An improved procedure for the preparation of benzo[4, 5]imidazo[2,1-a]isoquinolines using PdCl2–PPh3 as catalyst was developed, featuring simple, sequential workup, good selectivity, and compatibility with a wide range of functional groups. Various (Z)-2-bromovinylimidazoles and 2-chlorophenylb...
An efficient copper-catalyzed cascade cyclization reaction for selectively synthesizing a variety of benzo[4,5]imidazo[2,1-a]isoquinoline derivatives has been developed. The reaction features the formation of three different CN bonds in sequence. In the presence of Cu(OAc)2 and KOtBu, o-alkynylb...
A one-pot protocol towards chromeno[2′,2′:4,5]imidazo[2,1-a]isoquinoline derivatives via a domino reaction of isoquinoline-derived immonium salts and α-hydroxy aromatic aldehydes is elaborated. The scope and limitations of this reaction is discussed.
The dynamics of the ultrafast excited-state multiple intermolecular proton transfer (PT) reactions in gas-phase complexes of 1H-pyrrolo[3,2-h]quinoline with water and methanol (PQ(H2O) n and PQ(MeOH) n , where n = 1, 2) is modeled using quantum-chemical simulations. The minimum energy ground-st...
Dual fluorescence is observed in water and water-containing solutions of 1H-pyrrolo[3,2-h]quinoline and dipyrido[2,3-a:3 ′ ,2 ′ -i]carbazole. The low energy band is assigned to a product of excited state double proton transfer reaction, occurring in cyclic 1:1 complexes with wa...
The formation of a 1:1 hydrogen bonded complex of 1H-Pyrrolo[3,2-h]quinoline (1HPQ) with methanol has been characterized by quantum chemical calculations. To this end, we have resorted to the application of advanced quantum chemical tools e.g., Atoms-In-Molecule (AIM) and Natural Bond Orbital (N...
The multistep synthesis of a series of substituted amidino-benzimidazolyl-furyl-phenyl-acrylic acid's esters and substituted amidino-benzimidazolyl-naphtho[2,1-b]furan-carboxylic acid's esters is described starting from corresponding 3-(2-furyl)-2-phenyl-acrylic acids. The new compounds were tes...
Depending on the reaction conditions, the acylation of 2-ethylnaphtho[2,1-b]furan leads to the formation of a mixture of 1-acetyl-, 5-acetyl-, and 1,5-diacetyl derivatives with a widely varying ratio of components, the structure of which has been characterized by IR and NMR spectroscopy, mass sp...
A fluorescent naphthofuran was synthesised from an oxobenzopyran by alkaline ring contraction and coupled with various l-amino acids at their N-terminus or at side-chain functional groups, in order to evaluate its applicability as a fluorescent label for biomolecules and in peptide synthesis. Fl...
The synthesis of a 2-nitroimidazol-5-ylmethyl carbamate prodrug 10 of the potent minor groove alkylating agent amino-seco-CBI-TMI 3 is described. Chemical, radiolytic, and enzymic reductions of a model 2-nitroimidazol-5-yl carbamate 8 show release of the amine effector upon reduction. Prodrug 1...
W artykule zamieszczono wyniki badań literaturowych i prac syntetycznych dotyczących pochodnych fluoresceiny z zablokowanymi grupami wodorotlenowymi, używanymi do bezpośredniego oznaczania żywotności komórek. Badania własne skupiały się na syntezie diacetylofluoresceiny (FDA), dibutyryłofluore...
A simple fluorimetric method for determination of iodate in table salt has been developed. The method is based on the reaction of iodate with excess iodide in acidic media which leads to the formation of iodine and subsequently to tri-iodide (I-3). I-3 induces cyclodesulfurization of non-fluores...
A flow-injection chemiluminescence method for the determination of tobramycin, micro-nomicin, amikacin and gentamycin has been described. The method utilises chemilumines-cence of the above analytes emitted during their oxidation with N-bromosuccinimide (NBS) in alkaline medium in the presence o...
Proteins comprising the first nucleotide-binding- and R-domains of wild-type and ΔF508 cystic fibrosis transmembrane conductance regulator (CFTR) have been synthesised by in vitro transcription/translation. The kinetics and extent of degradation of wild-type and ΔF508 cytoplasmic domain protei...
The substituted benzo[c]quinolizinium compounds MPB-07 and MPB-91 are novel activators of the cystic fibrosis transmembrane conductance regulator (CFTR) chloride channel. High homologies between CFTR and the sulfonylurea receptor (SUR), which associates with the potassium channel Kir6.2 to form ...
Four heterocyclic salts 1a–d were prepared by Ca 2+ -assisted cyclization of fluoro derivatives 3, and investigated by spectroscopic (NMR and UV), electrochemical, and computational (DFT and MP2) methods. The mechanism for the formation of the cations was investigated at the DFT level o...
A new type of binuclear Ru(II) complex [Ru(TAP) 2 (TAP-TAP)Ru(TAP) 2 ] 4 + (1 (TAP-TAP=2,2'-bis(1,4,5,8-tetraazaphenanthrene)) produced by photo-reaction of Ru(TAP) 3 2 + in the presence of 5'-guanosine-monophosphate (5'-GMP) has been isolated and char...
Benzo[a]quinolizinium salts have been synthesized through ring‐closing metathesis reactions of 1‐butenyl‐2‐vinylisoquinolinium, 2‐butenyl‐1‐vinylisoquinolinium and 2‐styryl‐1‐vinylpyridinium salts in the presence of Grubbs andHoveyda–Grubbs catalysts. The results show that the lastapp...
Phenanthrene, a simplest angular polycyclic aromatic hydrocarbon with a bay-region in its molecule, is reported to be non-mutagenic, although most angular (non-linear) polycyclic aromatic hydrocarbons, such as benzo[a]pyrene and chrysene, are known to show genotoxicity after metabolic transforma...
New 7-aryl(hetaryl)-7,8,9,10,11,12-hexahydropyrimido[5,4-b][1,7]phenanthroline-9,11-diones have been synthesized by three-component condensation of barbituric acid with quinolin-5-amine and aromatic or heteroaromatic aldehydes.