A New Xanthone Glycoside from Mangifera indica L.: Physicochemical Properties and In Vitro Anti-Skin Aging Activities

Molecules. 2022 Apr 19;27(9):2609. doi: 10.3390/molecules27092609.

Abstract

A new xanthone glycoside, 1,3,5,6-tetrahydroxyxanthone-C-4-β-d-glucopyranoside was isolated from the methanol extract of Mangifera indica leaves (Anacardiaceae) growing in Egypt. The structure was clarified by 1D and 2D-NMR spectroscopic data. The physicochemical properties of the compound such as lipophilicity, solubility, and formulation considerations were predicted via in silico ADMET technique using the SwissADME server. This technique provided Lipinski's rule of five, such as GIT absorption, distribution, metabolism, and skin permeation. The in vitro inhibitory activities against aging-mediated enzymes such as collagenase, elastase, hyaluronidase, and tyrosinase were assessed. The compound exhibited remarkable anti-collagenase, anti-elastase, anti-hyaluronidase, and anti-tyrosinase effects with IC50 values of 1.06, 419.10, 1.65, and 0.48 µg/mL, respectively, compared to the positive control. The compound showed promising predicted aqueous solubility and reasonable skin penetration suggesting the suitability of the compound for topical formulation as an anti-aging agent for cosmetic preparations.

Keywords: Mangifera indica; aging; collagenase; elastase; hyaluronidase; in silico ADMET; tyrosinase; xanthone.

MeSH terms

  • Cardiac Glycosides*
  • Collagenases / metabolism
  • Glycosides / pharmacology
  • Hyaluronoglucosaminidase / metabolism
  • Mangifera* / metabolism
  • Monophenol Monooxygenase
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Skin Aging*
  • Xanthones* / chemistry
  • Xanthones* / pharmacology

Substances

  • Cardiac Glycosides
  • Glycosides
  • Plant Extracts
  • Xanthones
  • Monophenol Monooxygenase
  • Hyaluronoglucosaminidase
  • Collagenases