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Design, synthesis and evaluation of new photoprotective hybrids compounds derivatives from resveratrol, cinnamates and avobenzone planned as sunscreens

Grant number: 12/09237-0
Support type:Scholarships in Brazil - Master
Effective date (Start): July 01, 2012
Effective date (End): March 31, 2014
Field of knowledge:Health Sciences - Pharmacy
Principal Investigator:Jean Leandro dos Santos
Grantee:Juliana Santana Reis
Home Institution: Faculdade de Ciências Farmacêuticas (FCFAR). Universidade Estadual Paulista (UNESP). Campus de Araraquara. Araraquara , SP, Brazil

Abstract

Exposure to ultraviolet radiation (UV-rays) is the main factor that contributes to the development of skin cancer in the world. Furthermore, chronic exposure to UV radiation leads to photoaging, due to the formation of reactive oxygen species (ROS), causing damage to skin stratum corneum and affecting the regeneration of connective tissue and the distribution of melanin in the skin, which promotes marks and stains. In this view, several studies have demonstrated the importance of using sunscreens to prevent the development of skin cancer and photoaging. Sunscreens can protect against UVA (320-400nm) and UVB (290-320nm) radiation. UVA radiation reaches deep into the skin causing the aging of skin tissues, the appearance of dermatosis and skin rashes, and reaches the DNA, causing genetic changes. Also, potencialize the biological effects of UVB-rays, stimulating photoallergy and phototoxicity reactions, and promotes the appearance of free radicals. On the other hand, UVB radiation promotes the appearance of burns, eye damage, erythema, edema, inflammation, changes in the immune system (for example, immunosuppression), inhibition of DNA and RNA synthesis and changes in protein synthesis. In this study, we use molecular modification for cinnamate derivatives, represented by p-octyl methoxycinnamate (UVB filter) and dibenzoylmethanes derivatives, represented by avobenzone (UVA filter). Because of the search for natural cosmetic products, we will further explore the antioxidant and sunscreen properties of resveratrol (UVB filter) in the new prototypes planned. Therefore, this study aims to obtain new sunscreen able to protect against UV radiation (UVA and UVB), with associated antioxidant properties, obtained by molecular hybridization strategy, between existing filters (avobenzone and cinnamates) and natural products (resveratrol, ferulic acid).

Scientific publications
(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)
REIS, JULIANA SANTANA; CORREA, MARCOS ANTONIO; CHUNG, MAN CHIN; DOS SANTOS, JEAN LEANDRO. Synthesis, antioxidant and photoprotection activities of hybrid derivatives useful to prevent skin cancer. Bioorganic & Medicinal Chemistry, v. 22, n. 9, p. 2733-2738, MAY 1 2014. Web of Science Citations: 14.
Academic Publications
(References retrieved automatically from State of São Paulo Research Institutions)
REIS, Juliana Santana. Planejamento, síntese e avaliação fotoprotetora de novos compostos híbridos derivados do resveratrol, cinamatos e avobenzona planejados como filtros solares. 2014. 113 f. Master's Dissertation - Universidade Estadual Paulista "Júlio de Mesquita Filho" Faculdade de Ciencias Farmaceuticas..

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