TY - JOUR
T1 - Isolation of Methyl Troposulfenin from Phaeobacter inhibens
AU - Phippen, Christopher B. W.
AU - Jørgensen, Cecilie M.
AU - Bentzon-Tilia, Mikkel
AU - Gotfredsen, Charlotte Held
AU - Larsen, Thomas O.
AU - Gram, Lone
AU - Sonnenschein, Eva C.
PY - 2019
Y1 - 2019
N2 - 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.
AB - 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.
U2 - 10.1021/acs.jnatprod.8b01097
DO - 10.1021/acs.jnatprod.8b01097
M3 - Journal article
C2 - 30978024
SN - 0163-3864
VL - 82
SP - 1387
EP - 1390
JO - Journal of Natural Products
JF - Journal of Natural Products
IS - 5
ER -
