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

Journal of Natural Products
2016.0

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.

Knowledge Graph

Similar Paper

<i>N</i>-Acyl Dehydrotyrosines, Tyrosinase Inhibitors from the Marine Bacterium <i>Thalassotalea</i> sp. PP2-459
Journal of Natural Products 2016.0
<i>N</i>-Acyl Dehydrotyrosines, Tyrosinase Inhibitors from the Marine Bacterium <i>Thalassotalea</i> sp. PP2-459
Journal of Natural Products 2016.0
Concise Modular Synthesis of Thalassotalic Acids A–C
Journal of Natural Products 2019.0
A novel cyclotetrapeptide produced by Lactobacillus helveticus as a tyrosinase inhibitor
Tetrahedron Letters 1993.0
Massiliamide, a cyclic tetrapeptide with potent tyrosinase inhibitory properties from the Gram-negative bacterium Massilia albidiflava DSM 17472T
The Journal of Antibiotics 2021.0
Thalassosamide, a Siderophore Discovered from the Marine-Derived Bacterium <i>Thalassospira profundimaris</i>
Journal of Natural Products 2017.0
Purification and Determination of the Chemical Structure of the Tyrosinase Inhibitor Produced by Trichoderma viride Strain H1-7 from a Marine Environment
Biological and Pharmaceutical Bulletin 2008.0
Myrothenones A and B, Cyclopentenone Derivatives with Tyrosinase Inhibitory Activity from the Marine-Derived Fungus Myrothecium sp.
Chemical and Pharmaceutical Bulletin 2005.0
Myrothenones A and B, Cyclopentenone Derivatives with Tyrosinase Inhibitory Activity from the Marine-Derived Fungus Myrothecium sp.
Chemical and Pharmaceutical Bulletin 2005.0
Thalassosamide, a Siderophore Discovered from the Marine-Derived Bacterium <i>Thalassospira profundimaris</i>
Journal of Natural Products 2017.0