Inhibition of sortase, a bacterial surface protein anchoring transpeptidase, by beta-sitosterol-3-O-glucopyranoside from Fritillaria verticillata.
A glucosylsterol, beta-sitosterol-3-O-glucopyranoside, has been isolated as an active principle with sortase inhibitory effect from the bulbs of Fritillaria verticillata by bioassay-guided chromatographic fractionation. The isolate was a potent inhibitor of sortase, with an IC(50) value of 18.3 microg/ml and had antibacterial activity against Bacillus subtilis, Staphylococcus aureus, and Micrococcus leuteus with MIC values of 50, 200, and 400 microg/ml, respectively, indicating that this compound is a possible candidate for the development of a bacterial sortase inhibitor. In addition, sitosterol was found to be inactive upon sortase and bacterial cell growth. These results suggest that the inhibitory potency of beta-sitosterol-3-O-glucopyranoside is sensitively dependent upon the glucopyranoside side chain moiety.
Kim
Soo-Hwan
SH
Natural Products Research Institute, Seoul National University, Korea.
Shin
Dong-Sun
DS
Oh
Mi-Na
MN
Chung
Soon-Chun
SC
Lee
Jang-Suk
JS
Chang
Il-Moo
IM
Oh
Ki-Bong
KB
D019881:Aminoacyltransferases / Q000037:antagonists & inhibitors / Q000378:metabolism*; D000900:Anti-Bacterial Agents / Q000302:isolation & purification / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects; D001426:Bacterial Proteins; D002462:Cell Membrane / Q000201:enzymology; D003546:Cysteine Endopeptidases; D004791:Enzyme Inhibitors / Q000302:isolation & purification* / Q000494:pharmacology; D005960:Glucosides / Q000302:isolation & purification / Q000494:pharmacology*; D019668:Liliaceae; D008826:Microbial Sensitivity Tests; D016982:Micrococcus luteus / Q000187:drug effects; D010458:Peptidyl Transferases / Q000037:antagonists & inhibitors / Q000302:isolation & purification*; D018517:Plant Roots; D012855:Sitosterols / Q000302:isolation & purification / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects
D000900:Anti-Bacterial Agents; D001426:Bacterial Proteins; D004791:Enzyme Inhibitors; D005960:Glucosides; D012855:Sitosterols; C025473:gamma-sitosterol; D019881:Aminoacyltransferases; C120542:sortase A; D010458:Peptidyl Transferases; D003546:Cysteine Endopeptidases