Synthesis, spectroscopic studies and biological evaluation of acridine derivatives: The role of aggregation on the photodynamic efficiency
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Other documents of the author: Felip-León, Carles; Martínez Arroyo, Olga; Diaz-Oltra, Santiago; Miravet, Juan; Apostolova, Nadezda; Galindo, Francisco
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comunitat-uji-handle2:10234/7053
comunitat-uji-handle3:10234/8639
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Title
Synthesis, spectroscopic studies and biological evaluation of acridine derivatives: The role of aggregation on the photodynamic efficiencyAuthor (s)
Date
2018-03-01Publisher
ElsevierISSN
0960-894XBibliographic citation
FELIP-LEÓN, Carles, et al. Synthesis, spectroscopic studies and biological evaluation of acridine derivatives: The role of aggregation on the photodynamic efficiency. Bioorganic & medicinal chemistry letters, 2018, vol. 28, no 5, p. 869-874.Type
info:eu-repo/semantics/articlePublisher version
https://www.sciencedirect.com/science/article/pii/S0960894X18300866Version
info:eu-repo/semantics/acceptedVersionSubject
Abstract
Two new photoactive compounds (1 and 2) derived from the 9-amidoacridine chromophore have been synthesized and fully characterized. Their abilities to produce singlet oxygen upon irradiation have been compared. The ... [+]
Two new photoactive compounds (1 and 2) derived from the 9-amidoacridine chromophore have been synthesized and fully characterized. Their abilities to produce singlet oxygen upon irradiation have been compared. The synthesized compounds show very different self-aggregating properties since only 1 present a strong tendency to aggregate in water. Biological assays were conducted with two cell types: hepatoma cells (Hep3B) and human umbilical vein endothelial cells (HUVEC). Photodynamic therapy (PDT) studies carried out with Hep3B cells showed that non-aggregating compound 2 showed photoxicity, ascribed to the production of singlet oxygen, being aggregating compound 1 photochemically inactive. On the other hand suspensions of 1, characterized as nano-sized aggregates, have notable antiproliferative activity towards this cell line in the dark. [-]
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Bioorganic & medicinal chemistry letters, 2018, vol. 28, no 5Investigation project
Ministerio de Economia y Competitividad of Spain: CTQ2015-71004-R; CTQ2012-37735; BES-2013-063296. Universitat Jaume I: P1.1B2015-76Rights
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