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Isoflavonoids and Coumarins from Glycyrrhiza uralensis: Antibacterial Activity against Oral Pathogens and Conversion of Isoflavans into Isoflavan-Quinones during Purification

  作者 Gafner, S; Bergeron, C; Villinski, JR; Godejohann, M; Kessler, P; Cardellina, JH; Ferreira, D; Feghali, K; Grenier, D  
  选自 期刊  Journal of natural products;  卷期  2011年74-12;  页码  2514-2519  
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[摘要]Phytochemical investigation of a supercritical fluid extract of Glycyrrhiza uralensis has led to the isolation of 20 known isoflavonoids and coumarins, and glycycarpan (7), a new pterocarpan. The presence of two isoflavan-quinones, licoriquinone A (8) and licoriquinone B (9), in a fraction subjected to gel filtration on Sephadex LH-20 is due to suspected metal-catalyzed oxidative degradation of licoricidin (1) and licorisoflavan A (2). The major compounds in the extract, as well as 8, were evaluated for their ability to inhibit the growth of several major oral pathogens. Compounds 1 and 2 showed the most potent antibacterial activities, causing a marked growth inhibition of the cariogenic species Streptococcus mutans and Streptococcus sobrinus at 10 mu g/mL and the periodontopathogenic species Porphyromonas gingivalis (at 5 mu g/mL) and Prevotella intermedia (at 5 mu g/mL for 1 and 2.5 mu g/mL for 2). Only 1 moderately inhibited growth of Fusobacterium nucleatum at the highest concentration tested (10 mu g/mL).

 
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