Photostability evaluation of five UV-filters, trans-resveratrol and beta-carotene in sunscreens

European Journal of Pharmaceutical Sciences

Volumn 78, Issue , 2015, Pages 79-89

  Freitas, Juliana Vescovi ^a   Lopes, Norberto Peporine ^a   Gaspar, Lorena Rigo ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Beta carotene; Photodegradation; Photostability; Suncreens; Trans resveratrol

Indexed keywords

4 METHOXYCINNAMIC ACID 2 ETHYLHEXYL ESTER; AVOBENZONE; BETA CAROTENE; OCTOCRYLENE; RESVERATROL; SUNSCREEN; TRANS RESVERATROL; UNCLASSIFIED DRUG; ACRYLIC ACID DERIVATIVE; BENZOIC ACID DERIVATIVE; BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE; CINNAMIC ACID DERIVATIVE; OCTYL TRIAZONE; OCTYLMETHOXYCINNAMATE; PHENOL DERIVATIVE; PROPIOPHENONE DERIVATIVE; SINGLET OXYGEN; STILBENE DERIVATIVE; SUPEROXIDE; TRIAZINE DERIVATIVE;

ARTICLE; DRUG IDENTIFICATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; LIGHT; PHOTODEGRADATION; PHOTOREACTIVITY; PRIORITY JOURNAL; RADIATION EXPOSURE; SUN EXPOSURE; TANDEM MASS SPECTROMETRY; ULTRAVIOLET IRRADIATION; ULTRAVIOLET RADIATION; CHEMISTRY; DRUG STABILITY; MASS FRAGMENTOGRAPHY; PHOTOLYSIS; RADIATION RESPONSE; ULTRAVIOLET SPECTROPHOTOMETRY;

ACRYLATES; BENZOATES; BETA CAROTENE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CINNAMATES; DRUG STABILITY; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; PHENOLS; PHOTOLYSIS; PROPIOPHENONES; SINGLET OXYGEN; SPECTROPHOTOMETRY, ULTRAVIOLET; STILBENES; SUNSCREENING AGENTS; SUPEROXIDES; TRIAZINES; ULTRAVIOLET RAYS;

EID: 84937574911     PISSN: 09280987     EISSN: 18790720     Source Type: Journal    
DOI: 10.1016/j.ejps.2015.07.004     Document Type: Article

References (54)

1. F. Afaq, V.M. Adhami, and N. Ahmad Prevention of short-term ultraviolet B radiation-mediated damages by resveratrol in SKH-1 hairless mice Toxicol. Appl. Pharmacol. 186 2003 28 37 10.1016/s0041-008x(02)00014-5
2. F. Aubin Mechanisms involved in ultraviolet light-induced immunosuppression Eur. J. Dermatol. 2003 http://dx.doi.org/10.1038/sj.jidsp.5640183
3. M.H. Aziz, F. Afaq, and N. Ahmad Prevention of ultraviolet-B radiation damage by resveratrol in mouse skin is mediated via modulation in survivin Photochem. Photobiol. 81 2005 25 31 10.1562/2004-08-13-RA-274
4. G. Berset, H. Gonzenbach, R. Christ, R. Martin, A. Deflandre, R.E. Mascotto, J.D. Jolley, W. Lowell, R. Pelzer, and T. Stiehm Proposed protocol for determination of photostability Part I: cosmetic UV filters Int. J. Cosmet. Sci. 18 1996 167 177 10.1111/j.1467-2494.1996.tb00145.x
5. F. Böhm, R. Edge, D.J. McGarvey, and T.G. Truscott β-Carotene with vitamins E and C offers synergistic cell protection against NO(x) FEBS Lett. 436 1998 387 389 10.1016/S0014-5793(98)01173-9
6. Bonda, C., Zhang, J., Pavlovic, A., 2011. The Photostability and Photostabilization of trans-resveratrol ABSTRACT: 126.
7. F. Brugè, L. Tiano, P. Astolfi, M. Emanuelli, and E. Damiani Prevention of UVA-induced oxidative damage in human dermal fibroblasts by new UV filters, assessed using a novel In Vitro experimental system PLoS ONE 9 2014 10.1371/journal.pone.0083401
8. M. Buchalska, G. Kras, M. Oszajca, W. Łasocha, and W. MacYk Singlet oxygen generation in the presence of titanium dioxide materials used as sunscreens in suntan lotions J. Photochem. Photobiol. A Chem. 213 2010 158 163 10.1016/j.jphotochem.2010.05.019
9. Chatelain, E., Gabard, B., 2001. Photostabilization of Butyl methoxydibenzoylmethane (Avobenzone) and Ethylhexyl methoxycinnamate by Bis-ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb S), a New UV Broadband Filter Photostabilization of Butyl methoxydibenzoylmethane (Avobenzone) vol. 74, pp. 401-406.
10. M.C. Cuquerella, V. Lhiaubet-Vallet, J. Cadet, and M.A. Miranda Benzophenone photosensitized DNA damage Acc. Chem. Res. 45 2012 1558 1570 10.1021/ar300054e
11. E. Damiani, P. Astolfi, J. Giesinger, T. Ehlis, B. Herzog, L. Greci, and W. Baschong Assessment of the photo-degradation of UV-filters and radical-induced peroxidation in cosmetic sunscreen formulations Free Radical Res. 44 2010 304 312 10.3109/10715760903486065
12. E. Damiani, W. Baschong, and L. Greci UV-Filter combinations under UV-A exposure: Concomitant quantification of over-all spectral stability and molecular integrity J. Photochem. Photobiol. B Biol. 87 2007 95 104 10.1016/j.jphotobiol.2007.03.003
13. E. Damiani, L. Rosati, R. Castagna, P. Carloni, and L. Greci Changes in ultraviolet absorbance and hence in protective efficacy against lipid peroxidation of organic sunscreens after UVA irradiation J. Photochem. Photobiol. B Biol. 82 2006 204 213 10.1016/j.jphotobiol.2005.03.011
14. M.E. Darvin, J.W. Fluhr, M.C. Meinke, L. Zastrow, W. Sterry, and J. Lademann Topical beta-carotene protects against infra-red-light-induced free radicals Exp. Dermatol. 20 2011 125 129 10.1111/j.1600-0625.2010.01191.x
15. B.L. Diffey A method for broad spectrum classification of sunscreens Int. J. Cosmet. Sci. 16 1994 47 52 10.1111/j.1467-2494.1994.tb00082.x
16. D. Dondi, A. Albini, and N. Serpone Interactions between different solar UVB/UVA filters contained in commercial suncreams and consequent loss of UV protection Photochem. Photobiol. Sci. 5 2006 835 843 10.1039/b606768a
17. B. Epe DNA damage spectra induced by photosensitization Photochem. Photobiol. Sci. 2012 http://dx.doi.org/10.1039/c1pp05190c
18. H.A. Epstein The next frontier of sunscreen protection: beyond sunscreens Skinmed 9 2011 247 250
19. L.R. Gaspar, and P.M.B.G.M. Campos Photostability and efficacy studies of topical formulations containing UV-filters combination and vitamins A, C and E Int. J. Pharm. 343 2007 181 189 10.1016/j.ijpharm.2007.05.048
20. L.R. Gaspar, and P.M.B.G.M. Campos A HPLC method to evaluate the influence of photostabilizers on cosmetic formulations containing UV-filters and vitamins A and e Talanta 82 2010 1490 1494 10.1016/j.talanta.2010.07.025
21. L.R. Gaspar, and P.M.B.G. Maia Campos Evaluation of the photostability of different UV filter combinations in a sunscreen Int. J. Pharm. 307 2006 123 128 10.1016/j.ijpharm.2005.08.029
22. Y. Gilaberte, and S. González Novedades en fotoprotección Actas Dermosifiliogr 2010 10.1016/j.ad.2010.04.003
23. R. Haywood, P. Wardman, R. Sanders, and C. Linge Sunscreens inadequately protect against ultraviolet-A-induced free radicals in skin: implications for skin aging and melanoma? J. Invest. Dermatol. 121 2003 862 868 10.1046/j.1523-1747.2003.12498.x
24. J. Hojerová, A. Medovcíková, and M. Mikula Photoprotective efficacy and photostability of fifteen sunscreen products having the same label SPF subjected to natural sunlight Int. J. Pharm. 408 2011 27 38 10.1016/j.ijpharm.2011.01.040
25. JaCVAM, 2013a. Reactive oxygen species (ROS) assay to examine photoreactivity of chemicals [WWW Document]. < http://www.jacvam.jp/files/doc/02-03/02-03-E2.pdf > (accessed 11.20.14).
26. JaCVAM, 2013b. Validation report for the international validation study on ROS (Reactive Oxygen Species) assay as a test evaluating phototoxic potential of chemicals (Seric version) [WWW Document]. < http://www.jacvam.jp/files/news/ROS-Assay-full 20131009Seric fourth.pdf > (accessed 11.20.14).
27. JaCVAM, 2013c. Validation report for the international validation study on ROS (Reactive Oxygen Species) assay as a test evaluating phototoxic potential of chemicals (Atlas Suntest version) [WWW Document]. < http://www.jacvam.jp/files/news/ROS-Assay-full 20130920 atlas-fourth data.pdf > (accessed 11.20.14).
28. C. Kielbassa, L. Roza, and B. Epe Wavelength dependence of oxidative DNA damage induced by UV and visible light Carcinogenesis 18 1997 811 816 10.1093/carcin/18.4.811
29. J. Kockler, M. Oelgemöller, S. Robertson, and B.D. Glass Photostability of sunscreens J. Photochem. Photobiol. C Photochem. Rev. 2012 10.1016/j.jphotochemrev.2011.12.001
30. Z.A. Lewicka, W.W. Yu, B.L. Oliva, E.Q. Contreras, and V.L. Colvin Photochemical behavior of nanoscale TiO2 and ZnO sunscreen ingredients J. Photochem. Photobiol. A Chem. 263 2013 24 33 10.1016/j.jphotochem.2013.04.019
31. V. Lhiaubet-Vallet, M. Marin, O. Jimenez, O. Gorchs, C. Trullas, and M.A. Miranda Filter-filter interactions. Photostabilization, triplet quenching and reactivity with singlet oxygen Photochem. Photobiol. Sci. 9 2010 552 558 10.1039/b9 pp00158a
32. A.M. Maia, A.R. Baby, W.J. Yasaka, E. Suenaga, T.M. Kaneko, and M.V.R. Velasco Validation of HPLC stability-indicating method for Vitamin C in semisolid pharmaceutical/cosmetic preparations with glutathione and sodium metabisulfite, as antioxidants Talanta 71 2007 639 643 10.1016/j.talanta.2006.05.006
33. H. Maier, G. Schauberger, B.S. Martincigh, K. Brunnhofer, and H. Hönigsmann Ultraviolet protective performance of photoprotective lipsticks: change of spectral transmittance because of ultraviolet exposure Photodermatol. Photoimmunol. Photomed. 21 2005 84 92 10.1111/j.1600-0781.2005.00143.x
34. G. Marginean Lazar, A.E. Fructus, A. Baillet, J.L. Bocquet, P. Thomas, and J.P. Marty Sunscreens' photochemical behaviour: In vivo evaluation by the stripping method Int. J. Cosmet. Sci. 19 1997 87 101 10.1046/j.1467-2494.1997.171703.x
35. L. Marrot, J.P. Belaïdi, F. Lejeune, J.R. Meunier, D. Asselineau, and F. Bernerd Photostability of sunscreen products influences the efficiency of protection with regard to UV-induced genotoxic or photoageing-related endpoints Br. J. Dermatol. 151 2004 1234 1244 10.1111/j.1365-2133.2004.06173.x
36. Y. Matsumura, and H.N. Ananthaswamy Molecular mechanisms of photocarcinogenesis Front. Biosci. 7 2002 d765 d783 10.2741/matsumur
37. Y. Matsumura, and H.N. Ananthaswamy Toxic effects of ultraviolet radiation on the skin Toxicol. Appl. Pharmacol. 2004 http://dx.doi.org/10.1016/j.taap.2003.08.019
38. T. Miura, S. Muraoka, N. Ikeda, M. Watanabe, and Y. Fujimoto Antioxidative and prooxidative action of stilbene derivatives Pharmacol. Toxicol. 86 2000 203 208
39. J.A. Nichols, and S.K. Katiyar Skin photoprotection by natural polyphenols: anti-inflammatory, antioxidant and DNA repair mechanisms Arch. Dermatol. Res. 302 2010 71 83 10.1007/s00403-009-1001-3
40. S. Onoue, K. Hosoi, T. Toda, H. Takagi, N. Osaki, Y. Matsumoto, S. Kawakami, S. Wakuri, Y. Iwase, T. Yamamoto, K. Nakamura, Y. Ohno, and H. Kojima Intra-/inter-laboratory validation study on reactive oxygen species assay for chemical photosafety evaluation using two different solar simulators Toxicol. Vitro 28 2014 515 523 10.1016/j.tiv.2013.11.014
41. S. Onoue, K. Hosoi, S. Wakuri, Y. Iwase, T. Yamamoto, N. Matsuoka, K. Nakamura, T. Toda, H. Takagi, N. Osaki, Y. Matsumoto, S. Kawakami, Y. Seto, M. Kato, S. Yamada, Y. Ohno, and H. Kojima Establishment and intra-/inter-laboratory validation of a standard protocol of reactive oxygen species assay for chemical photosafety evaluation J. Appl. Toxicol. 33 2013 1241 1250 10.1002/jat.2776
42. R. Pandel, B. Poljšak, A. Godic, and R. Dahmane Skin photoaging and the role of antioxidants in its prevention ISRN Dermatol. 2013 2013 930164 10.1155/2013/930164
43. S. Pattanaargson, and P. Limphong Stability of octyl methoxycinnamate and identification of its photo-degradation product Int. J. Cosmet. Sci. 23 2001 153 160 10.1046/j.1467-2494.2001.00071.x
44. S. Pattanaargson, T. Munhapol, P. Hirunsupachot, and P. Luangthongaram Photoisomerization of octyl methoxycinnamate J. Photochem. Photobiol. A Chem. 161 2004 269 274 10.1016/S1010-6030(03)00282-X
45. F. Ramel, S. Birtic, C. Ginies, L. Soubigou-Taconnat, C. Triantaphylides, and M. Havaux Carotenoid oxidation products are stress signals that mediate gene responses to singlet oxygen in plants Proc. Natl. Acad. Sci. 2012 http://dx.doi.org/10.1073/pnas.1115982109
46. R.M. Sayre, J.C. Dowdy, A.J. Gerwig, W.J. Shields, and R.V. Lloyd Unexpected photolysis of the sunscreen octinoxate in the presence of the sunscreen avobenzone Photochem. Photobiol. 81 2005 452 456 10.1562/2004-02-12-RA-083
47. W. Schwack, and T. Rudolph Photochemistry of dibenzoyl methane UVA filters. Part 1 J. Photochem. Photobiol. B Biol. 28 1995 229 234 10.1016/1011-1344(95)07118-L
48. C.G. Silva, J. Monteiro, R.R.N. Marques, A.M.T. Silva, C. Martínez, L.M. Canle, and J.L. Faria Photochemical and photocatalytic degradation of trans-resveratrol Photochem. Photobiol. Sci. 2013 http://dx.doi.org/10.1039/c2pp25239b
49. S. Stojanović, H. Sprinz, and O. Brede Efficiency and mechanism of the antioxidant action of trans-resveratrol and its analogues in the radical liposome oxidation Arch. Biochem. Biophys. 391 2001 79 89 10.1006/abbi.2001.2388
50. A.C. Tedesco, L. Martínez, and S. González Photochemistry and photobiology of actinic erythema: defensive and reparative cutaneous mechanisms Brazilian J. Med. Biol. Res. 30 1997 561 575 10.1590/S0100-879X1997000500002
51. J. Terao, Y. Minami, and N. Bando Singlet molecular oxygen-quenching activity of carotenoids: relevance to protection of the skin from photoaging J. Clin. Biochem. 48 2011 57 62 10.3164/jcbn.11
52. C. Tuchinda, H.W. Lim, U. Osterwalder, and A. Rougier Novel emerging sunscreen technologies Dermatol. Clin. 24 2006 105 117 10.1016/j.det.2005.09.003
53. E. Venditti, T. Spadoni, L. Tiano, P. Astolfi, L. Greci, G.P. Littarru, and E. Damiani In vitro photostability and photoprotection studies of a novel "multi-active" UV-absorber Free Radic. Biol. Med. 45 2008 345 354 10.1016/j.freeradbiomed.2008.04.025
54. M. Wlaschek, K. Briviba, G.P. Stricklin, H. Sies, and K. Scharffetter-Kochanek Singlet oxygen may mediate the ultraviolet A-induced synthesis of interstitial collagenase J. Invest. Dermatol. 104 1995 194 198 10.1111/1523-1747.ep12612751