Transglycosylation of gallic acid by using Leuconostoc glucansucrase and its characterization as a functional cosmetic agent

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Nam S., Park J., Jun W., Kim D., Ko J., Abd El-Aty A. M., ...Daha Fazla

AMB EXPRESS, cilt.7, 2017 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 7
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1186/s13568-017-0523-x
  • Dergi Adı: AMB EXPRESS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Anahtar Kelimeler: Leuconostoc mesenteroides, Dextransucrase, Gallic acid, Glucosylation, Whitening effect, Anti-aging effect, ENZYMATIC-SYNTHESIS, INHIBITORY-ACTIVITIES, ALPHA-AMYLASE, CAFFEIC ACID, ANTIOXIDANT, DEXTRANSUCRASE, GLUCOSYLATION, GLYCOSIDES, MECHANISM, ANALOGS
  • Atatürk Üniversitesi Adresli: Hayır

Özet

Gallic acid glycoside was enzymatically synthesized by using dextransucrase and sucrose from gallic acid. After purification by butanol partitioning and preparative HPLC, gallic acid glucoside was detected at m/z 355 (C-13, H-16, O-10, Na)(+) by matrix-assisted laser desorption ionization time-of-flight mass spectrometry. The yield of gallic acid glucoside was found to be 35.7% (114 mM) by response surface methodology using a reaction mixture of 319 mM gallic acid, 355 mM sucrose, and 930 mU/mL dextransucrase. The gallic acid glucoside obtained showed 31% higher anti-lipid peroxidation and stronger inhibition (Ki = 1.23 mM) against tyrosinase than that shown by gallic acid (Ki = 1.98 mM). In UVB-irradiated human fibroblast cells, gallic acid glucoside lowered matrix metalloproteinase-1 levels and increased the collagen content, which was indicative of a stronger anti-aging effect than that of gallic acid or arbutin. These results indicated that gallic acid glucoside is likely a superior cosmetic ingredient with skin-whitening and anti-aging functions.