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N-Acyl Dehydrotyrosines, Tyrosinase Inhibitors from the Marine Bacterium Thalassotalea sp. PP2-459.


ABSTRACT: Thalassotalic acids A-C and thalassotalamides A and B are new N-acyl dehydrotyrosine derivatives produced by Thalassotalea sp. PP2-459, a Gram-negative bacterium isolated from a marine bivalve aquaculture facility. The structures were elucidated via a combination of spectroscopic analyses emphasizing two-dimensional NMR and high-resolution mass spectrometric data. Thalassotalic acid A (1) displays in vitro inhibition of the enzyme tyrosinase with an IC50 value (130 ?M) that compares favorably to the commercially used control compounds kojic acid (46 ?M) and arbutin (100 ?M). These are the first natural products reported from a bacterium belonging to the genus Thalassotalea.

SUBMITTER: Deering RW 

PROVIDER: S-EPMC5821419 | biostudies-literature | 2016 Feb

REPOSITORIES: biostudies-literature

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N-Acyl Dehydrotyrosines, Tyrosinase Inhibitors from the Marine Bacterium Thalassotalea sp. PP2-459.

Deering Robert W RW   Chen Jianwei J   Sun Jiadong J   Ma Hang H   Dubert Javier J   Barja Juan L JL   Seeram Navindra P NP   Wang Hong H   Rowley David C DC  

Journal of natural products 20160129 2


Thalassotalic acids A-C and thalassotalamides A and B are new N-acyl dehydrotyrosine derivatives produced by Thalassotalea sp. PP2-459, a Gram-negative bacterium isolated from a marine bivalve aquaculture facility. The structures were elucidated via a combination of spectroscopic analyses emphasizing two-dimensional NMR and high-resolution mass spectrometric data. Thalassotalic acid A (1) displays in vitro inhibition of the enzyme tyrosinase with an IC50 value (130 μM) that compares favorably to  ...[more]

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