A Unique Acylated Flavonol Glycoside from Prunus persica (L.) var. Florida Prince: A New Solid Lipid Nanoparticle Cosmeceutical Formulation for Skincare

Abstract

Polyphenols are known dietary antioxidants. They have recently attracted considerable interest in uses to prevent skin aging and hyperpigmentation resulting from solar UV-irradiation. Prunus persica (L.) leaves are considered by-products and were reported to have a remarkable antioxidant activity due to their high content of polyphenols. This study aimed at the development of a cosmeceutical anti-aging and skin whitening cream preparation using ethanol leaves extract of Prunus persica (L.) (PPEE) loaded in solid lipid nanoparticles (SLNs) to enhance the skin delivery. Chemical investigation of PPEE showed significantly high total phenolic and flavonoids content with notable antioxidant activities (DPPH, ABTS, and β-carotene assays). A unique acylated kaempferol glycoside with a rare structure, kaempferol 3-O-β-4C1-(6″-O-3,4-dihydroxyphenylacetyl glucopyranoside) (KDPAG) was isolated for the first time and its structure fully elucidated. It represents the first example of acylation with 3,4-dihydroxyphenyl acetic acid in flavonoid chemistry. The in-vitro cytotoxicity studies against a human keratinocytes cell line revealed the non-toxicity of PPEE and PPEE-SLNs. Moreover, PPEE, PPEE-SLNs, and KDPAG showed good anti-elastase activity, comparable to that of N-(Methoxysuccinyl)-Ala-Ala-Pro-Val-chloromethyl ketone. Besides, PPEE-SLNs and KDPAG showed significantly (p < 0.001) higher anti-collagenase and anti-tyrosinase activities in comparison to EDTA and kojic acid, respectively. Different PPEE-SLNs cream formulae (2% and 5%) were evaluated for possible anti-wrinkle activity against UV-induced photoaging in a mouse model using a wrinkle scoring method and were shown to offer a highly significant protective effect against UV, as evidenced by tissue biomarkers (SOD) and histopathological studies. Thus, the current study demonstrates that Prunus persica leaf by-products provide an interesting, valuable resource for natural cosmetic ingredients. This provides related data for further studying the potential safe use of PPEE-SLNs in topical anti-aging cosmetic formulations with enhanced skin permeation properties.

UPLC-PDA-MS/MS Profiling and Healing Activity of Polyphenol-Rich Fraction of Alhagi maurorum against Oral Ulcer in Rats

“…Many natural secondary metabolites demonstrated various biological effects [ 37 , 38 , 39 , 40 , 41 ], including antioxidant potential via their ROS scavenging abilities [ 39 , 42 , 43 ]. The high antioxidant activity of polyphenols in oral mucosa is most likely responsible for their ability to protect tissues against periodontal and dental diseases, as polyphenols come into contact with oral tissues before being absorbed or digested [ 44 , 45 ].…”

Biotechnological Applications and Health-Promoting Properties of Flavonols: An Updated View

“…In addition, a new acylated kaempferol glycoside with a rare structure, kaempferol 3-O-β4C1-(6"-O-3,4-dihydroxyphenylacetyl glucopyranoside), which has been isolated from Prunus persica (L.), kaempferol, quercetin and myricetin were reported to have antielastase and anti-collagenase activity [102][103][104]. Kaempferol and quercetin also have an inhibitory effect on tyrosinases [100].…”

“…Inhibiting the three enzymes, collagenases, elastases and tyrosinases, which are known to play a crucial role in skin aging, increases the strength of the skin, improves elasticity and helps to avoid development of dark spots, preventing the formation of wrinkles [102]. Thanks to the C-3-hydroxyl group, flavonols are stronger inhibitors of collagenase than flavones and isoflavones [102]. Myricetin could also be used in cosmetic preparations given its protective effects against skin aging [82].…”

Evaluation of the Antioxidant, Cytoprotective and Antityrosinase Effects of Schisandra chinensis Extracts and Their Applicability in Skin Care Product

“…They may delay the process of decomposition of unsaturated lipids in the intercellular matrix and thus protect the skin against the impairment of the epidermal barrier, ultimately reducing the potential for skin irritations and improving microcirculation [4]. Plant extracts are valuable cosmetic additives for enhancing their quality and improving functionality [5,6]. It should also be mentioned that extracts have been shown to be much more effective than individual compounds because of synergistic interactions taking place between all chemical ingredients [7,8].…”