Please use this identifier to cite or link to this item:
https://hdl.handle.net/10316/25285
Title: | Synthesis and studies of calcium channel blocking and antioxidant activities of novel 4-pyridinium and/or N-propargyl substituted 1,4-dihydropyridine derivatives | Authors: | Rucins, Martins Kaldre, Dainis Pajuste, Karlis Fernandes, Maria A. S. Vicente, Joaquim A. F. Klimaviciusa, Linda Jaschenko, Elina Kanepe-Lapsa, Iveta Shestakova, Irina Plotniece, Mara Gosteva, Marina Sobolev, Arkadij Jansone, Baiba Muceniece, Ruta Klusa, Vija Plotniece, Aiva |
Keywords: | 1,4-Dihydropyridines; N-Dodecyl pyridinium; Propargyl substituent; Calcium antagonists; Antioxidant activity; Mitochondrial processes; Structure–activity relationships | Issue Date: | 2014 | Publisher: | Académie des sciences | Serial title, monograph or event: | Comptes Rendus Chimie | Volume: | 17 | Issue: | 1 | Abstract: | The novel 1,4-dihydropyridine derivatives containing the cationic pyridine moiety at the position 4, and the N-propargyl group as a substituent at position 1 of the 1,4-DHP cycle were designed, synthesised, and assessed in biological tests. Among all the novel compounds, the 4-(N-dodecyl) pyridinium group-containing compounds 11 (without the N-propargyl group) and 12 (with the N-propargyl group) demonstrated the highest calcium antagonistic properties against neuroblastoma SH-SY5Y (IC50 about 5–14 mM) and the vascular smooth muscle A7r5 cell (IC50 – 0.6–0.7 mM) lines, indicating that they predominantly target the L-type calcium channels. These compounds showed a slight total antioxidant activity. At concentrations close to those of L-type calcium channel blocking ones, compound 12 did not affect mitochondrial functioning; also, no toxicity was obtained in vivo. The N-propargyl group as a substituent at position 1 of the 1,4-DHP cycle did not essentially influence the compounds’ activity. The 4-(N-dodecyl) pyridinium moiety-containing compounds can be considered as prototype molecules for further chemical modifications and studies as cardioprotective/neuroprotective agents. | URI: | https://hdl.handle.net/10316/25285 | ISSN: | 1631-0748 | DOI: | 10.1016/j.crci.2013.07.003 | Rights: | openAccess |
Appears in Collections: | FCTUC Ciências da Vida - Artigos em Revistas Internacionais |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
1-s2.0-S1631074813002294-main.pdf | 729.7 kB | Adobe PDF | View/Open |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.