TY - JOUR
T1 - Evaluation of Antiradical Activity and Reducing Capacity of Synthesised Bispyridinium Dibromides Obtained by Quaternisation of 4-Pyridyl-1,4-dihydropyridines with Propargyl Bromide
AU - Rucins, Martins
AU - Gosteva, Marina
AU - Belyakov, Sergey
AU - Sobolev, Arkadij
AU - Pajuste, Karlis
AU - Plotniece, Mara
AU - Cekavicus, Brigita
AU - Tirzite, Dace
AU - Plotniece, Aiva
N1 - Funding Information:
This research work was supported by the European Social Fund Project Nr. ESF 2013/0002/1DP/1.1.1.2.0/13/APIA/VIAA/005 and the European Social Fund within the project ‘Support for Doctoral Studies at University of Latvia’ (for Martins Rucins). The authors gratefully acknowledge the generous assistance and valuable information provided by Dr Gunars Tirzitis and Dr Janis Uldrikis.
Publisher Copyright:
© CSIRO 2015.
PY - 2015
Y1 - 2015
N2 - New bispyridinium dibromides based on the 1,4-dihydropyridine (1,4-DHP) cycle were synthesised in the reaction between 4-pyridyl-1,4-DHP derivatives and propargyl bromide. It has been shown that variation of the substituent position on the pyridine as well as small changes in the electronic nature of the 1,4-DHP cycle as a result of the substituent nature at the 3 and 5 positions do not affect the course of the reaction and in all cases the corresponding bispyridinium dibromides 4a-e were formed. The antiradical activity, using 1,1-diphenyl-2-picrylhydrazine as a free radical scavenger, and the reducing capacity using phosphomolybdenum complexes have been evaluated for the newly synthesised compounds 4a-e. It has been shown that all tested 1,4-DHP bispyridinium dibromides 4a-e possess reducing capacity and antiradical properties. Moreover, the reducing capacity results could be explained by the influence of the electronic nature of the substituent at the 3 and 5 positions of the 1,4-DHP cycle.
AB - New bispyridinium dibromides based on the 1,4-dihydropyridine (1,4-DHP) cycle were synthesised in the reaction between 4-pyridyl-1,4-DHP derivatives and propargyl bromide. It has been shown that variation of the substituent position on the pyridine as well as small changes in the electronic nature of the 1,4-DHP cycle as a result of the substituent nature at the 3 and 5 positions do not affect the course of the reaction and in all cases the corresponding bispyridinium dibromides 4a-e were formed. The antiradical activity, using 1,1-diphenyl-2-picrylhydrazine as a free radical scavenger, and the reducing capacity using phosphomolybdenum complexes have been evaluated for the newly synthesised compounds 4a-e. It has been shown that all tested 1,4-DHP bispyridinium dibromides 4a-e possess reducing capacity and antiradical properties. Moreover, the reducing capacity results could be explained by the influence of the electronic nature of the substituent at the 3 and 5 positions of the 1,4-DHP cycle.
UR - http://www.scopus.com/inward/record.url?scp=84928331662&partnerID=8YFLogxK
U2 - 10.1071/CH14033
DO - 10.1071/CH14033
M3 - Article
AN - SCOPUS:84928331662
SN - 0004-9425
VL - 68
SP - 86
EP - 92
JO - Australian Journal of Chemistry
JF - Australian Journal of Chemistry
IS - 1
ER -