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Alkaloids and flavonoids exert protective effects against UVB-induced damage in a 3D skin model using human keratinocytes

Yifang Chen, Dongdong Zhang, Dong‐Bao Hu, Xiao‐Nian Li, Ji‐Feng Luo, Xiaoyan Duan, Yanni Zhang, Yue‐Hu Wang

2022Results in Chemistry15 citationsDOIOpen Access PDF

Abstract

This study isolated six carboline alkaloids, (3S,4R)-1-(β-carbolin-1-yl)-3,4,5-trihydroxy-1-pentanone (1), β-carboline (2), 1-hydroxymethyl-β-carboline (3), perlolyrine (4), (1S,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (5) and (1R,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (6) from the leaves of Dendrobium officinale Kimura et Migo (Orchidaceae). These alkaloids, along with 14 flavonoids, vicenin-2 (7), vicenin-1 (8), isoschaftoside (9), schaftoside (10), neoschaftoside (11), violanthin (12), isoviolanthin (13), vicenin-3 (14), apigenin 6-C-α-l-arabinopyranosyl-8-C-β-d-xylopyranoside (15), vitexin 2″-O-glucoside (16), vitexin 2″-O-rhamnoside (17), rutin (18) and quercetin (19), which were previously found in D. officinale leaves by other researchers, and apigenin (20), which is the aglycone of flavone C-glycosides 7–17, were bioassayed to determine their protective effects on UVB-induced damage in human keratinocytes. Carboline alkaloids 1 and 3 and flavonoids 8 and 20 significantly increased cell viability in human keratinocytes irradiated by UVB. In a 3D skin model, compounds 1 and 8 showed promising protective effects, maintained reasonable skin structures and increased the expression of filaggrin and claudin-1, which was inhibited by UVB irradiation. The anti-UVB activities of compounds 1, 3 and 8 were reported for the first time, and these three compounds exhibit potential for application in sunscreen cosmetics.

Topics & Concepts

VitexinChemistryApigeninIsovitexinFlavonesHydroxymethylStereochemistryRutinFlavonoidViability assayPhototoxicityBiochemistryAntioxidantCellChromatographyIn vitroBiological and pharmacological studies of plantsPlant and animal studiesEssential Oils and Antimicrobial Activity
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