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

J Nat Prod

Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island, Kingston, Rhode Island 02881, United States.

Published: February 2016

AI Article Synopsis

  • Thalassotalic acids A-C and thalassotalamides A and B are newly discovered compounds from a Gram-negative bacterium called Thalassotalea sp. PP2-459, found in a marine aquaculture facility.
  • Their chemical structures were determined using advanced techniques like two-dimensional NMR and high-resolution mass spectrometry.
  • Thalassotalic acid A shows promising enzyme inhibition against tyrosinase with an IC50 value of 130 μM, which is competitive with established compounds like kojic acid and arbutin.

Article 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 μM) that compares favorably to the commercially used control compounds kojic acid (46 μM) and arbutin (100 μM). These are the first natural products reported from a bacterium belonging to the genus Thalassotalea.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5821419PMC
http://dx.doi.org/10.1021/acs.jnatprod.5b00972DOI Listing

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