Synthesis, spectroscopic studies and biological evaluation of acridine derivatives: The role of aggregation on the photodynamic efficiency

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:28

Article

Felip-Leon, Carles¹  Martinez-Arroyo, Olga^1,2  Diaz-Oltra, Santiago^1,3  Miravet, Juan F.¹  Apostolova, Nadezda²  Galindo, Francisco¹ 

[1] Univ Jaume 1, Dept Quim Inorgan & Organ, Avda Sos Baynat S-N, Castellon de La Plana 12071, Spain

[2] Univ Valencia, Dept Farmacol, Avda Blasco Ibanez 15-17, Valencia 46010, Spain

[3] Univ Jaume 1, Dept Educ, Avda Sos Baynat S-N, Castellon de La Plana 12071, Spain

关键词: Self-aggregation;    Organic nanoparticles;    9-Amidoacridine;    Photodynamic therapy;    Singlet oxygen;   

DOI  :  10.1016/j.bmcl.2018.02.005

来源: Elsevier

【 摘 要 】

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. (C) 2018 Elsevier Ltd. All rights reserved.

【 授权许可】

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