The aminomethylation of 6-amino-4-aryl-2-thioxo-1,2-dihydropyridine-3,5-dicarbonitriles by the action of primary amines and an excess of formaldehyde under conditions of base catalysis was studied. It was found that the structure and yields of the products depend largely on the structure of the ...
A previously unknown recyclization of an 11-acyldipyrido[1,2-a:1′,2′-c]imidazolium cation to 8-formyl-9-methyl(aryl)pyrido[1,2-a]benzimidazoles has been discovered. The proposed reaction mechanism includes a selective opening of one of the pyridinium rings and the formation of a benzaldehyde f...
Novel tricyclic dipyridoimidazole derivatives can be readily synthesised in one pot processes from various highly fluorinated pyridine systems such as pentafluoropyridine and relatively nucleophilic 2-aminopyridine derivatives. Further nucleophilic aromatic substitution reactions of the novel tr...
Two tetrapodal ligands L1 and L2 containing 4,5-diazafluorene units have been synthesized and characterized. Both ligands are composed of two kinds of nonequivalent coordinating sites: one involves the 4-(4,5-diazafluoren-9-ylimino)phenoxy moiety, and the other one involves the 2-(4,5-diazafluor...
The titanocene-bis(trimethylsilyl)acetylene complexes Cp' 2 Ti[η 2 -C 2 (SiMe 3 ) 2 ] (Cp' = C 5 H 5 , C 5 HMe 4 , and C 5 Me 5 ) react with 2,2'-bi-pyridine (bpy) to give the corresponding Cp' 2 Ti(...
The ruthenium(II) complex [Ru(bpy) 2 L](PF 6 ) 2 , where bpy is 2,2′-bipyridine and L is 1,5-dihydro-2-H-cyclopenta[1,2-b:5,4-b′]dipyridine-2-one, was synthesized from the reaction of cis-Ru(bpy) 2 Cl 2 ·2H 2 O with L, and isolated as the hexafl...
The influence of acidity on the absorption and fluorescence spectra of 5H-pyrido[3,2-b]indole or δ-carboline (δ-C) and its N,N-dimethyl derivative has been studied in aqueous media. The changes in the absorption spectra of δ-C are apparently simple and can be related with the formation of the...
Three novel cyclooctadiazabiaryl ligands, namely cycloocta[2,1-b:3,4-b']dipyridine (3), cycloocta[2,1-b:3,4-b']diquinoline (4) and cycloocta[2,1-b:3,4-b']di[1,8]naphthyridine (5) have been synthesized and a number of metal complexes have been prepared for these novel ligands. The energy barrier ...
On the basis of previous reports on the importance of thienyl, furyl or phenol group substitution on 5H-indeno[1,2-b]pyridine skeleton, a new series of rigid 2-aryl-4-(4′-hydroxyphenyl)-5H-indeno[1,2-b]pyridine derivatives were systematically designed and synthesized. Topoisomerase inhibitory a...
Photolysis of dibenzothiophene-S-oxide (DBTO) and dibenzoselenophene-Se-oxide (DBSeO) was examined under direct and sensitized conditions. Quantum yield and solvent oxidation data are used to separate the direct irradiation conditions, plus benzophenone-sensitized and anthraquinone-sensitized ir...
The syntheses of the selenium containing heterocycles dibenzoselenophene (1 ≡ biphenSe) and dibenzo[1,2]diselenine (2 ≡ biphenSe2) were optimized. The halogenation reactions of 1 and 2 with XeF2, SO2Cl2, Br2 and I2 were performed and the corresponding products characterized. In the case of 1, ...
The Smiles rearrangement was successfully applied to 4-hydroxybenzo[b]thiophene furnishing a facile entry to the 4-amino derivative. The rearrangement was extended to 5-methoxy-4-methoxycarbonyl[1]benzothieno[2,3-b]pyridine obtained via aza-Wittig/electrocyclization reaction of novel N-(4-methox...
An approach to the modification of biologically active gamma-carbolines with the N-substituted propionamide fragments by the reaction of N-substituted acrylamides with gamma-carbolines catalyzed by cesium fluoride has been suggested. The compounds synthesized were studied for the influence on th...
A comparative study performed in mice investigating the action of DF302, a novel fluoride-containing gamma-carboline derivative, in comparison to the structurally similar neuroprotective drug dimebon. Drug effects on learning and memory, emotionality, hippocampal neurogenesis and mitochondrial f...
Nine novel β- and γ-carboline derivatives bearing either methyl-, propargyl- or phenethyl-residues at the indole nitrogen were synthesized and tested as potential anti-Alzheimer drugs. Antagonism of recombinantly expressed NMDA receptors, inhibition of cholinesterases, and radical scavenging p...
This study investigated the inhibitory effect of 9H-pyrido[3,4-b]indole (norharman), one of the naturally occurring β-carbolines, on cytochrome P450 (CYP)-related activities and the relationship between its inhibitory effect, its intercalation to DNA, and its comutagenic effect. Norharman reduc...
The influence of the hydrogen bond acceptor properties of pyridine derivatives on the fluorescence quenching mechanism of the betacarboline (9H-pyrido[3,4-b]indole) (BC) has been investigated. Absorption measurements suggest the sequential formation of two BC–pyridine hydrogen-bonded complexes:...
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