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Discovery of small molecules that inhibit melanogenesis via regulation of tyrosinase expression
- Issue Date
- Nov-2012
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Keywords
- Melanogenesis; Isoxazole; Tyrosinase; Small molecule
- Citation
- BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, v.22, no.22, pp 6943 - 6946
- Pages
- 4
- Journal Title
- BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
- Volume
- 22
- Number
- 22
- Start Page
- 6943
- End Page
- 6946
- ISSN
- 0960-894X
1464-3405
- Abstract
- 5,6,7,8-Tetrahydro-4H-cyclohepta[d]isoxazole derivatives were synthesized and evaluated as a novel class of inhibitors for alpha-melanocyte-stimulating hormone (alpha-MSH) induced melanogenesis in a mouse melanoma B16F10 cell line. Compound 8e (IC50 = 0.67 mu M), 8h (IC50 = 1.01 mu M) and 9b (IC50 = 0.99 mu M) exhibited a potent inhibitory activity approximately 85- to 126-fold greater than kojic acid, a well-known potent inhibitor. A biochemical study indicates that the activity of this series should be displayed via down-regulation of the expression of tyrosinase. (C) 2012 Elsevier Ltd. All rights reserved.
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