Potent melanogenesis inhibition by friedelin isolated from Hibiscus tiliaceus leaves
Document Type
Article
Publication Date
10-1-2022
Abstract
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.
Keywords
Hibiscus tiliaceus, Friedelin, Tyrosinase, Melanogenesis inhibition, Bioactive compounds, Isolation
Divisions
pharmacy
Funders
Ministry of Higher Education (MOHE) Malaysia under 1Fundamental Research Grant Scheme [FRGS/1/2018/TK10/UCSI/02/1]
Publication Title
European Journal of Integrative Medicine
Volume
55
Publisher
Elsevier
Publisher Location
STE 800, 230 PARK AVE, NEW YORK, NY 10169 USA