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Title
| - Degradation of Neohesperidin Dihydrochalcone by HumanIntestinal Bacteria
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Abstract
| - The degradation of neohesperidin dihydrochalcone by human intestinal microbiota was studied invitro. Human fecal slurries converted neohesperidin dihydrochalcone anoxically to 3-(3-hydroxy-4-methoxyphenyl)propionic acid or 3-(3,4-dihydroxyphenyl)propionic acid. Two transient intermediateswere identified as hesperetin dihydrochalcone 4‘-β-d-glucoside and hesperetin dihydrochalcone. Thesemetabolites suggest that neohesperidin dihydrochalcone is first deglycosylated to hesperetindihydrochalcone 4‘-β-d-glucoside and subsequently to the aglycon hesperetin dihydrochalcone. Thelatter is hydrolyzed to the corresponding 3-(3-hydroxy-4-methoxyphenyl)propionic acid and probablyphloroglucinol. Eubacterium ramulus and Clostridium orbiscindens were not capable of convertingneohesperidin dihydrochalcone. However, hesperetin dihydrochalcone 4‘-β-d-glucoside was convertedby E. ramulus to hesperetin dihydrochalcone and further to 3-(3-hydroxy-4-methoxyphenyl)propionicacid, but not by C. orbiscindens. In contrast, hesperetin dihydrochalcone was cleaved to 3-(3-hydroxy-4-methoxyphenyl)propionic acid by both species. The latter reaction was shown to be catalyzed bythe phloretin hydrolase from E. ramulus. Keywords: Neohesperidin dihydrochalcone; hesperetin dihydrochalcone 4‘-β-d-glucoside; hesperetindihydrochalcone; 3-(3-hydroxy-4-methoxyphenyl)propionic acid; 3-(3,4-dihydroxyphenyl)propionic acid;Eubacterium ramulus; Clostridium orbiscindens; phloretin hydrolase
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