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Nitric oxide inhibitory activity and antioxidant evaluations of 2-benzoyl-6-benzylidenecyclohexanone analogs, a novel series of curcuminoid and diarylpentanoid derivatives

Leong, Sze Wei and Mohd Faudzi, Siti Munirah Mohd Faudzi and Abas, Faridah and Mohd Aluwi, Mohd Fadhlizil Fasihi and Rullah, Kamal and Lam, Kok Wai and Abdul Bahari, Mohd Nazri and Ahmad, Syahida and Tham, Chau Ling and Shaari, Khozirah and Lajis, Nordin H. (2015) Nitric oxide inhibitory activity and antioxidant evaluations of 2-benzoyl-6-benzylidenecyclohexanone analogs, a novel series of curcuminoid and diarylpentanoid derivatives. Bioorganic & Medicinal Chemistry Letters, 25 (16). pp. 3330-3337. ISSN 0960-894X

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Abstract

A series of twenty-four 2-benzoyl-6-benzylidenecyclohexanone analogs were synthesized and evaluated for their nitric oxide inhibition and antioxidant activity. Six compounds (3, 8, 10, 17, 18 and 19) were found to exhibit significant NO inhibitory activity in LPS/IFN-induced RAW 264.7 macrophages, of which compound 10 demonstrated the highest activity with the IC50 value of 4.2 ± 0.2 lM. Furthermore, two compounds (10 and 17) displayed antioxidant activity upon both the DPPH scavenging and FRAP analyses. However, none of the 2-benzoyl-6-benzylidenecyclohexanone analogs significantly scavenged NO radical. Structure-activity comparison suggested that 3,4-dihydroxylphenyl ring is crucial for bioactivities of the 2-benzoyl-6-benzylidenecyclohexanone analogs. The results from this study and the reports from previous studies indicated that compound 10 could be a candidate for further investigation on its potential as a new anti-inflammatory agent

Item Type: Article (Journal)
Additional Information: 9020/73756
Uncontrolled Keywords: Anti-inflammatory, Antioxidant, 2-Benzoyl-6-benzylidenecyclohexanone, RAW 264.7, Stability
Subjects: R Medicine > RS Pharmacy and materia medica > RS403 Materia Medica-Pharmaceutical Chemistry
Kulliyyahs/Centres/Divisions/Institutes (Can select more than one option. Press CONTROL button): Kulliyyah of Pharmacy
Depositing User: Dr Kamal Rullah
Date Deposited: 17 Sep 2019 16:03
Last Modified: 17 Sep 2019 16:03
URI: http://irep.iium.edu.my/id/eprint/73756

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