An impact of the ring substitution in nicorandil on its adsorption on silver nanoparticles. Surface-enhanced Raman spectroscopy studies.
The substituent effect on structure and surface activity of biologically active nicorandil was investigated by means of surface-enhanced Raman spectroscopy (SERS). Vibrational characterization was a basis for investigation of the adsorption profile of nicorandil and 1-methylnicorandil on silver nanoparticles. An assignment of SERS bands was performed by the comparison of the Raman spectra of both compounds in the solid state and in solutions, complemented by DFT calculations. Even though the nitro group was found to be the most attractive to the silver surface, the strong impact of the methyl substituent changed this preferable adsorption mechanism in 1-methylnicorandil. Protonation of the nitrogen atom in the pyridinium ring was also found to have an impact on absorption mechanism.
Faculty of Chemistry, Jagiellonian University, Ingardena 3, 30-060 Krakow, Poland; Jagiellonian Centre for Experimental Therapeutics (JCET), Jagiellonian University, Bobrzynskiego 14, 30-348 Krakow, Poland.
Aleksandra
A
Jaworska
Faculty of Chemistry, Jagiellonian University, Ingardena 3, 30-060 Krakow, Poland; Jagiellonian Centre for Experimental Therapeutics (JCET), Jagiellonian University, Bobrzynskiego 14, 30-348 Krakow, Poland. Electronic address: malek@chemia.uj.edu.pl.
Kamilla
K
Malek
Jagiellonian Centre for Experimental Therapeutics (JCET), Jagiellonian University, Bobrzynskiego 14, 30-348 Krakow, Poland.
Katarzyna M
KM
Marzec
Faculty of Chemistry, Jagiellonian University, Ingardena 3, 30-060 Krakow, Poland; Jagiellonian Centre for Experimental Therapeutics (JCET), Jagiellonian University, Bobrzynskiego 14, 30-348 Krakow, Poland.
Malgorzata
M
Baranska
D000327:Adsorption; D000889:Anti-Arrhythmia Agents / Q000737:chemistry* / Q000302:isolation & purification; D053768:Metal Nanoparticles / Q000737:chemistry*; D008745:Methylation; D008958:Models, Molecular; D020108:Nicorandil / Q000031:analogs & derivatives / Q000737:chemistry* / Q000302:isolation & purification; D012834:Silver / Q000737:chemistry*; D013059:Spectrum Analysis, Raman / Q000379:methods; D013499:Surface Properties
D000889:Anti-Arrhythmia Agents; D020108:Nicorandil; D012834:Silver
1-Methylnicorandil; Ag colloid; DFT; Nicorandil; Raman; SERS