An article Coumaric acid derivatives as tyrosinase inhibitors: Efficacy studies through in silico, in vitro and ex vivo approaches WOS:000575792000006 published article about ANTIOXIDANT ACTIVITY; CAFFEIC ACID; MELANOGENESIS; EUGENOL; MELANIN; IMAGE; ESTER in [Varela, Marina Themoteo; Ferrarini, Marcio; Mercaldi, Vitoria Gallo; Fernandes, Joao Paulo S.] Univ Fed Sao Paulo, Inst Environm Chem & Pharmaceut Sci, Dept Pharmaceut Sci, Rua Sao Nicolau 210, BR-09913030 Diadema, SP, Brazil; [Sufi, Bianca da Silva; Padovani, Giovana; Sbrugnera Nazato, Lucas Idacir] Chemyun Quim Ltda, Res & Dev Dept, Av Independencia 1501, BR-18087101 Sorocaba, SP, Brazil in 2020.0, Cited 47.0. Product Details of 103-26-4. The Name is Methyl 3-phenyl-2-propenoate. Through research, I have a further understanding and discovery of 103-26-4
p-Coumaric acid is a known inhibitor of tyrosinase, an enzyme involved in the initial steps of the melanin synthesis in human and other species. However, its low lipophilicity impairs its penetration through skin and efficacy as antimelanogenic agent indeed. Accordingly, this paper reports the assessment of several coumaric acid derivatives as tyrosinase inhibitors and antimelanogenic agents in in vitro, in silico and ex vivo assays. The compounds were designed with modifications in the aromatic and acid moieties of p-coumaric acid, being the coumarate esters the most promising derivatives. The compounds showed higher tyrosinase inhibitory activity (pIC(50), 3.7-4.2) than the parent acid, being compounds 1d, 1e and 1f the most potent inhibitors. Docking analysis showed that these esters are competitive inhibitors per se, and act independently of a redox mechanism as suggested by DPPH assays. Moreover, the esters showed efficacy in reducing the melanin deposition in human skin fragments at 0.1% concentration, especially compound le. In summary, there is an important equilibria between tyrosinase affinity and lipophilicity that must be considered to get effective antimelanogenic agents with adequate permeability in the skin.
Product Details of 103-26-4. Welcome to talk about 103-26-4, If you have any questions, you can contact Varela, MT; Ferrarini, M; Mercaldi, VG; Sufi, BD; Padovani, G; Nazato, LIS; Fernandes, JPS or send Email.
Reference:
Article; Weng, Shiue-Shien; Ke, Chih-Shueh; Chen, Fong-Kuang; Lyu, You-Fu; Lin, Guan-Ying; Tetrahedron; vol. 67; 9; (2011); p. 1640 – 1648;,
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