Tyrosinase Inhibitory Activity of S-Naproxen Derivatives

Author(s): Ghulam Mohiuddin, Khalid Mohammed Khan*, Uzma Salar, Kanwal, Muhammad Arif Lodhi, Farida Begum, Shahnaz Perveen.

Journal Name: Letters in Drug Design & Discovery

Volume 16 , Issue 11 , 2019

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Graphical Abstract:


Background: Tyrosinase enzyme is one of the important targets to reduce melanoma and other skin disorders. Standard inhibitors of tyrosinase enzyme including arbutin and kojic acid are less effective. Some NSAIDs such as acetylsalicylic acid, mefanamic acid, and diclofenac are known to possess inhibitory potential against melanogenesis. The current study deals with the screening of tyrosinase inhibitory potential of S-naproxen derivatives.

Methods: Synthetic S-naproxen derivatives 1-33 were evaluated for tyrosinase inhibitory activity in vitro.

Results: Six compounds 2, 8, 9, 20, 21, and 29 showed good to moderate activity in the range of (IC50 = 21.05 ± 0.9-53.22 ± 0.7 µM) as compared to the standard kojic acid (IC50 = 16.9 ± 1.3 µM). Compound 9 (IC50 = 21.05 ± 0.9 µM) was found to be significantly active and showed activity close to the standard. Compounds 2 (IC50 = 33.23 ± 1.1 µM), 8 (IC50 = 42.10 ± 1.0 µM), 20 (IC50 = 35.40 ± 0.4 µM), 21 (IC50 = 41.01 ± 0.6 µM), and 29 (IC50 = 53.22 ± 0.7 µM) were found to be moderately active. Structure-activity relationship (SAR) was rationalized on the basis of different substituents and functionalities present on the main scaffold.

Conclusion: This study has identified a number of compounds derived from S-naproxen with comparable tyrosinase inhibitory activity.

Keywords: S-Naproxen, hydrazide, oxadiazole, schiff base, sulfonamide, tyrosinase inhibition, in vitro, structure-activity relationship.

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Year: 2019
Page: [1276 - 1285]
Pages: 10
DOI: 10.2174/1570180816666190611162355
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