A novel synthetic compound, (Z)-5-(3-hydroxy-4-methoxybenzylidene)-2-iminothiazolidin-4-one (MHY773) inhibits mushroom tyrosinase.

Autor:	Jung HJ; a Molecular Inflammation Research Center for Aging Intervention (MRCA), College of Pharmacy , Pusan National University , Busan , Republic of Korea., Lee MJ; a Molecular Inflammation Research Center for Aging Intervention (MRCA), College of Pharmacy , Pusan National University , Busan , Republic of Korea., Park YJ; a Molecular Inflammation Research Center for Aging Intervention (MRCA), College of Pharmacy , Pusan National University , Busan , Republic of Korea.; b College of Pharmacy , Pusan National University , Busan , Republic of Korea., Noh SG; a Molecular Inflammation Research Center for Aging Intervention (MRCA), College of Pharmacy , Pusan National University , Busan , Republic of Korea.; b College of Pharmacy , Pusan National University , Busan , Republic of Korea., Lee AK; a Molecular Inflammation Research Center for Aging Intervention (MRCA), College of Pharmacy , Pusan National University , Busan , Republic of Korea.; b College of Pharmacy , Pusan National University , Busan , Republic of Korea., Moon KM; a Molecular Inflammation Research Center for Aging Intervention (MRCA), College of Pharmacy , Pusan National University , Busan , Republic of Korea., Lee EK; c Analytical Research Center, Korea Institute of Toxicology , Daejeon , Republic of Korea., Bang EJ; a Molecular Inflammation Research Center for Aging Intervention (MRCA), College of Pharmacy , Pusan National University , Busan , Republic of Korea., Park YJ; b College of Pharmacy , Pusan National University , Busan , Republic of Korea., Kim SJ; b College of Pharmacy , Pusan National University , Busan , Republic of Korea., Yang J; b College of Pharmacy , Pusan National University , Busan , Republic of Korea., Ullah S; b College of Pharmacy , Pusan National University , Busan , Republic of Korea., Chun P; d College of Pharmacy , Inje University , Gimhae , Republic of Korea., Jung YS; a Molecular Inflammation Research Center for Aging Intervention (MRCA), College of Pharmacy , Pusan National University , Busan , Republic of Korea.; b College of Pharmacy , Pusan National University , Busan , Republic of Korea., Moon HR; a Molecular Inflammation Research Center for Aging Intervention (MRCA), College of Pharmacy , Pusan National University , Busan , Republic of Korea.; b College of Pharmacy , Pusan National University , Busan , Republic of Korea., Chung HY; a Molecular Inflammation Research Center for Aging Intervention (MRCA), College of Pharmacy , Pusan National University , Busan , Republic of Korea.; b College of Pharmacy , Pusan National University , Busan , Republic of Korea.
Jazyk:	angličtina
Zdroj:	Bioscience, biotechnology, and biochemistry [Biosci Biotechnol Biochem] 2018 Mar 09, pp. 1-9. Date of Electronic Publication: 2018 Mar 09.
DOI:	10.1080/09168451.2018.1445518
Abstrakt:	As part of continued efforts for the development of new tyrosinase inhibitors, (Z)-5-(substituted benzylidene)-2-iminothiazolidin-4-one derivatives (1a - 1l) were rationally synthesized and evaluated for their inhibitory potential in vitro. These compounds were designed and synthesized based on the structural attributes of a β-phenyl-α,β-unsaturated carbonyl scaffold template. Among these compounds, (Z)-5-(3-hydroxy-4-methoxybenzylidene)-2-iminothiazolidin-4-one (1e, MHY773) exhibited the greatest tyrosinase inhibition (IC 50 = 2.87 μM and 8.06 μM for monophenolase and diphenolase), and outperformed the positive control, kojic acid (IC 50 = 15.59 and 31.61 μM). The kinetic and docking studies demonstrated that MHY773 interacted with active site of tyrosinase. Moreover, a melanin quantification assay demonstrated that MHY773 attenuates α-melanocyte-stimulating hormone (α-MSH) and 3-isobutyl-1-methylxanthine (IBMX)-induced melanin contents in B16F10 melanoma cells. Taken together, these data suggest that MHY773 suppressed the melanin production via the inhibition of tyrosinase activity. MHY773 is a promising for the development of effective pharmacological and cosmetic agents for skin-whitening.
Databáze:	MEDLINE
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