Rucins, MartinsKaukulis, MartinsPlotniece, AivaPajuste, KarlisPikun, NadiiaSobolev, Arkadij2022-09-022022-09-022022-09Rucins, M, Kaukulis, M, Plotniece, A, Pajuste, K, Pikun, N & Sobolev, A 2022, '1,1 ′ -{[3,5-Bis(dodecyloxycarbonyl)-4-(naphthalen-2-yl)-1,4-dihydropyridine-2,6-diyl]bis(methylene)}bis{4-[(E)-2-(naphthalen-2-yl)vinyl]pyridin-1-ium}dibromide', MolBank, vol. 2022, no. 3, M1396. https://doi.org/10.3390/M13961422-8599https://dspace.rsu.lv/jspui/handle/123456789/9511Funding Information: Funding: This research was funded by the EuroNanoMed3 project TENTACLES No ES RTD/2020/18. Publisher Copyright: © 2022 by the authors. Licensee MDPI, Basel, Switzerland.Synthesis of a double-charged cationic amphiphilic 1,4-dihydropyridine derivative with dodecyl ester groups at positions 3 and 5 of the 1,4-DHP ring was performed starting from Hantzsch type cyclization of dodecyl acetoacetate, 2-naphthaldehyde and ammonium acetate. Bromination of this compound followed by nucleophilic substitution of bromine with (E)-4-(2-(naphthalen-2-yl)vinyl)pyridine gave the desired cationic amphiphilic 1,1′-{[3,5-bis(dodecyloxycarbonyl)-4-(naph-thalen-2-yl)-1,4-dihydropyridine-2,6-diyl]bis(methylene)}bis{4-[(E)-2-(naphthalen-2-yl)vinyl]pyridin-1-ium}dibromide. The obtained target compound was fully characterized by IR, UV,1 H-NMR,13 C-NMR, HRMS and microanalysis. The characterization of the cationic 1,4-DHP nanoparticles in an aqueous solution was performed by DLS measurements. The obtained results showed that the compound formed nanoparticles with an average diameter of around 300 nm, a PDI value of around 490 and a zeta-potential of around 20 mV for freshly prepared samples. However, after one week of storage at room temperature, an aggregation of nanoparticles was detected.488154enginfo:eu-repo/semantics/openAccess1,4-dihydropyridinesDLSnanoparticlesself-assembling propertiesstyrylpyridinium dyessynthetic lipids1.4 Chemical sciences1.6 Biological sciences1.1. Scientific article indexed in Web of Science and/or Scopus databaseBiochemistryPhysical and Theoretical ChemistryOrganic Chemistry/dk/atira/pure/researchoutput/researchoutputtypes/contributiontojournal/article10.3390/M1396http://www.scopus.com/inward/record.url?scp=85133329504&partnerID=8YFLogxK