Data for the cytotoxicity, self-assembling properties and synthesis of 4-pyridinium-1,4-dihydropyridines

Klavs Pajuste; Martins Rucins; Ilona Domracheva; Arkadij Sobolev; Nadiia Pikun; Mara Plotniece; Gunars Duburs; Karlis Pajuste; Aiva Plotniece

doi:10.1016/j.dib.2020.106545

Data for the cytotoxicity, self-assembling properties and synthesis of 4-pyridinium-1,4-dihydropyridines

Data Brief. 2020 Nov 19:33:106545. doi: 10.1016/j.dib.2020.106545. eCollection 2020 Dec.

Authors

Klavs Pajuste¹, Martins Rucins¹, Ilona Domracheva¹, Arkadij Sobolev¹, Nadiia Pikun¹, Mara Plotniece², Gunars Duburs¹, Karlis Pajuste¹, Aiva Plotniece¹

Affiliations

¹ Latvian Institute of Organic Synthesis, Aizkraukles str. 21, LV-1006, Riga, Latvia.
² Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Riga Stradiņš University, Dzirciema str. 16, LV-1007, Riga, Latvia.

Abstract

In this data file the synthetic procedures for preparation of the original 4-pyridinium-1,4-dihydropyridines (4-Py-1,4-DHP) and their parent compounds - dialkyl 2,6-dimethyl-4-(3-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylates were described. In total, 5 unpublished compounds were obtained and characterised. All the structures of original compounds were confirmed by Nuclear Magnetic Resonance (NMR, including ¹H NMR and ¹³C NMR) and low resolution mass spectra (MS) data. Additionally, the cytotoxic properties of four 4-Py-1,4-DHPs were evaluated on 3 cell lines - normal NIH3T3 (mouse embryonic fibroblast), cancerous HT-1080 (human lung fibrosarcoma) and MH-22A (mouse hepatoma) and self-assembling properties were studied and characterisation of formed nanoparticles were performed using dynamic light scattering technique. In this article provided data are directly related to the previously published research articles - "Novel cationic amphiphilic 1,4-dihydropyridine derivatives for DNA delivery" [1] where compound 5 was tested as gene delivery agent without full physico-chemical characterisation and "Synthesis and studies of calcium channel blocking and antioxidant activities of novel 4-pyridinium and/or N-propargyl substituted 1,4-dihydropyridine derivatives" [2] where synthesis and physico-chemical characterisation as well as calcium channel blocking and antioxidant activities were described for compound 6. Synthesis of other compounds - parent 1,4-DHPs 1 and 2, and 4-Py-1,4-DHPs 3-5, their characterisation, estimation of cytotoxicity and self-assembling properties for all 4-Py-1,4-DHPs 3-6 are reported herein for the first time. Information provided in this data file can be used in medicinal chemistry by other scientists to estimate structure-activity relationships for the analysis and construction of various cationic 1,4-dihydropyridine derivatives and related heterocycles.

Keywords: 1,4-dihydropyridine; Cytotoxicity; Nanoparticles; Pyridinium; Quaternisation; Self-assembling; Structure-activity relationships.