Structure-function relationship of phenolic antioxidants in topical skin health products

International Journal of Cosmetic Science

Volumn 39, Issue 2, 2017, Pages 217-223

  Jung, K ^a   Everson, R J C ^b   Joshi, B ^b   Bulsara, P A ^b   Upasani, R ^b   Clarke, M J ^b  

^a Gematria Test Lab GmbH   (Germany)

^b GLAXOSMITHKLINE   (United States)

Author keywords

antioxidants; electron spin resonance spectroscopy; emulsions; formulation stability; skin physiology structure

Indexed keywords

ANTIOXIDANT; HYDROXYL GROUP; HYDROXYTYROSOL; PHENOL; PHENOL DERIVATIVE;

ANTIOXIDANT ACTIVITY; ARTICLE; BOND DISSOCIATION ENTHALPY; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; DEGRADATION KINETICS; DPPH RADICAL SCAVENGING ASSAY; ELECTRON SPIN RESONANCE; ENTHALPY; HYDROGEN BOND; IONIZATION; METHYLATION; OXIDATION REDUCTION STATE; PHARMACOLOGICAL BLOCKING; PROCESS OPTIMIZATION; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; DRUG EFFECTS; HUMAN; SKIN;

ANTIOXIDANTS; HUMANS; PHENOLS; SKIN; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84991594228     PISSN: 01425463     EISSN: 14682494     Source Type: Journal    
DOI: 10.1111/ics.12367     Document Type: Article

References (20)

1. Poljšak, B. and Dahmane, R. Free radicals and extrinsic skin aging. Dermatol. Res. Pract. article ID135206, 2012, 1–4 (2012).
2. Masella, R., Di Benedetto, R., Varὶ, R., Filesi, C. and Giovannini, C. Novel mechanisms of natural antioxidant compounds in biological systems: involvement of glutathione and glutathione-related systems. J. Nutr. Biochem. 16, 577–586 (2005).
3. Jung, K., Sacher, M., Blume, G., Janβen, F. and Herrling, T. How active are biocosmetic ingredients? SOFW J. 133, 2–7 (2007).
4. Kobayashi, S. and Higashimura, H. Oxidative polymerization of phenols revisited. Progress Polymer Sci. 28, 1015–1048 (2003).
5. Huang, D., Ou, B., Hampsch-Woodhill, M., Flanagan, J.A. and Prior, R.L. High-throughput assay of oxygen radical absorbance capacity (ORAC) using a multi-channel liquid handling system coupled with a microplate fluorescence reader in 96-well format. J. Agric. Food Chem. 50, 4437–4444 (2002).
6. Schaich, K.M. Developing a Rational Basis for Selection of Antioxidant Screening and Testing Methods. ISHS Acta Horticulture 709: I International Symposium on Natural Preservatives in Food Systems (2005).
7. ISO 6886:2016. Animal and Vegetable Fats and Oils – Determination of Oxidation Stability (accelerated oxidative test). Int Org Standardization, Geneva, Switzerland (2016).
8. Prior, R.L.P., Wu, X. and Schaich, K. Standardized methods for the determination of antioxidant capacity and phenolics in food and dietary supplements. J. Agric. Food Chem. 53, 4290–4302 (2005).
9. Jung, K., Richter, J., Kabrodt, K., Lucke, I.M., Schellenberg, I. and Herrling, T.H. The Antioxidative Power (AP)—A new quantitative time dependent (2D) parameter for the determination of the antioxidant capacity and reactivity of different plants. Spectrochmica Acta Part A 63, 846–850 (2006).
10. Blois, M.S. Antioxidant determinations by the use of a stable free radical. Nature 181, 1199–1200 (1958).
11. Brand-Williams, W., Cuvelier, M.E. and Berset, C. Use of a free radical method to evaluate antioxidant activity. LWT – Food Sci. Technol. 28, 25–30 (1995).
12. Herrling, T.H. and Jung, K. Method for the Determination of Antioxidative Activity of Pure Substances and Mixtures. German patent DE102005026133B4, Gematria Test Lab Gmbh, Berlin, (2008).
13. Wright, J.S., Johnson, E.R. and DiLabio, G.A. Predicting the activity of phenolic antioxidants: theoretical method, analysis of substituent effects, and application to major families of antioxidants. J. Am. Chem. Soc. 123, 1173–1183 (2001).
14. Zhiyong, C., Jie, R., Yuanzong, L., Wenbao, C. and Zhida, C. Establishment of a quantitative structure-activity relationship model for evaluating and predicting the protective potentials of phenolic antioxidants on lipid peroxidation. J. Pharm. Sci. 92, 475–484 (2003).
15. Leopoldini, M., Marino, T., Russo, N. and Toscano, M. Antioxidant properties of phenolic compounds: H-atom versus electron transfer. J. Phys. Chem. A 108, 4916–4922 (2004).
16. Streitwieser Jr, A. and Heathcock, C.H. Introduction to Organic Chemistry. 2nd ed. p. 1258. Macmillan Publishing Co., Inc., New York (1981).
17. Howard, J.A. and Ingold, K.U. The inhibited autoxidation of styrene. Part III. The relative inhibiting efficiencies of ortho-alkyl phenols. Can. J. Chem. 41, 2800–2806 (1963).
18. Hoelz, L.V.B., Horta, B.A.C., Araújo, J.Q., Albuquerque, M.G., de Alencastro, R.B. and da Silva, J.F.M. Quantitative structure-activity relationships of antioxidant phenolic compounds. J. Chem. Pharm. Res. 2, 291–306 (2010).
19. Kim, D.-O. and Lee, C.Y. Comprehensive study on vitamin C equivalent antioxidant capacity (VCEAC) of various polyphenolics in scavenging a free radical and its structural relationship. Crit. Rev. Food Sci. Nutr. 44, 253–273 (2004).
20. Sánchez-Cortés, S., Francioso, O., García-Ramos, J.V., Ciavatta, C. and Gessa, C. Catechol polymerization on silver surface. Colloids Surf. A 176, 177–184 (2001).