20043-66-7Relevant academic research and scientific papers
New insights into highly potent tyrosinase inhibitors based on 3-heteroarylcoumarins: Anti-melanogenesis and antioxidant activities, and computational molecular modeling studies
Pintus, Francesca,Matos, Maria J.,Vilar, Santiago,Hripcsak, George,Varela, Carla,Uriarte, Eugenio,Santana, Lourdes,Borges, Fernanda,Medda, Rosaria,Di Petrillo, Amalia,Era, Benedetta,Fais, Antonella
, p. 1687 - 1695 (2017)
Melanogenesis is a physiological pathway for the formation of melanin. Tyrosinase catalyzes the first step of this process and down-regulation of its activity is responsible for the inhibition of melanogenesis. The search for molecules capable of controll
Synthesis, antioxidant and antichagasic properties of a selected series of hydroxy-3-arylcoumarins
Robledo-O'Ryan, Natalia,Moncada-Basualto, Mauricio,Mura, Francisco,Olea-Azar, Claudio,Matos, Maria Jo?o,Vazquez-Rodriguez, Saleta,Santana, Lourdes,Uriarte, Eugenio,Moncada-Basualto, Mauricio,Lapier, Michel,Maya, Juan Diego
, p. 621 - 632 (2016/12/30)
Oxidative stress is involved in several parasitic diseases such as Chagas. Agents able to selectively modulate biochemical processes involved in the disease represent promising multifunctional agents for the delay or abolishment of the progression of this
Design and discovery of tyrosinase inhibitors based on a coumarin scaffold
Matos,Varela,Vilar,Hripcsak,Borges,Santana,Uriarte,Fais,Di Petrillo, Amalia,Pintus,Era
, p. 94227 - 94235 (2015/11/17)
In this manuscript we report the synthesis, pharmacological evaluation and docking studies of a selected series of 3-aryl and 3-heteroarylcoumarins with the aim of finding structural features for the tyrosinase inhibitory activity. The synthesized compounds were evaluated as mushroom tyrosinase inhibitors. Compound 12b showed the lowest IC50(0.19 μM) of the series, being approximately 100 times more active than kojic acid, used as a reference compound. The kinetic studies of tyrosinase inhibition revealed that 12b acts as a competitive inhibitor of mushroom tyrosinase with l-DOPA as the substrate. Furthermore, the absence of cytotoxicity in B16F10 melanoma cells was determined for this compound. The antioxidant profile of all the derivatives was evaluated by measuring radical scavenging capacity (ABTS and DPPH assays). Docking experiments were carried out on mushroom tyrosinase structures to better understand the structure-activity relationships.
