Structures of new phenolics isolated from licorice, and the effectiveness of licorice phenolics on vancomycin-resistant enterococci

Eerdunbayaer, Mohamed A.A. Orabi, Hiroe Aoyama, Teruo Kuroda, Tsutomu Hatano

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Licorice, which is the underground part of Glycyrrhiza species, has been used widely in Asian and Western countries as a traditional medicine and as a food additive. Our continuous investigation on the constituents of roots and stolons of Glycyrrhiza uralensis led to the isolation of two new phenolics, in addition to 14 known compounds. Structural studies including spectroscopic and simple chemical derivatizations revealed that both of the new compounds had 2-aryl-3-methylbenzofuran structures. An examination of the effectiveness of licorice phenolics obtained in this study on vancomycin-resistant strains Enterococcus faecium FN-1 and Enterococcus faecalis NCTC12201 revealed that licoricidin showed the most potent antibacterial effects against both of E. faecalis and E. faecium with a minimum inhibitory concentration (MIC) of 1.9 × 10-5 M. 8-(γ,γ-Dimethylallyl)-wighteone, isoangustone A, 3′-(γ,γ-dimethylallyl)-kievitone, glyasperin C, and one of the new 3-methyl-2-phenylbenzofuran named neoglycybenzofuran also showed potent anti-vancomycin-resistant Enterococci effects (MIC 1.9 × 10-5-4.5 × 10-5 M for E. faecium and E. faecalis). The HPLC condition for simultaneous detection of the phenolics in the extract was investigated to assess the quality control of the natural antibacterial resource, and quantitative estimation of several major phenolics in the extract with the established HPLC condition was also performed. The results showed individual contents of 0.08%-0.57% w/w of EtOAc extract for the major phenolics in the materials examined.

Original languageEnglish
Pages (from-to)13027-13041
Number of pages15
JournalMolecules
Volume19
Issue number9
DOIs
Publication statusPublished - Aug 25 2014

Keywords

  • 2-aryl-3-methylbenzofuran
  • Antibacterial effect
  • Flavonoid
  • Glycyrrhiza uralensis
  • HPLC
  • Licorice
  • VRE

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Structures of new phenolics isolated from licorice, and the effectiveness of licorice phenolics on vancomycin-resistant enterococci'. Together they form a unique fingerprint.

  • Cite this