دورية أكاديمية
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Novel benzophenone-3 derivatives with promising potential as UV filters: Relationship between structure, photoprotective potential and phototoxicity.

التفاصيل البيبلوغرافية
العنوان: Novel benzophenone-3 derivatives with promising potential as UV filters: Relationship between structure, photoprotective potential and phototoxicity.
المؤلفون: González MT; Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, 14040-903 Ribeirão Preto, SP, Brazil. Electronic address: mtpaezg@gmail.com., Fumagalli F; Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, 14040-903 Ribeirão Preto, SP, Brazil., Benevenuto CG; Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, 14040-903 Ribeirão Preto, SP, Brazil., da Silva Emery F; Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, 14040-903 Ribeirão Preto, SP, Brazil., Gaspar LR; Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, 14040-903 Ribeirão Preto, SP, Brazil. Electronic address: lorena@fcfrp.usp.br.
المصدر: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences [Eur J Pharm Sci] 2017 Apr 01; Vol. 101, pp. 200-210. Date of Electronic Publication: 2017 Feb 10.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: Elsevier Science B.V Country of Publication: Netherlands NLM ID: 9317982 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1879-0720 (Electronic) Linking ISSN: 09280987 NLM ISO Abbreviation: Eur J Pharm Sci Subsets: MEDLINE
أسماء مطبوعة: Publication: Amsterdam : Elsevier Science B.V
Original Publication: Amsterdam ; New York : Elsevier, c1993-
مواضيع طبية MeSH: Benzophenones/*chemistry , Dermatitis, Phototoxic/*etiology , Sunscreening Agents/*chemistry, Biological Assay/methods ; Hydrogen Bonding ; Neutral Red/chemistry ; Reactive Oxygen Species/chemistry ; Ultraviolet Rays
مستخلص: Benzophenone-3 (BP-3) is a UV filter with absorption at the UVB and UVA wavelengths which has not been extensively studied in experiments involving its absorbing effects and toxicity. We synthetized four BP-3 derivatives and characterized their photoprotective potential by UV absorption and photodegradation, their phototoxicity potential by 3T3 Neutral Red Uptake (3T3 NRU PT) and their photoreactivity by the reactive oxygen species (ROS) assay. The UV absorption, photodegradation, phototoxicity and photoreactivity of the four BP-3 derivatives (BP-3 carbonate, BP-3 carbazole, BP-3 phenylamine and BP-3 methoxy-phenylamine) were evaluated and compared to those of BP-3. Results showed that all derivatives were photostable, except BP-3 carbonate, which did not absorb in the UVA range. BP-3 phenylamine and BP-3 methoxy-phenylamine were considered non-phototoxic and weakly photoreactive in the ROS assay, while the carbazole derivative was considered phototoxic and non-photoreactive due to its rigid structure. The UV spectra of BP-3 carbonate, BP-3 phenylamine and BP-3 methoxy-phenylamine showed the influence of hydrogen bonding on their UV absorption. Based on these results, we concluded that BP-3 phenylamine and BP-3 methoxy-phenylamine could be promising UVA filters.
(Copyright © 2017 Elsevier B.V. All rights reserved.)
فهرسة مساهمة: Keywords: Benzophenone-3; Photostability; Phototoxicity; UV filters
المشرفين على المادة: 0 (Benzophenones)
0 (Reactive Oxygen Species)
0 (Sunscreening Agents)
261QK3SSBH (Neutral Red)
95OOS7VE0Y (oxybenzone)
تواريخ الأحداث: Date Created: 20170214 Date Completed: 20170621 Latest Revision: 20170621
رمز التحديث: 20240628
DOI: 10.1016/j.ejps.2017.02.014
PMID: 28192168
قاعدة البيانات: MEDLINE
الوصف
تدمد:1879-0720
DOI:10.1016/j.ejps.2017.02.014