Application of alpha-hydroxy carboxylic acid replaced by phenoxy
A technology of hydroxycarboxylic acid and hydroxyphenoxypropionic acid, which can be used in cosmetic preparations, skin care preparations, pharmaceutical formulations, etc., and can solve problems such as dull skin and loss of luster.
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Embodiment 1
[0025] Example 1: Substance
[0026] Hydroxyphenoxypropionic acid, racemic compound [CAS No. 67648-61-7] (A) or R-enantiomer [CAS No. 94050-90-5] (B) can be obtained from Sigma-Aldrich.
Embodiment 2
[0027] Example 2: Antioxidant activity / anti-radical activity
[0028] Free radicals (FR) are reactive chemical forms that are characterized by one (or more) unpaired electrons. FR can be derived from unsaturated lipids, certain amino acids, and mainly derived from oxygen during spontaneous biological mechanisms (such as the respiratory chain in mitochondria) or natural biological processes (such as inflammation). In fact, FR reacts with oxygen to form reactive oxygen species (ROS) such as hydroxyl radical HO. In addition, oxidative stress such as UV or pollutants also generates free radicals and ROS, which cause damage to all cells and tissue components (lipids, proteins, sugars, and nucleic bases) of human skin.
[0029] The antioxidant capacity of compound B was evaluated by DPPH test and HO test.
[0030] -Anti-DPPH test
[0031] [DEBY C: Relation entre les acides gras essentiels et le taux des antioxydants tissulaires chez la souris: SOCIETE BELGE DE BIOLOGIE, security du 19 dé...
Embodiment 3
[0042] Example 3: UVA photoprotection, cellular antioxidant effect
[0043] UVA radiation penetrates the epidermis and induces oxidative stress in the dermis by generating reactive oxygen species or ROS [see DALLE CARBONARE M, PATHAK MA: Skin photosensitizing agents and the role of reactive oxygen species in photo-aging. Journal of Photochemistry & Photobiology, 14, 1-2, 105-124, 1992]. Oxidative stress leads to the oxidation of cell membrane lipids and reduced forms of glutathione [MORLIERE P, MOISAN A, SANTUS R, HUPPE G, MAZIERE JC, DUBERTRET L: UV-A induced lipid peroxydation in cultured human fibroblasts. Biochim. Biophys. Acta, 1084, 3:261-269, 1991].
[0044] By measuring the release levels of malondialdehyde (MDA), intracellular proteins and GSH (reduced form of glutathione), the cytoprotective effect of UVA-induced injury of human fibroblasts (MRC5 cell line) cultured in vitro was evaluated. MDA is a by-product of lipid oxidation and glutathione is a natural peptide that...
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