Journal article
Isolation of Methyl Troposulfenin from Phaeobacter inhibens
Fungal Degradation, Section for Microbial and Chemical Ecology, Department of Biotechnology and Biomedicine, Technical University of Denmark1
Section for Microbial and Chemical Ecology, Department of Biotechnology and Biomedicine, Technical University of Denmark2
DTU Metabolomics Core, Section for Microbial and Chemical Ecology, Department of Biotechnology and Biomedicine, Technical University of Denmark3
Department of Biotechnology and Biomedicine, Technical University of Denmark4
Technical University of Denmark5
Bacterial Ecophysiology and Biotechnology, Section for Microbial and Chemical Ecology, Department of Biotechnology and Biomedicine, Technical University of Denmark6
Department of Chemistry, Technical University of Denmark7
Natural Product Discovery, Section for Microbial and Chemical Ecology, Department of Biotechnology and Biomedicine, Technical University of Denmark8
An S-methylated analogue of tropodithietic acid (TDA, 1), methyl troposulfenin (2), was isolated from the marine alphaproteobacterium Phaeobacter inhibens. The structure was elucidated by NMR and HRMS. Its inhibitory effect against the fish pathogen Vibrio anguillarum was 4-fold to 100-fold lower than that of the known antibacterial compound TDA.
Methyl troposulfenin lacks the acidic proton of TDA, indicating that the methylation turns the potent antibacterial TDA into an inactive compound, and thereby, this analysis supports the proposed mode of action of TDA.
| Language: | English |
|---|---|
| Publisher: | American Chemical Society and American Society of Pharmacognosy |
| Year: | 2019 |
| Pages: | 1387-1390 |
| ISSN: | 15206025 and 01633864 |
| Types: | Journal article |
| DOI: | 10.1021/acs.jnatprod.8b01097 |
| ORCIDs: | Phippen, Christopher B. W. , 0000-0003-0863-3171 , Bentzon-Tilia, Mikkel , Gotfredsen, Charlotte Held , Larsen, Thomas O. , Gram, Lone and Sonnenschein, Eva C. |
