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

  • Bioorg Med Chem Lett. 2015 Apr 1;25(7):1394-7. doi: 10.1016/j.bmcl.2015.02.051.
Woo-Young Yang  1 ,  Tae Hyung Won  2 ,  Chan-Hong Ahn  1 ,  So-Hyoung Lee  1 ,  Hyeong-Cheol Yang  3 ,  Jongheon Shin  4 ,  Ki-Bong Oh  5
Affiliations
  • 1. Department of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-921, Republic of Korea.
  • 2. Natural Products Research Institute, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Republic of Korea.
  • 3. Department of Dental Biomaterials Science, School of Dentistry, Seoul National University, 28 Yongon-dong, Chongro-gu, Seoul 110-749, Republic of Korea.
  • 4. Natural Products Research Institute, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Republic of Korea. Electronic address: [email protected].
  • 5. Department of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-921, Republic of Korea. Electronic address: [email protected].
PMID: 25746812 DOI: 10.1016/j.bmcl.2015.02.051
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.

Keywords
Aggregation; Metabolites; Sophora japonica; Sortase A; Streptococcus mutans.
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