| A Novel Synthesized Tyrosinase Inhibitor: (E)-2-((2,4-Dihydroxyphenyl)diazenyl)phenyl 4-Methylbenzenesulfonate as an Azo-Resveratrol Analog. | |
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MedLine Citation:
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PMID: 23291747 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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We synthesized a novel series of (E)-2-((substituted phenyl)diazenyl)phenyl 4-methylbenzenesulfonate derivatives (2 and 3) and (E)-2-((substituted phenyl)diazenyl)phenol derivatives (4 and 5), and conducted an evaluation in order to determine their inhibitory effects on mushroom tyrosinase, with the aim of discovering a tyrosinase inhibitor. Most of the compounds (3-5) exhibited higher inhibitory effects than kojic acid (IC(50) = 49.08 µM), a representative tyrosinase inhibitor. A novel synthesized compound, (E)-2-((2,4-dihydroxyphenyl)diazenyl)phenyl 4-methylbenzenesulfonate (3), showed the best results with an IC(50) of 17.85 µM, and showed competitive inhibition on Lineweaver-Burk plots, as further confirmed by the docking results. In addition, active compounds 3-5 were not cytotoxic to cultured B16F10 cells at the concentrations tested, and inhibited both tyrosinase and melanin synthesis. Therefore the active compounds (3-5) might be considered excellent candidates for use in the development of therapeutic agents for diseases associated with hyperpigmentation. |
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Authors:
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Sung Jin Bae; Young Mi Ha; Jin-Ah Kim; Ji Young Park; Tae Kwun Ha; Daeui Park; Pusoon Chun; Nam Hee Park; Hae Young Chung; Hyung Ryong Moon |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2013-1-07 |
Journal Detail:
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Title: Bioscience, biotechnology, and biochemistry Volume: - ISSN: 1347-6947 ISO Abbreviation: Biosci. Biotechnol. Biochem. Publication Date: 2013 Jan |
Date Detail:
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Created Date: 2013-1-7 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9205717 Medline TA: Biosci Biotechnol Biochem Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Affiliation:
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Molecular Inflammation Research Center for Aging Intervention (MRCA), College of Pharmacy, Pusan National University. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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