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Molecular docking and adme profiling of xanthorrhizol derivatives as hyaluronidase inhibitors

Tengku Nazmi, Tengku Kamilah and Aminudin, Nurul Iman and Hamzah, Nurasyikin (2022) Molecular docking and adme profiling of xanthorrhizol derivatives as hyaluronidase inhibitors. Malaysian Journal of Chemistry, 24 (2). pp. 120-130. ISSN 1511-2292 E-ISSN 2550-1658

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Hyaluronidase (Hyal) enzyme is a potential biological target for the development of anti-inflammatory agents. Xanthorrhizol, a bisabolene sesquiterpenoid isolated from Curcuma xanthorrhiza has been reported to show anti-inflammatory activity against cyclooxygenase (COX), inducible nitric oxide synthase (iNOS), and interleukins (IL). However, the activity of xanthorrhizol as a Hyal inhibitor has not been exploited. In this study, a total of 26 xanthorrhizol derivatives with structural modifications at the R1 - R4 scaffold were chosen. Molecular docking was performed to virtually screen their structure-activity relationships towards Hyal, while ADME prediction was done to predict their pharmacokinetic profiles. All derivatives bound to the active site of Hyal1 with binding energies ranging from -5.7 kcal/mol to -8.5 kcal/mol. Derivatives 24 and 14 with a benzyloxy moiety at position R1 and polar moieties at positions R3 and R4 showed lower binding energies (-8.3, and -7.9 kcal/mol, respectively) compared to apigenin, 28 (-7.9 kcal/mol) and xanthorrhizol, 1 (-6.5 kcal/mol). These derivatives also fulfilled all ADME and drug-likeness properties, indicating they were potential Hyal inhibitors. Through this work, the activity of xanthorrhizol derivatives against Hyal1 may be predicted and screened as a basis for future modifications of xanthorrhizol to create a potential Hyal inhibitor.

Item Type: Article (Journal)
Uncontrolled Keywords: Xanthorrhizol; hyaluronidase; Molecular Docking; ADME Profile
Subjects: Q Science > QD Chemistry
Kulliyyahs/Centres/Divisions/Institutes (Can select more than one option. Press CONTROL button): Kulliyyah of Science > Department of Chemistry
Kulliyyah of Science
Depositing User: Dr Nurul Iman Aminudin
Date Deposited: 05 Jul 2022 14:25
Last Modified: 05 Jul 2022 14:42
URI: http://irep.iium.edu.my/id/eprint/98684

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