Evaluation of Physicochemical Properties of Amphiphilic 1,4-Dihydropyridines and Preparation of Magnetoliposomes
This study was focused on the estimation of the targeted modification of 1,4-DHP core with (1) different alkyl chain lengths at 3,5-ester moieties of 1,4-DHP (C<sub>12</sub>, C<sub>14</sub> and C<sub>16</sub>); (2) N-substituent at position 1 of 1,4-DHP (N-H or N-...
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| Format: | Article |
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MDPI AG
2021-02-01
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| Series: | Nanomaterials |
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| Online Access: | https://www.mdpi.com/2079-4991/11/3/593 |
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| author | Oksana Petrichenko Aiva Plotniece Karlis Pajuste Martins Rucins Pavels Dimitrijevs Arkadij Sobolev Einars Sprugis Andrejs Cēbers |
| author_facet | Oksana Petrichenko Aiva Plotniece Karlis Pajuste Martins Rucins Pavels Dimitrijevs Arkadij Sobolev Einars Sprugis Andrejs Cēbers |
| author_sort | Oksana Petrichenko |
| collection | DOAJ |
| description | This study was focused on the estimation of the targeted modification of 1,4-DHP core with (1) different alkyl chain lengths at 3,5-ester moieties of 1,4-DHP (C<sub>12</sub>, C<sub>14</sub> and C<sub>16</sub>); (2) N-substituent at position 1 of 1,4-DHP (N-H or N-CH<sub>3</sub>); (3) substituents of pyridinium moieties at positions 2 and 6 of 1,4-DHP (H, 4-CN and 3-Ph); (4) substituent at position 4 of 1,4-DHP (phenyl and napthyl) on physicochemical properties of the entire molecules and on the characteristics of the obtained magnetoliposomes formed by them. It was shown that thermal behavior of the tested 1,4-DHP amphiphiles was related to the alkyl chains length, the elongation of which decreased their transition temperatures. The properties of 1,4-DHP amphiphile monolayers and their polar head areas were determined. The packing parameters of amphiphiles were in the 0.43–0.55 range. It was demonstrated that the structure of 1,4-DHPs affected the physicochemical properties of compounds. “Empty” liposomes and magnetoliposomes were prepared from selected 1,4-DHP amphiphiles. It was shown that the variation of alkyl chains length or the change of substituents at positions 4 of 1,4-DHP did not show a significant influence on properties of liposomes. |
| first_indexed | 2024-03-09T06:19:52Z |
| format | Article |
| id | doaj.art-849bb86facf0450c818a2ad5685229aa |
| institution | Directory Open Access Journal |
| issn | 2079-4991 |
| language | English |
| last_indexed | 2024-03-09T06:19:52Z |
| publishDate | 2021-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Nanomaterials |
| spelling | doaj.art-849bb86facf0450c818a2ad5685229aa2023-12-03T11:48:50ZengMDPI AGNanomaterials2079-49912021-02-0111359310.3390/nano11030593Evaluation of Physicochemical Properties of Amphiphilic 1,4-Dihydropyridines and Preparation of MagnetoliposomesOksana Petrichenko0Aiva Plotniece1Karlis Pajuste2Martins Rucins3Pavels Dimitrijevs4Arkadij Sobolev5Einars Sprugis6Andrejs Cēbers7Laboratory of Magnetic Soft Materials, Faculty of Physics, Mathematics and Optometry, University of Latvia, 3 Jelgavas str., LV-1004 Riga, LatviaLatvian Institute of Organic Synthesis, 21 Aizkraukles Str., LV-1006 Riga, LatviaLatvian Institute of Organic Synthesis, 21 Aizkraukles Str., LV-1006 Riga, LatviaLatvian Institute of Organic Synthesis, 21 Aizkraukles Str., LV-1006 Riga, LatviaLatvian Institute of Organic Synthesis, 21 Aizkraukles Str., LV-1006 Riga, LatviaLatvian Institute of Organic Synthesis, 21 Aizkraukles Str., LV-1006 Riga, LatviaLaboratory of Chemical Technologies, Institute of Solid State Physics, University of Latvia, 8 Kengaraga Str., LV-1063 Riga, LatviaLaboratory of Magnetic Soft Materials, Faculty of Physics, Mathematics and Optometry, University of Latvia, 3 Jelgavas str., LV-1004 Riga, LatviaThis study was focused on the estimation of the targeted modification of 1,4-DHP core with (1) different alkyl chain lengths at 3,5-ester moieties of 1,4-DHP (C<sub>12</sub>, C<sub>14</sub> and C<sub>16</sub>); (2) N-substituent at position 1 of 1,4-DHP (N-H or N-CH<sub>3</sub>); (3) substituents of pyridinium moieties at positions 2 and 6 of 1,4-DHP (H, 4-CN and 3-Ph); (4) substituent at position 4 of 1,4-DHP (phenyl and napthyl) on physicochemical properties of the entire molecules and on the characteristics of the obtained magnetoliposomes formed by them. It was shown that thermal behavior of the tested 1,4-DHP amphiphiles was related to the alkyl chains length, the elongation of which decreased their transition temperatures. The properties of 1,4-DHP amphiphile monolayers and their polar head areas were determined. The packing parameters of amphiphiles were in the 0.43–0.55 range. It was demonstrated that the structure of 1,4-DHPs affected the physicochemical properties of compounds. “Empty” liposomes and magnetoliposomes were prepared from selected 1,4-DHP amphiphiles. It was shown that the variation of alkyl chains length or the change of substituents at positions 4 of 1,4-DHP did not show a significant influence on properties of liposomes.https://www.mdpi.com/2079-4991/11/3/5931,4-dihydropyridine amphiphilesiron oxide nanoparticlesmagnetoliposomeslipid monolayersphysicochemical properties |
| spellingShingle | Oksana Petrichenko Aiva Plotniece Karlis Pajuste Martins Rucins Pavels Dimitrijevs Arkadij Sobolev Einars Sprugis Andrejs Cēbers Evaluation of Physicochemical Properties of Amphiphilic 1,4-Dihydropyridines and Preparation of Magnetoliposomes Nanomaterials 1,4-dihydropyridine amphiphiles iron oxide nanoparticles magnetoliposomes lipid monolayers physicochemical properties |
| title | Evaluation of Physicochemical Properties of Amphiphilic 1,4-Dihydropyridines and Preparation of Magnetoliposomes |
| title_full | Evaluation of Physicochemical Properties of Amphiphilic 1,4-Dihydropyridines and Preparation of Magnetoliposomes |
| title_fullStr | Evaluation of Physicochemical Properties of Amphiphilic 1,4-Dihydropyridines and Preparation of Magnetoliposomes |
| title_full_unstemmed | Evaluation of Physicochemical Properties of Amphiphilic 1,4-Dihydropyridines and Preparation of Magnetoliposomes |
| title_short | Evaluation of Physicochemical Properties of Amphiphilic 1,4-Dihydropyridines and Preparation of Magnetoliposomes |
| title_sort | evaluation of physicochemical properties of amphiphilic 1 4 dihydropyridines and preparation of magnetoliposomes |
| topic | 1,4-dihydropyridine amphiphiles iron oxide nanoparticles magnetoliposomes lipid monolayers physicochemical properties |
| url | https://www.mdpi.com/2079-4991/11/3/593 |
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