Potent melanogenesis inhibition by friedelin isolated from Hibiscus tiliaceus leaves

Lim, Win Yee and Chan, Eric Wei Chiang and Phan, Chia Wei and Wong, Chen Wai (2022) Potent melanogenesis inhibition by friedelin isolated from Hibiscus tiliaceus leaves. European Journal of Integrative Medicine, 55. ISSN 1876-3820, DOI https://doi.org/10.1016/j.eujim.2022.102181.

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Hibiscus tiliaceus is a semi-mangrove that has attracted much interest for its terpenoids and bioactive properties. Despite the interest, relatively few studies have linked the bioactive properties with specific compounds. The aim of the present study was to isolate the active component from H. tiliaceus leaves and determine the effects of the sample matrix on its tyrosinase and melanogenesis inhibition properties. Findings would be supported by molecular docking. Method: The present study involved bioactive guided isolation and intracellular melanogenesis is a follow-up to our earlier work reporting that the dichloromethane leaf extract (DE) of H. tiliaceus which has high in vitro tyrosinase inhibition using dopachrome assay compared to other coastal plants. Results: When tested on B16F1 melanoma cells, H. tiliaceus DE is suitable for tyrosinase and melanogenesis inhibition. After the isolation on a Diaion HP-20 column, tyrosinase inhibition was increased to 82.18 +/- 4.51% as compared to the negative control when 0.25 mu g/mL was applied. This was an increase from 53.03 +/- 2.48% inhibition exhibited by the previous fraction. Similarly, melanogenesis inhibition increased by 5 to 8 times after isolation with inhibition of intra-and extra-cellular melanogenesis at 58.42 +/- 0.31% and 46.65 +/- 0.85% relative to the negative control, respectively. Friedelin was identified as the major component of the isolated extract. The computational molecular docking performed indicated the binding of friedelin to the allosteric site of tyrosinase. Conclusion: This is the first report of friedelin inhibiting tyrosinase in vitro and melanogenesis in cells. This is also the first report of synergy between friedelin and minor compounds from the same fraction. As a complement, GC-MS analysis also showed 12 compounds that were reported in H. tiliaceus for the first time. Friedelin has the potential to be formulated into a topical skin whitening product.

Item Type: Article
Funders: Ministry of Higher Education (MOHE) Malaysia under 1Fundamental Research Grant Scheme [FRGS/1/2018/TK10/UCSI/02/1]
Uncontrolled Keywords: Hibiscus tiliaceus; Friedelin; Tyrosinase; Melanogenesis inhibition; Bioactive compounds; Isolation
Subjects: R Medicine
Divisions: Faculty of Pharmacy
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 11 Sep 2023 07:32
Last Modified: 11 Sep 2023 07:32
URI: http://eprints.um.edu.my/id/eprint/41160

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