Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging

Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, f...

Full description

Saved in:

Bibliographic Details
Published in:	Molecules (Basel, Switzerland) Vol. 25; no. 12; p. 2782
Main Authors:	Resende, Diana I S P, Almeida, Mariana C, Maciel, Bruna, Carmo, Helena, Sousa Lobo, José, Dal Pozzo, Carlotta, Cravo, Sara M, Rosa, Gonçalo P, Kane-Pagès, Aida, do Carmo Barreto, Maria, Almeida, Isabel F, de Sousa, Maria Emília, Pinto, Madalena M M
Format:	Journal Article
Language:	English
Published:	Switzerland MDPI AG 16-06-2020 MDPI
Subjects:	1,2-dihydroxyxanthone Acids Aging Antioxidants Antioxidants - adverse effects Antioxidants - chemistry Antioxidants - pharmacology Ascorbic acid Bioactive compounds Chelation Collagen Collagenase Copper chloride Cytotoxicity DPPH Drug Evaluation, Preclinical Elastase Enzymes Ferric chloride Fungi Humans Hydrogen bonds Inhibitors Iron chlorides Keratinocytes - metabolism Keratinocytes - pathology Lichens Melanoma Microorganisms Oxidative stress photoaging Phototoxicity Pollutants Polyphenols Skin Skin - metabolism Skin - pathology Skin Aging - drug effects Skin Aging - radiation effects Skin cancer Stability analysis Sunscreening Agents - adverse effects Sunscreening Agents - chemistry Sunscreening Agents - pharmacology Tyrosinase Ultraviolet radiation Ultraviolet Rays - adverse effects xanthones Xanthones - adverse effects Xanthones - chemistry Xanthones - pharmacology elastase collagenase DPPH antioxidants xanthones 1,2-dihydroxyxanthone skin phototoxicity tyrosinase photoaging
Online Access:	Get full text
Tags:	Add Tag No Tags, Be the first to tag this record!

Description
Summary:	Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, fungi, lichens, and some higher plants. This class of polyphenols has a privileged scaffold that grants them several biological activities. We have previously identified simple oxygenated xanthones as promising antioxidants and disclosed as hit, 1,2-dihydroxyxanthone ( ). Herein, we synthesized and studied the potential of xanthones with different polyoxygenated patterns as skin antiphotoaging ingredients. In the DPPH antioxidant assay, two newly synthesized derivatives showed IC values in the same range as ascorbic acid. The synthesized xanthones were discovered to be excellent tyrosinase inhibitors and weak to moderate collagenase and elastase inhibitors but no activity was revealed against hyaluronidase. Their metal-chelating effect (FeCl and CuCl ) as well as their stability at different pH values were characterized to understand their potential to be used as future cosmetic active agents. Among the synthesized polyoxygenated xanthones, 1,2-dihydroxyxanthone ( ) was reinforced as the most promising, exhibiting a dual ability to protect the skin against UV damage by combining antioxidant/metal-chelating properties with UV-filter capacity and revealed to be more stable in the pH range that is close to the pH of the skin. Lastly, the phototoxicity of 1,2-dihydroxyxanthone ( ) was evaluated in a human keratinocyte cell line and no phototoxicity was observed in the concentration range tested.
ISSN:	1420-3049 1420-3049
DOI:	10.3390/molecules25122782