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Statements

Subject Item
n2:RIV%2F60461373%3A22310%2F09%3A00021770%21RIV11-MSM-22310___
rdf:type
n11:Vysledek skos:Concept
dcterms:description
Ten novel, potentially intercalating 4-acridonecarboxamide azomethines and ketimines have been prepared by the condensation reaction of 9-oxo-9,10-dihydroacridine-4-carboxylic acid hydrazide with Various aldehydes and ketones. The structures of the compounds were characterized spectroscopically by NMR (H-1, C-13, N-15 nuclei and 2D experiments), UV-vis, IR and fluorescence methods and by quantum chemical calculations using DFT at the B3LYP/6-311+G(d,p) level of theory and semiempirical ZINDO and AMI methods. NMR chemical shift variations for C-4' were assessed due to changes in the polarizability of the imine C-4'=N-3' bond rather than direct inductive effects arising from the C-4' substituents. In concert with this was the reversed order observed for the N-3' chemical shifts with DFT-calculated atomic charges confirming the bond polarization. Both intra- and intermolecular hydrogen bonds between the acridone NH hydrogen and the amidic carbonyl oxygen were found to exist by FT Ten novel, potentially intercalating 4-acridonecarboxamide azomethines and ketimines have been prepared by the condensation reaction of 9-oxo-9,10-dihydroacridine-4-carboxylic acid hydrazide with Various aldehydes and ketones. The structures of the compounds were characterized spectroscopically by NMR (H-1, C-13, N-15 nuclei and 2D experiments), UV-vis, IR and fluorescence methods and by quantum chemical calculations using DFT at the B3LYP/6-311+G(d,p) level of theory and semiempirical ZINDO and AMI methods. NMR chemical shift variations for C-4' were assessed due to changes in the polarizability of the imine C-4'=N-3' bond rather than direct inductive effects arising from the C-4' substituents. In concert with this was the reversed order observed for the N-3' chemical shifts with DFT-calculated atomic charges confirming the bond polarization. Both intra- and intermolecular hydrogen bonds between the acridone NH hydrogen and the amidic carbonyl oxygen were found to exist by FT
dcterms:title
Spectroscopic, structural and theoretical studies of novel, potentially cytotoxic 4-acridonecarboxamide imines Spectroscopic, structural and theoretical studies of novel, potentially cytotoxic 4-acridonecarboxamide imines
skos:prefLabel
Spectroscopic, structural and theoretical studies of novel, potentially cytotoxic 4-acridonecarboxamide imines Spectroscopic, structural and theoretical studies of novel, potentially cytotoxic 4-acridonecarboxamide imines
skos:notation
RIV/60461373:22310/09:00021770!RIV11-MSM-22310___
n3:aktivita
n16:Z
n3:aktivity
Z(MSM6046137301)
n3:cisloPeriodika
2
n3:dodaniDat
n5:2011
n3:domaciTvurceVysledku
n15:8582254
n3:druhVysledku
n12:J
n3:duvernostUdaju
n13:S
n3:entitaPredkladatele
n8:predkladatel
n3:idSjednocenehoVysledku
342907
n3:idVysledku
RIV/60461373:22310/09:00021770
n3:jazykVysledku
n18:eng
n3:klicovaSlova
Azomethines; Ketimines; Acridonecarboxyhydrazides; NMR spectroscopy; Quantum chemical calculations
n3:klicoveSlovo
n4:Ketimines n4:Azomethines n4:Acridonecarboxyhydrazides n4:Quantum%20chemical%20calculations n4:NMR%20spectroscopy
n3:kodStatuVydavatele
NL - Nizozemsko
n3:kontrolniKodProRIV
[A15B05F9E783]
n3:nazevZdroje
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
n3:obor
n7:CC
n3:pocetDomacichTvurcuVysledku
1
n3:pocetTvurcuVysledku
11
n3:rokUplatneniVysledku
n5:2009
n3:svazekPeriodika
73
n3:tvurceVysledku
Imrich, Jan Fröhlichová, Zdenka Hritzová, Ol'ga Sabolová, Danica Böhm, Stanislav Danihel, Ivan Kožurková, Maria Kristián, Pavol Klika, Karel D. Busová, Tatiana Horvát, Branislav
n3:wos
000266429700004
n3:zamer
n17:MSM6046137301
s:issn
1386-1425
s:numberOfPages
11
n14:organizacniJednotka
22310