriyati and Abas, Faridah and Ismail, Nor Hadiani and Jantan, Ibrahim and Lam, Kok Wai (2017) Suppression of PGE2 production via disruption of MAPK phosphorylation by unsymmetrical dicarbonyl curcumin derivatives. Medicinal Chemistry Research, 26 (12). pp. 3323-3335. ISSN 1054-2523 E-ISSN 1554-8120 https://link.springer.com/article/10.1007/s00044-017-2025-4 10.1007/s00044-017-2025-4
spellingShingle RS403 Materia Medica-Pharmaceutical Chemistry
Mohd Aluwi, Mohd Fadhlizil Fasihi
Rullah, Kamal
Haque, Md. Areeful
Yamin, Bohari M.
Ahmad, Waqas
Amjad, Muhammad Wahab
Leong, Sze Wei
Fahmizar, Nurul Amira
Jalil, Juriyati
Abas, Faridah
Ismail, Nor Hadiani
Jantan, Ibrahim
Lam, Kok Wai
Suppression of PGE2 production via disruption of MAPK phosphorylation by unsymmetrical dicarbonyl curcumin derivatives
title Suppression of PGE2 production via disruption of MAPK phosphorylation by unsymmetrical dicarbonyl curcumin derivatives
title_full Suppression of PGE2 production via disruption of MAPK phosphorylation by unsymmetrical dicarbonyl curcumin derivatives
title_fullStr Suppression of PGE2 production via disruption of MAPK phosphorylation by unsymmetrical dicarbonyl curcumin derivatives
title_full_unstemmed Suppression of PGE2 production via disruption of MAPK phosphorylation by unsymmetrical dicarbonyl curcumin derivatives
title_short Suppression of PGE2 production via disruption of MAPK phosphorylation by unsymmetrical dicarbonyl curcumin derivatives
title_sort suppression of pge2 production via disruption of mapk phosphorylation by unsymmetrical dicarbonyl curcumin derivatives
topic RS403 Materia Medica-Pharmaceutical Chemistry
url http://irep.iium.edu.my/74211/
http://irep.iium.edu.my/74211/
http://irep.iium.edu.my/74211/
http://irep.iium.edu.my/74211/7/74211%20Suppression%20of%20PGE.pdf
http://irep.iium.edu.my/74211/13/74211_Scopus_Suppression%20of%20PGE2%20production%20via%20disruption.pdf