357428-06-9Relevant academic research and scientific papers
Use of pyridinium ionic liquids as catalysts for the synthesis of 3,5-bis(dodecyloxycarbonyl)-1,4-dihydropyridine derivative
Pajuste, Karlis,Plotniece, Aiva,Kore, Kintija,Intenberga, Liva,Cekavicus, Brigita,Kaldre, Dainis,Duburs, Gunars,Sobolev, Arkadij
, p. 143 - 148 (2011)
The synthesis of cationic amphiphilic 1,4-dihydropyridine derivative, potential gene delivery agent is achieved via an efficient multi-step sequence. The key step of this approach is a two-component Hantzsch type cyclisation of 3-oxo-2-[1-phenylmethyliden
Synthesis and comparative evaluation of novel cationic amphiphile C12-Man-Q as an efficient DNA delivery agent in vitro
Apsite, Gunita,Timofejeva, Irena,Vezane, Aleksandra,Vigante, Brigita,Rucins, Martins,Sobolev, Arkadij,Plotniece, Mara,Pajuste, Karlis,Kozlovska, Tatjana,Plotniece, Aiva
, (2018)
New amphiphilic 1,4-DHP derivative C12-Man-Q with remoted cationic moieties at positions 2 and 6 was synthesised to study DNA delivery activity. The results were compared with data obtained for cationic 1,4-DHP derivative D19, which is known to be the mos
Studies of the physicochemical and structural properties of self-assembling cationic pyridine derivatives as gene delivery agents
Petrichenko, Oksana,Rucins, Martins,Vezane, Aleksandra,Timofejeva, Irena,Sobolev, Arkadij,Cekavicus, Brigita,Pajuste, Karlis,Plotniece, Mara,Gosteva, Marina,Kozlovska, Tatjana,Plotniece, Aiva
, p. 25 - 37 (2015)
Abstract New amphiphilic pyridine derivatives containing dodecyloxycarbonyl substituents at positions 3 and 5 and cationic moieties at positions 2 and 6 have been designed and synthesised. Compounds of this type can be considered as synthetic lipids. The
Gene delivery agents possessing antiradical activity: Self-assembling cationic amphiphilic 1,4-dihydropyridine derivatives
Pajuste, Karlis,Hyvoenen, Zanna,Petrichenko, Oksana,Kaldre, Dainis,Rucins, Martins,Cekavicus, Brigita,Ose, Velta,Skrivele, Baiba,Gosteva, Marina,Morin-Picardat, Emmanuelle,Plotniece, Mara,Sobolev, Arkadij,Duburs, Gunars,Ruponen, Marika,Plotniece, Aiva
, p. 3062 - 3075 (2013/10/01)
Seventeen 1,4-dihydropyridine (1,4-DHP) amphiphiles including differently substituted pyridinium, pyrazinium, N-methyl piperidinium or N-methyl morpholinium moieties as the cationic head-group of the molecule have been designed and synthesised. 1,4-DHP amphiphiles have been earlier proposed as a promising tool for plasmid DNA (pDNA) delivery in vitro. In this work the ability of the 1,4-DHP amphiphiles to self-assemble, to bind pDNA and to transfer it into the cells as well as the cytotoxicity of 1,4-DHP amphiphiles-pDNA complexes was studied. Furthermore, antiradical activity (ARA) of the 1,4-DHP derivatives was determined. We have revealed that all new 1,4-DHP amphiphiles possessed self-assembling properties and formed nanoparticles in an aqueous environment. The structure of the cationic head-group of 1,4-DHP amphiphiles influenced the size of nanoparticles. Additionally, we demonstrated for the first time that the electronic nature of the substituent of the pyridinium as the cationic head-group of the 1,4-DHP amphiphiles strongly affected the ability of these compounds to bind pDNA and transfer it into the cells. The amphiphiles with electron-donating properties possessing substituents at pyridinium moieties were able to bind pDNA and to deliver it more efficiently than amphiphiles containing electron-withdrawing properties possessing substituents at pyridinium moieties. Moreover, in this study we have established that the presence of the cationic part in the molecule was essential for the expression of ARA among tested 1,4-DHP amphiphiles. Cationic 1,4-DHP derivatives containing pyrazinium or N-methyl morpholinium substituents in the cationic head-group of the molecule displayed the highest ARA.
Cationic amphiphilic 1,4-dihydropyridine derivatives useful for delivery of nucleotide containing compounds
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, (2008/06/13)
The present invention discloses amphiphilic 1,4-dihydropyridine derivatives useful for the preparation of a composition for delivering nucleotide containing compounds into a target cell and/or its nucleus. Said composition comprises 1,4-dihydropyridine de
