Isolation of Methyl Troposulfenin from Phaeobacter inhibens

Christopher B. W. Phippen, Cecilie M. Jørgensen, Mikkel Bentzon-Tilia, Charlotte Held Gotfredsen, Thomas O. Larsen, Lone Gram, Eva C. Sonnenschein*

*Corresponding author for this work

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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.
Original languageEnglish
JournalJournal of Natural Products
Issue number5
Pages (from-to)1387-1390
Number of pages4
Publication statusPublished - 2019


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