Flavonoid Glycosides Inhibit Sortase A and Sortase A-Mediated Aggregation of Streptococcus mutans, an Oral Bacterium Responsible for Human Dental Caries

J Microbiol Biotechnol. 2016 Sep 28;26(9):1566-9. doi: 10.4014/jmb.1605.05005.

Abstract

Three flavonoids were isolated from dried flowers of Sophora japonica using repetitive column chromatography and high-performance liquid chromatography. The flavonoids were identified as rutin (1), quercetin-3'-O-methyl-3-O-α-L-rhamnopyranosyl(1 → 6)-β-D-glucopyranoside (2), and quercetin (3) on the basis of spectroscopic analysis and comparison of values reported in the literature. These compounds 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 saliva-induced aggregation of S. mutans treated with compound 1 was comparable to that of untreated S. mutans with a deletion of the srtA gene.

Keywords: Sophora japonica; Streptococcus mutans; cell aggregation; flavonoids; sortase A.

MeSH terms

  • Aminoacyltransferases / antagonists & inhibitors*
  • Bacterial Proteins / antagonists & inhibitors*
  • Cysteine Endopeptidases
  • Dental Caries / microbiology*
  • Flavonoids / isolation & purification
  • Flavonoids / pharmacology*
  • Flowers / chemistry
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Humans
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Saliva / microbiology
  • Sophora / chemistry
  • Streptococcus mutans / drug effects*

Substances

  • Bacterial Proteins
  • Flavonoids
  • Glycosides
  • Plant Extracts
  • Aminoacyltransferases
  • sortase A
  • Cysteine Endopeptidases