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

@article{Brasil2017InhibitionOT,
  title={Inhibition of tyrosinase by 4H‐chromene analogs: Synthesis, kinetic studies, and computational analysis},
  author={Edikarlos Macedo Brasil and Luciana Morais Canavieira and {\'E}rica T C Cardoso and Edilene Oliveira Silva and Jer{\^o}nimo Lameira and Jos{\'e} Luiz M. Nascimento and Vera L{\'u}cia Eifler-Lima and Barbarella de Matos Macchi and Dharmarajan Sriram and Paul V. Bernhardt and Jos{\'e} Rog{\'e}rio Ara{\'u}jo Silva and Craig M. Williams and Cl{\'a}udio Nahum Alves},
  journal={Chemical Biology \& Drug Design},
  year={2017},
  volume={90},
  pages={804 - 810}
}
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… 
Experimental and theoretical approaches for the development of 4H-Chromene derivatives as inhibitors of tyrosinase
TLDR
This study evaluated a series of dihydropyrano[3,2-b] chromenedione and 1,8-dioxooctahydroxanthene derivatives and suggested that these synthetic heterocyclic compounds may behave as competitive inhibitors for the L-DOPA binding site of the TYR.
Analysis of Kojic Acid Derivatives as Competitive Inhibitors of Tyrosinase: A Molecular Modeling Approach
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The results suggest that these kojic acid derivatives could be potent competitive inhibitors of the natural substrates of L-DOPA and L-tyrosine in melanogenesis and melanogenesis respectively.
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The AlphaFold structure of human tyrosinase and the previous model were compared and a new set of cyanophycin-derived dipeptides was evaluated as potential inhibitors; Aspartate–glutamate showed the strongest interaction and was chosen as a leading compound for future studies.
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The Role of Anthocyanins, Deoxyanthocyanins and Pyranoanthocyanins on the Modulation of Tyrosinase Activity: An In Vitro and In Silico Approach
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Assessment of tyrosinase inhibitory activity of eight purified compounds with a variable degree of structural complexity support the applicability of these compounds as pigmentation modulators.
Three-Component Synthesis of 2-Amino-3-cyano-4H-chromenes, In Silico Analysis of Their Pharmacological Profile, and In Vitro Anticancer and Antifungal Testing
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Compounds 4a–o and 6a–h are good candidates for further research, having demonstrated their dual inhibition of enzymes that participate in the growth of cancer and fungal cells.
Pellucidin A promotes antinociceptive activity by peripheral mechanisms inhibiting COX-2 and NOS: In vivo and in silico study
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In vivo and in silico results show that Pellucidin A’s mechanism of action in the inflammatory pain occurs most likely through interaction with the nitric oxide (NO) pathway, and demonstrates that the antinociceptive activities of Pellucin A operate under mechanism(s) of peripheral action, involving inflammatory mediators.

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