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Research Journal of Pharmacy and Technology
Year : 2020, Volume : 13, Issue : 10
First page : ( 4829) Last page : ( 4835)
Print ISSN : 0974-3618. Online ISSN : 0974-360X.
Article DOI : 10.5958/0974-360X.2020.00850.1

Quantitative structure activity relationship (qsar) study and biological evaluation on mono-ketone analogs of curcumin as antioxidant

Wijianto Bambang13, Ritmaleni1*, Purnomo Hari1, Nurrochmad Arief2

1Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Universitas Gadjah Mada, Yogyakarta, Indonesia

2Department of Pharmacology, Faculty of Pharmacy, Universitas Gadjah Mada, Yogyakarta, Indonesia

3Department of Pharmaceutical Chemistry, Faculty of Medicine, Universitas Tanjungpura, Pontianak, Indonesia

*Corresponding Author E-mail: ritmaleni@ugm.ac.id

Online published on 28 October, 2020.

Abstract

The objective of this study was to design new mono-ketone analogs of curcumin and determine its lipid peroxidation inhibition. Molecular modeling studies were carried out by using the semi-empirical quantum chemical algorithm AM-1 method in MOE 2018.01.01 software. Build QSAR was used to generate an equation model that will be used to design new mono-ketone analogs of curcumin. Synthesis of new compounds produced from an aldol condensation reaction. Thiobarbituric acid reactive substance (TBARS) method was used to determine antioxidant activity by measuring lipid peroxide concentration. Promising predictions values of lipid peroxidation the QSAR study obtained inhibitory activity. The in vitro lipid peroxidation inhibition of 2,6-bis-(3’-ethoxy, 4’-hydroxybenzylidene)-cyclohexanone; 2,6-bis-(3’-Bromo,4’-methoxybenzylidene)-cyclohexanone; and 2,6-bis-(3’,4’-dimethoxybenzylidene)-cyclohexanone indicates good inhibitory with IC50 values of 2.95; 0.95; and 2.45μM respectively. The new mono-ketone analogs of curcumin compound from the QSAR study has been shown to have antioxidant activity by inhibiting lipid peroxidation by scavenging free radicals.

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Keywords

QSAR, Mono-ketone analogs of curcumin, Antioxidant, Lipid peroxidation inhibition.

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