Streptococcus mutans sortase A inhibitory metabolites from the flowers of Sophora japonica.

Abstract

A new maltol derivative (2) along with three known maltol derivative (1) and flavonol glycosides (3 and 4) were isolated from the dried flowers of Sophora japonica. Based upon the results of combined spectroscopic methods, the structure of new compound (2) was determined to be maltol-3-O-(4'-O-cis-p-coumaroyl-6'-O-(3-hydroxy-3-methylglutaroyl))-β-glucopyranoside, an isomer of 1. These compounds strongly inhibited the action of sortase A (SrtA) from Streptococcus mutans, a primary etiologic agent of human dental caries. The onset and magnitude of inhibition of the saliva-induced aggregation in S. mutans treated with compound 2 (4×IC50) were comparable to the behavior of untreated srtA-deletion mutant.

• Authors: Woo-Young Yang, Tae Hyung Won, Chan-Hong Ahn, So-Hyoung Lee, Hyeong-Cheol Yang, Jongheon Shin, Ki-Bong Oh
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 25 Issue 7 Pg. 1394-7 (Apr 01 2015) ISSN: 1464-3405 [Electronic] England
• PMID: 25746812 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2015 Elsevier Ltd. All rights reserved.

Chemical References

• Bacterial Proteins
• Pyrones
• maltol
• Aminoacyltransferases
• sortase A
• Cysteine Endopeptidases

Topics

• Aminoacyltransferases (antagonists & inhibitors, genetics, metabolism)
• Bacterial Proteins (antagonists & inhibitors, genetics, metabolism)
• Cysteine Endopeptidases (genetics, metabolism)
• Dose-Response Relationship, Drug
• Flowers (chemistry)
• Molecular Conformation
• Pyrones (chemistry, isolation & purification, pharmacology)
• Sophora (chemistry)
• Streptococcus mutans (drug effects, growth & development, metabolism)
• Structure-Activity Relationship