Synthesis and tyrosinase inhibitory activities of 4-oxobutanoate derivatives of carvacrol and thymol.
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ABSTRACT:
SUBMITTER: Brotzman N
PROVIDER: S-EPMC7059125 | biostudies-literature | 2019 Jan
REPOSITORIES: biostudies-literature
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Synthesis and tyrosinase inhibitory activities of 4-oxobutanoate derivatives of carvacrol and thymol.
Brotzman Nicholas N Xu Yiming Y Graybill Allison A Cocolas Alexander A Ressler Andrew A Seeram Navindra P NP Ma Hang H Henry Geneive E GE
Bioorganic & medicinal chemistry letters 20181108 1
Carvacrol (1) and thymol (2) were converted to their alkyl 4-oxobutanoate derivatives (7-20) in three steps, and evaluated for tyrosinase inhibitory activity. The compounds showed structure-dependent activity, with all alkyl 4-oxobutanoates, except 7 and 20, showing better inhibitory activity than the precursor 4-oxobutanoic acids (5 and 6). In general, thymol derivatives exhibited a higher percent inhibitory activity than carvacrol derivatives at 500 μM. Derivatives containing three-carbon and ...[more]
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