Chemical constituents isolated from the aerial parts of Helleborus cyclophyllus (A. Braun) Boiss. (Ranunculaceae), evaluation of their antioxidant and anti-inflammatory activity in vitro and virtual screening of molecular properties and bioactivity score.

Autor: Tsiftsoglou OS; Laboratory of Pharmacognosy, Faculty of Health sciences, School of Pharmacy, Aristotle University of Thessaloniki, Thessaloniki, Greece., Stefanakis MK; Laboratory of Organic Chemistry, School of Sciences and Engineering, Department of Chemistry, University of Crete, Heraklion, Greece., Kalpourtzi EN; Laboratory of Pharmacognosy, Faculty of Health sciences, School of Pharmacy, Aristotle University of Thessaloniki, Thessaloniki, Greece., Hadjipavlou-Litina DI; Department of Pharmaceutical Chemistry, Faculty of Health Sciences, School of Pharmacy, Aristotle University of Thessaloniki, Greece., Lazari DM; Laboratory of Pharmacognosy, Faculty of Health sciences, School of Pharmacy, Aristotle University of Thessaloniki, Thessaloniki, Greece.
Jazyk: angličtina
Zdroj: Natural product research [Nat Prod Res] 2022 Dec; Vol. 36 (23), pp. 6031-6038. Date of Electronic Publication: 2022 Feb 19.
DOI: 10.1080/14786419.2022.2041009
Abstrakt: Chemical investigation of ethyl acetate extract from the aerial parts of Helleborus cyclophyllus (A.Braun) Boiss. led to the isolation of ten natural products, and their structures were identified to be: 2-deoxy-D-ribono-1,4-lactone ( 1 ), 2-O-feruloyl-L-malate ( 2 ), three flavonoids: quercetin 3-O- β -D-galactopyranoside ( 3 ), quercetin 3-O-6''-(3-hydroxy-3-methyl-gloutaryl)- β -D-glucopyranoside ( 4 ) and quercetin 3-O-(2‴-caffeoylsophoroside) ( 5 ), 6-O-caffeoyl-1-O- p -coumaroyl- β -D-glucopyranoside ( 6 ), two ecdysteroids: 20-hydroxyecdysone ( 7 ) and polypodine B ( 8 ) and two bufadienolides: deglucohellebrin ( 9 ) and hellebrin ( 10 ), on the basis of MS and NMR spectra. This is the first report on the occurrence of compounds (2)-(6) in the genus Helleborus . The chemotaxonomic significance of these compounds was summarised. Bioactivity score, molecular and pharmacokinetic properties of the isolated compounds were calculated by online computer software program Molinspiration. Compounds showed promising bioactivity scores for drug targets. Moreover, some of the isolated phenolic compounds were tested for their antioxidant and antiinflammatory activities. Tested compounds presented antioxidant ability correlated to the presence of the phenolic hydroxyl groups.
Databáze: MEDLINE