Literature DB >> 28390091

Inhibition of tyrosinase by 4H-chromene analogs: Synthesis, kinetic studies, and computational analysis.

Edikarlos M Brasil1,2, Luciana M Canavieira1, Érica T C Cardoso3, Edilene O Silva4, Jerônimo Lameira1,5, José L M Nascimento3,5, Vera L Eifler-Lima6, Barbarella M Macchi3,5, Dharmarajan Sriram7, Paul V Bernhardt2, José Rogério Araújo Silva1, Craig M Williams2, Cláudio N Alves1,5.   

Abstract

Inhibition of mushroom tyrosinase was observed with synthetic dihydropyrano[3,2-b]chromenediones. Among them, DHPC04 displayed the most potent tyrosinase inhibitory activity with a Ki value of 4 μm, comparable to the reference standard inhibitor kojic acid. A kinetic study suggested that these synthetic heterocyclic compounds behave as competitive inhibitors for the L-DOPA binding site of the enzyme. Furthermore, molecular modeling provided important insight into the mechanism of binding interactions with the tyrosinase copper active site.
© 2017 John Wiley & Sons A/S.

Entities:  

Keywords:  inhibitor; kinetic assays; kojic acid; molecular modeling; multicomponent reaction; tyrosinase

Mesh：

Substances：

Year:  2017        PMID： 28390091     DOI： 10.1111/cbdd.13001

Source DB:  PubMed          Journal:  Chem Biol Drug Des        ISSN： 1747-0277            Impact factor:   2.817


  5 in total

1.  Pellucidin A promotes antinociceptive activity by peripheral mechanisms inhibiting COX-2 and NOS: In vivo and in silico study.

Authors:  Amanda Pâmela Santos Queiroz; Manolo Cleiton Costa Freitas; José Rogério A Silva; Anderson Bentes Lima; Leila Sawada; Rayan Fidel Martins Monteiro; Ana Carolina Gomes Albuquerque de Freitas; Luís Antônio Loureiro Maués; Alberto Cardoso Arruda; Milton Nascimento Silva; Cristiane Socorro Ferraz Maia; Enéas Andrade Fontes-Júnior; José Luiz M do Nascimento; Mara Silvia P Arruda; Gilmara N T Bastos
Journal:  PLoS One       Date:  2020-09-17       Impact factor: 3.240

2.  Inhibition of Melanization by Kojic Acid Promotes Cell Wall Disruption of the Human Pathogenic Fungus Fonsecaea sp.

Authors:  Jorge Augusto Leão Pereira; Lienne Silveira de Moraes; Chubert Bernardo Castro de Sena; José Luiz Martins do Nascimento; Ana Paula D Rodrigues; Silvia Helena Marques da Silva; Edilene O Silva
Journal:  Pathogens       Date:  2022-08-17

3.  Analysis of Kojic Acid Derivatives as Competitive Inhibitors of Tyrosinase: A Molecular Modeling Approach.

Authors:  Richelly Cardoso; Renan Valente; Clauber Henrique Souza da Costa; João Lidio da S Gonçalves Vianez; Kauê Santana da Costa; Fábio Alberto de Molfetta; Cláudio Nahum Alves
Journal:  Molecules       Date:  2021-05-12       Impact factor: 4.411

4.  The Role of Anthocyanins, Deoxyanthocyanins and Pyranoanthocyanins on the Modulation of Tyrosinase Activity: An In Vitro and In Silico Approach.

Authors:  Patrícia Correia; Hélder Oliveira; Paula Araújo; Natércia F Brás; Ana Rita Pereira; Joana Moreira; Victor de Freitas; Nuno Mateus; Joana Oliveira; Iva Fernandes
Journal:  Int J Mol Sci       Date:  2021-06-08       Impact factor: 5.923

5.  Theoretical Studies of Cyanophycin Dipeptides as Inhibitors of Tyrosinases.

Authors:  Agnieszka Krzemińska; Natalia Kwiatos; Franciela Arenhart Soares; Alexander Steinbüchel
Journal:  Int J Mol Sci       Date:  2022-03-19       Impact factor: 5.923
  5 in total

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