N-Acyl Dehydrotyrosines, Typrosinase Inhibitors from the Marine Bacteriu, Thalasssotalea sp. PP2-459

Authors

Robert W. Deering, University of Rhode IslandFollow
Jianwei Chen, University of Rhode Island
Jiadong Sun, University of Rhode Island
Hang Ma, University of Rhode IslandFollow
Javier Dubert
Juan L. Barja
Navindra P. Seeram, University of Rhode IslandFollow
Hong Wang
David C. Rowley, University of Rhode IslandFollow

Document Type

Article

Date of Original Version

2016

Department

Biomedical and Pharmaceutical Sciences

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.

Citation/Publisher Attribution

Deering, R. W., Chen, J., Sun, J., Ma, H., Dubert, J., Barja, J. L., Seeram, N. P.,...Rowley D. C. (2016). N-Acyl Dehydrotyrosines, Tyrosinase Inhibitors from the Marine Bacterium Thalassotalea PP2-459. Journal of Natural Products, 79(2), 447-450. doi: 10.1021/acs.jnatprod.5b00972

Available at: http://dx.doi.org/10.1021/acs.jnatprod.5b00972