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Efficient synthesis and activity of beneficial intestinal flora of two lactulose-derived oligosaccharides.

Abstract：

:Lactulose is considered as a prebiotic because it promotes the intestinal proliferation of Lactobacillus acidophilus which is added to various milk products. Moreover, lactulose is used in pharmaceuticals as a gentle laxative and to treat hyperammonemia. This study was aimed at the total synthesis of two Lactulose-derived oligosaccharides: one is 3-O-β-d-galactopyranosyl-d-fructose, d-fructose and β-d-galactose bounded together with β-1,3-glycosidic bound, the other is 1-O-β-d-galactopyranosyl-d-fructose, d-fructose and β-d-galactose bounded together with β-1,1-glycosidic bound, which were accomplished in seven steps from d-fructose and β-d-galactose and every step of yield above 75%. This synthetic route provided a practical and effective synthetic strategy for galactooligosaccharides, starting from commercially available monosaccharides. Then we evaluated on their prebiotic properties in the search for potential agents of regulating and improving the intestinal flora of human. The result showed that the prebiotic properties of Lactulose-derived oligosaccharides was much better than Lactulose. Among them, 3-O-β-d-galactopyranosyl-d-fructose displayed the most potent activity of proliferation of L. acidophilus.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Zhu ZY,Cui D,Gao H,Dong FY,Liu XC,Liu F,Chen L,Zhang YM

doi

10.1016/j.ejmech.2016.03.007

subject

Has Abstract

pub_date

2016-05-23 00:00:00

pages

8-13

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(16)30181-7

journal_volume

114

pub_type

杂志文章

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