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(Referência obtida automaticamente do Web of Science, por meio da informação sobre o financiamento pela FAPESP e o número do processo correspondente, incluída na publicação pelos autores.)

Advanced Glycation End Product Inhibition by Alkaloids from Ocotea paranapiacabensis for the Prevention of Skin Aging

Texto completo
Autor(es):
de Freitas, Larissa [1] ; Valli, Marilia [1, 2] ; Dametto, Alessandra C. [1, 3] ; Pennacchi, Paula C. [4] ; Andricopulo, Adriano D. [2] ; Maria-Engler, Silvya S. [4] ; Bolzani, Vanderlan S. [1]
Número total de Autores: 7
Afiliação do(s) autor(es):
[1] Sao Paulo State Univ UNESP, Inst Chem, Dept Organ Chem, Nuclei Bioassays Biosynth & Ecophysiol & Nat Prod, Araraquara, SP - Brazil
[2] Univ Sao Paulo, Inst Phys Sao Carlos, Ctr Res & Innovat Biodivers & Drug Discovery CIBF, Lab Med & Computat Chem LQMC, Sao Carlos, SP - Brazil
[3] Fed Inst Educ Sci & Technol Sao Paulo, Matao, SP - Brazil
[4] Univ Sao Paulo, Fac Pharmaceut Sci, Dept Clin & Toxicol Anal, Sao Paulo - Brazil
Número total de Afiliações: 4
Tipo de documento: Artigo Científico
Fonte: Journal of Natural Products; v. 83, n. 3, SI, p. 649-656, MAR 27 2020.
Citações Web of Science: 0
Resumo

A bioassay-guided study aiming at identifying inhibitors of the glycation process on the leaves of Ocotea paranapiacabensis afforded four benzylisoquinoline alkaloids (1-4), with 1 and 2 identified as new naturals products, while 3 and 4 were previously described in the literature, with 3 being identified as magnocurarine. Purification was performed by column chromatography and high-performance liquid chromatography. The structures of the isolated compounds were elucidated by spectroscopic methods including UV, NMR, and HRMS. The process of skin aging has been recently associated with advanced glycation end products (AGEs), and strategies inhibiting their formation have been addressed by pharmaceutical companies for the development of novel antiaging compounds. Alkaloids 1-4 were evaluated for their potential to inhibit AGE formation and showed inhibition of 62.9%, 83.3%, 26.1%, and 98.2% (150 mu M), respectively. The antiaging potential of compounds 1 and 4 were evaluated with a reconstructed human skin model in vitro, and results showed a decrease in dermis contraction (8.7% and 4.2% respectively for 1 and 4) when compared to the glycated control (57.4%). Additionally, absorption, distribution, metabolism, and excretion (ADME) and toxicity properties were predicted using in silico methods, and the results were considered significantly promising for alkaloids 1 and 4 to continue the development of these alkaloids with skincare properties. (AU)

Processo FAPESP: 19/05967-3 - Compreensão da função biológica de produtos naturais de bases de dados para o planejamento de compostos ativos para o tratamento de doenças infecciosas
Beneficiário:Marilia Valli
Linha de fomento: Bolsas no Brasil - Pós-Doutorado
Processo FAPESP: 14/50926-0 - INCT 2014: biodiversidade e produtos naturais
Beneficiário:Vanderlan da Silva Bolzani
Linha de fomento: Auxílio à Pesquisa - Programa BIOTA - Temático
Processo FAPESP: 13/07600-3 - CIBFar - Centro de Inovação em Biodiversidade e Fármacos
Beneficiário:Glaucius Oliva
Linha de fomento: Auxílio à Pesquisa - Centros de Pesquisa, Inovação e Difusão - CEPIDs