Streptococcus mutans sortase A inhibitory metabolites from the flowers of Sophora japonica.
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.
Department of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-921, Republic of Korea.
Woo-Young
WY
Yang
Natural Products Research Institute, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Republic of Korea.
Tae Hyung
TH
Won
Department of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-921, Republic of Korea.
Chan-Hong
CH
Ahn
Department of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-921, Republic of Korea.
So-Hyoung
SH
Lee
Department of Dental Biomaterials Science, School of Dentistry, Seoul National University, 28 Yongon-dong, Chongro-gu, Seoul 110-749, Republic of Korea.
Hyeong-Cheol
HC
Yang
Natural Products Research Institute, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Republic of Korea. Electronic address: shinj@snu.ac.kr.
Jongheon
J
Shin
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: ohkibong@snu.ac.kr.
Ki-Bong
KB
Oh
D019881:Aminoacyltransferases / Q000037:antagonists & inhibitors* / Q000235:genetics / Q000378:metabolism; D001426:Bacterial Proteins / Q000037:antagonists & inhibitors* / Q000235:genetics / Q000378:metabolism; D003546:Cysteine Endopeptidases / Q000235:genetics / Q000378:metabolism; D004305:Dose-Response Relationship, Drug; D035264:Flowers / Q000737:chemistry*; D008968:Molecular Conformation; D011753:Pyrones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D029909:Sophora / Q000737:chemistry*; D013295:Streptococcus mutans / Q000187:drug effects* / Q000254:growth & development / Q000378:metabolism; D013329:Structure-Activity Relationship
D001426:Bacterial Proteins; D011753:Pyrones; C008316:maltol; D019881:Aminoacyltransferases; C120542:sortase A; D003546:Cysteine Endopeptidases
Aggregation; Metabolites; Sophora japonica; Sortase A; Streptococcus mutans