Cytotoxic Activity of Salicylic Acid-Containing Drug Models with Ionic and Covalent Binding.

Autor: Egorova KS; N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences , Leninsky prospect 47, Moscow 119991, Russia., Seitkalieva MM; N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences , Leninsky prospect 47, Moscow 119991, Russia., Posvyatenko AV; Institute of Gene Biology, Russian Academy of Sciences , Vavilova str. 34/5, Moscow 119334, Russia ; D. Rogachev Federal Scientific Clinical Centre of Pediatric Hematology, Oncology and Immunology, Ministry of Health of Russian Federation , Samory Mashela str., Moscow 117198, Russia., Khrustalev VN; Peoples' Friendship University of Russia , 6 Miklukho-Maklay Street, Moscow 117198, Russian Federation ; A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences , 28 Vavilov Street, Moscow 119991, Russian Federation., Ananikov VP; N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences , Leninsky prospect 47, Moscow 119991, Russia ; Saint Petersburg State University , Universitetsky Prospekt 26, Stary Petergof 198504, Russia.
Jazyk: angličtina
Zdroj: ACS medicinal chemistry letters [ACS Med Chem Lett] 2015 Sep 28; Vol. 6 (11), pp. 1099-104. Date of Electronic Publication: 2015 Sep 28 (Print Publication: 2015).
DOI: 10.1021/acsmedchemlett.5b00258
Abstrakt: Three different types of drug delivery platforms based on imidazolium ionic liquids (ILs) were synthesized in high preparative yields, namely, the models involving (i) ionic binding of drug and IL; (ii) covalent binding of drug and IL; and (iii) dual binding using both ionic and covalent approaches. Seven ionic liquids containing salicylic acid (SA-ILs) in the cation or/and in the anion were prepared, and their cytotoxicity toward the human cell lines CaCo-2 (colorectal adenocarcinoma) and 3215 LS (normal fibroblasts) was evaluated. Cytotoxicity of SA-ILs was significantly higher than that of conventional imidazolium-based ILs and was comparable to the pure salicylic acid. It is important to note that the obtained SA-ILs dissolved in water more readily than salicylic acid, suggesting benefits of possible usage of traditional nonsoluble active pharmaceutical ingredients in an ionic liquid form.
Databáze: MEDLINE