In Silico Interactions of the Components from the Schinus terebinthifolius Extract with Human Tyrosinase

Julia N Bezerra; João Paulo M Spadeto; Joyce K Daré; Wanda Pereira Almeida; Matheus P Freitas; Rodrigo A Cormanich

doi:10.1002/cplu.202200109

In Silico Interactions of the Components from the Schinus terebinthifolius Extract with Human Tyrosinase

Chempluschem. 2022 Aug;87(8):e202200109. doi: 10.1002/cplu.202200109.

Authors

Julia N Bezerra¹, João Paulo M Spadeto¹, Joyce K Daré^{2

3}, Wanda Pereira Almeida⁴, Matheus P Freitas^{2

3}, Rodrigo A Cormanich¹

Affiliations

¹ University of Campinas, Institute of Chemistry, Department of Organic Chemistry, Laboratory of Experimental and Theoretical Organic Chemistry, PO Box 6154, 270 Monteiro Lobato street, 13083-970, Campinas, São Paulo, Brazil.
² Department of Chemistry, Federal University of Lavras, Campus da UFLA, Caixa-postal: 3037, 37200000, Lavras, MG, Brasil.
³ UFLA - Campus Universitario, Department of Chemistry, PO Box 3037, 37200-000, Lavras, Minas Gerais.
⁴ University of Campinas, Faculty of Pharmaceutical Sciences, 200 Cândido Portinari Street, 13083871, Campinas, São Paulo, Brazil.

PMID: 35922385
DOI: 10.1002/cplu.202200109

Abstract

The anti-tyrosinase activity of the leaf extract of Schinus terebinthifolius, also known as Brazilian peppertree, was evaluated using multiple in silico approaches, such as molecular homology, molecular docking, MM-GBSA, molecular dynamics, MM-PBSA, QSAR, and skin permeability predictions. With these computational tools, the compounds that downregulate tyrosinase enzyme activity could be evaluated, and more potent molecules could be identified. The results indicated that various compounds, especially luteolin, are accountable for the anti-tyrosinase activity of S. terebinthifolius. For cosmetic application, further studies with luteolin are especially recommended, for having presented a good performance both in theoretical inhibition (30.92 kJ mol^-1 ) and skin permeability (LogKp=-6.62 cm^-1 ).

Keywords: cosmetics; melanogenesis; molecular dynamics; natural products; tyrosinase.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anacardiaceae*
Humans
Luteolin
Molecular Docking Simulation
Monophenol Monooxygenase
Plant Extracts / pharmacology

Substances

Plant Extracts
Monophenol Monooxygenase
Luteolin