Riboflavin derivatives for enhanced photodynamic activity against Leishmania parasites

Autor(es)

Silva, Alexandre Vieira ^{[1, 2]} ; Lopez-Sanchez, Almudena ^[3] ; Junqueira, Helena Couto ^[1] ; Rivas, Luis ^[3] ; Baptista, Mauricio S. ^[1] ; Orellana, Guillermo ^[2]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Inst Chem, Sao Paulo - Brazil

^[2] Univ Complutense Madrid, Dept Organ Chem, E-28040 Madrid - Spain

^[3] CSIC, Ctr Invest Biol, Dept Physicochem Biol, Madrid 28040 - Spain

• Tipo de documento: Artigo Científico
• Fonte: Tetrahedron; v. 71, n. 3, p. 457-462, JAN 21 2015.
• Citações Web of Science: 6

Resumo

Riboflavin derivatives with various substituents (O-acyl, N-methyl, N-alkylcarboxyalkyl or N-alkyl(trialkyl) ammonium) have been prepared and spectroscopically characterized (absorption, emission and fluorescence quantum yields). Their quantum yields of photosensitized singlet molecular oxygen production (Phi(Delta) 0.24-0.58) and octanol/water partition coefficients (P-ow <= 0.01-11) were measured. Preliminary studies indicate that all derivatives display higher phototoxicity against the human protozoan parasite Leishmania than the parent riboflavin, with negligible toxicity in the absence of light. Their photodynamic action shows a higher correlation with Pow than with Phi(Delta), opening up their potential application to cutaneous diseases treatment. (C) 2014 Elsevier Ltd. All rights reserved. (AU)

• Processo FAPESP: 13/07937-8 - Redoxoma
• Beneficiário: Ohara Augusto
• Modalidade de apoio: Auxílio à Pesquisa - Centros de Pesquisa, Inovação e Difusão - CEPIDs
• Processo FAPESP: 12/50680-5 - Fotossensibilização nas ciências da vida
• Beneficiário: Mauricio da Silva Baptista
• Modalidade de apoio: Auxílio à Pesquisa - Temático