Anti-skin ageing activity of napthoquinones fromArnebia nobilisReichb.f.

Abstract

The present isolation and identification of napthoquinones from roots of Arnebia nobilis Reichb.f. can lead to the discovery of new anti-skin ageing ingredient in colour cosmetics. Four compounds have been isolated and purified by rigorous column chromatography. The compounds are identified as β, β-dimethylacryl alkannin (AN-I), acetoxyisovaleryl alkannin (AAN-II), acetyl alkannin (AN-III) and alkannin (AN-IV) by interpretation of spectroscopic data. This study is the first to report the isolation of Acetoxyisovaleryl alkannin (AAN-II) from A. nobilis. The IC50 values of the compounds, determined in human skin cells (human dermal fibroblasts and human keratinocytes) and mouse embryonic fibroblasts (NIH3T3) varied significantly among the four alkannins. Among the four compounds, β-acetoxyisovaleryl alkannin (AAN-II) significantly inhibited hydrogen peroxide (H2O2)-induced red blood corpuscle haemolysis and cellular senescence in human dermal fibroblasts. Collagen-I, elastin and involucrin syntheses in human dermal fibroblasts or keratinocytes were up regulated by AAN-II. These results support the potential utility of alkannins as novel anti-ageing ingredients.

Identification, Validation, and Functional Annotations of Genome-Wide Profile Variation between Melanocytic Nevus and Malignant Melanoma

“…IVL is a component of the human skin that contributes to the formation of the envelope that protects corneocytes [ 43 ]. IVL is produced in a free form during the early stages of the terminal differentiation of keratinocytes.…”

Construction and evaluation of an efficient C‐Jun siRNA to downregulate matrix metalloproteinase in human keratinocytes and fibroblasts under UV exposure

“…Functional blocking of C‐Jun has been shown to significantly reduce CCN1 expression and preserve the collagen content of the skin (Qin et al, ). Several anti‐oxidants have been developed in order to combat skin aging by preserving collagen content (Boisnic, Branchet‐Gumila, & Nocera, ; Mohapatra et al, ). In addition, several naturally occurring flavonoids have also been studied for their ability to treat photoaging mediated by the C‐Jun AP‐1/MAPK pathway (Li, Liu, Chen, Sun, & Wang, ; Lim & Kim, ; Shim, Kwon, Han, & Hwang, ).…”

Pharmacological and analytical aspects of alkannin/shikonin and their derivatives: An update from 2008 to 2022

“…Percolation technique was also used to obtain acetyl alkannin and β,β -dimethylacryl alkannin from the viscous red residue of Arnebia nobilis Reichb. f. ( Mohapatra et al, 2016 ). In another report, solid liquid extraction and HPLC-VIS technique was used to elute angelylshikonin, 2-methyl- n -butyrylshikonin, and isovaleryl shikonin from the dried roots of Echium etalicum ( Albreht, Vovk, Simonovska, & Srbinoska, 2009 ).…”

“… Tung, Du, Yuan, Shoyama, & Wang, 2013 supercritical CO 2 extraction 0.025% aqueous TFA and acetonitrile HPLC-PDA analysis Alkannin/shikonin Akgun, Erkucuk, Pilavtepe, & Yesil-Celiktas, 2011 Echium italicum Solid–liquid extraction MeOH:HCOOH (20:1, volume percentage) and THF:MeCN:H 2 O:HCOOH (30:20:50:0.5, volume percentage) Chiral thin-layer chromatography and semi-preparative HPLC Angelylshikonin, 2-methyl- n -butyrylshikonin, and isovaleryl shikonin Albreht, Vovk, Simonovska, & Srbinoska, 2009 Arnebia nobilis Reichb.f. Percolation – Silica gel chromatography Acetyl alkannin, acetoxyisovaleryl alkannin and β,β dimethylacryl alkannin Mohapatra et al, 2016 Alkanna hispidissima Percolation Hexane - acetone - acetic acid Thin layer chromatography Arnebin-1, arnebin-2, arnebin-3, arnebin-4, arnebin-5, arnebin-6 arnebin-7, tiglicacid, arnebinone, alkannin, arnebinol, and cycloarnebin-7. Yusufoglu et al, 2018 …”