Glucosylation of the flavonoid, astragalin by Leuconostoc mesenteroides B-512FMCM dextransucrase acceptor reactions and characterization of the products.

Abstract:

:Astragalin (kaempferol-3-O-β-D-glucopyranoside, Ast) glucosides were synthesized by the acceptor reaction of a dextransucrase produced by Leuconostoc mesenteroides B-512FMCM with astragalin and sucrose. Each glucoside was purified and their structures were assigned as kaempferol-3-O-β-D-glucopyranosyl-(1→3)-O-α-D-glucopyranoside (or kaempferol-3-O-β-D-nigeroside, Ast-G1') and kaempferol-3-O-β-D-glucopyranosyl-(1→6)-O-α-D-glucopyranoside (or kaempferol-3-O-β-D-isomaltoside, Ast-G1) for one glucose transferred, and kaempferol-3-O-β-D-isomaltooligosacharide (Ast-IMO or Ast-Gn; n=2-8). The astragalin glucosides exhibited 8.3-60.6% higher inhibitory effects on matrix metalloproteinase-1 expression, 18.8-20.3% increased antioxidant effects, and 3.8-18.8% increased inhibition activity of melanin synthesis compared to control (without the addition of compound), depending on the number of glucosyl residues linked to astragalin. These novel compounds could be used to further expand the industrial applications of astragalin glucosides, in particular in the cosmetics industry.

journal_name

Enzyme Microb Technol

authors

Kim GE,Kang HK,Seo ES,Jung SH,Park JS,Kim DH,Kim DW,Ahn SA,Sunwoo C,Kim D

doi

10.1016/j.enzmictec.2011.09.007

subject

Has Abstract

pub_date

2012-01-05 00:00:00

pages

50-6

issue

1

eissn

0141-0229

issn

1879-0909

pii

S0141-0229(11)00196-7

journal_volume

50

pub_type

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