Bioassay-Guided Isolation, Metabolic Profiling, and Docking Studies of Hyaluronidase Inhibitors from Ravenala madagascariensis
Autor: | Farid A. Badria, Hani A. Alhadrami, Esraa M. Mohamed, Mostafa E. Rateb, Hossam M. Hassan, Asmaa M. AboulMagd, Mohamed A. Selim, Usama Ramadan Abdelmohsen, Mona H. Hetta |
---|---|
Rok vydání: | 2020 |
Předmět: |
Pharmaceutical Science
01 natural sciences Analytical Chemistry lcsh:QD241-441 03 medical and health sciences chemistry.chemical_compound Rutin lcsh:Organic chemistry Hyaluronidase Drug Discovery medicine Physical and Theoretical Chemistry Isorhamnetin Ravenala madagascariensis 030304 developmental biology chemistry.chemical_classification 0303 health sciences biology Organic Chemistry Glycoside biology.organism_classification metabolomics 0104 chemical sciences hyaluronidase inhibitors 010404 medicinal & biomolecular chemistry chemistry Biochemistry Chemistry (miscellaneous) Docking (molecular) docking Molecular Medicine Quercetin Ravenala Kaempferol medicine.drug |
Zdroj: | Molecules, Vol 25, Iss 1714, p 1714 (2020) Molecules Volume 25 Issue 7 |
ISSN: | 1420-3049 |
DOI: | 10.3390/molecules25071714 |
Popis: | Hyaluronidase enzyme (HAase) has a role in the dissolution or disintegration of hyaluronic acid (HA) and in maintaining the heathy state of skin. Bioassay-guided fractionation of Ravenala madagascariensis (Sonn.) organ extracts (leaf, flower, stem, and root) testing for hyaluronidase inhibition was performed followed by metabolic profiling using LC&ndash HRMS. Additionally, a hyaluronidase docking study was achieved using Molecular Operating Environment (MOE). Results showed that the crude hydroalcoholic (70% EtOH) extract of the leaves as well as its n-butanol (n-BuOH) partition showed higher HAase activity with 64.3% inhibition. Metabolic analysis of R. madagascariensis resulted in the identification of 19 phenolic compounds ranging from different chemical classes (flavone glycosides, flavonol glycosides, and flavanol aglycones). Bioassay-guided purification of the leaf n-BuOH partition led to the isolation of seven compounds that were identified as narcissin, rutin, epiafzelechin, epicatechin, isorhamnetin 7-O-glucoside, kaempferol, and isorhamnetin-7-O-rutinoside. The docking study showed that narcissin, rutin, and quercetin 3-O-glucoside all interact with HAase through hydrogen bonding with the Asp111, Gln271, and/or Glu113 residues. Our results highlight Ravenala madagascariensis and its flavonoids as promising hyaluronidase inhibitors in natural cosmetology preparations for skin care. |
Databáze: | OpenAIRE |
Externí odkaz: |
načítá se...