The expression of NMT (3-aminomethylindole/N-methyl-3-aminomethylindole N-methyltransferase; EC 2.1.1.), involved in the biosynthesis of the indole alkaloid gramine, was investigated in aphid-infested barley (Hordeum vulgare L.). NMT is induced by methyl jasmonate and it was hypothesized that th...

Following the premises of the multitarget-directed ligands approach for the drug R&D against neurodegenerative diseases, where Alzheimer’s disease (AD) outstands, we have synthesized and evaluated analogues of the gramine derivative ITH12657 (1-benzyl-5-methyl-3-(piperidin-1-ylmethyl-1H-indole,...

In recent years, the exploration and development of the effective methods of treatment and prevention to algal blooms, especially Microcystis aeruginosa blooms has been an important issue in the field of water environment protection. Allelochemicals (natural plant toxins) are considered promisin...

Amino acid syn-1-amino-3-fluoro-cyclobutyl-1-carboxylic acid (syn-FACBC) 12, the isomer of anti-FACBC, has been selectively synthesized and [18F] radiofluorinated in 52% decay-corrected yield using no-carrier-added [18F]fluoride. The key step in the synthesis of the desired isomer involved stere...

A water soluble boronated amino acid containing a cascade polyol, 1-amino-3-[2-(7-{3-[2-(2-hydroxymethyl-ethoxy)-1-(2-hydroxy-1-hydroxymethyl-ethoxymethyl)ethoxy]propyl}-1,7-di-carba-closo-dodecaboran-1-yl)ethyl]cyclobutanecarboxylic acid, has been developed. The key step in the synthesis is the...

Diblock copolymers were prepared from 2-ethyl-2-oxazoline and 2-phenyl-2-oxazoline via living cationic polymerization using sequential addition of the monomers. Copolymer assemblies in aqueous solutions and on surface were studied with respect to changes in the hydrophilic-hydrophobic balance in...

New enantiopure polycyclic norbornane-derived spiro-β-lactams were synthesized by means of a Staudinger ketene–imine reaction between unsymmetrical bicyclic chiral ketenes, generated from differently substituted norbornane carboxylic acids, and (E)-N-benzyl-N-(phenylmethylene)amine, with high ...

A library of isomeric glutamic acid analogs based on the spiro[3.3]heptane skeleton is designed. Two members of the library, (R)- and (S)-2-amino-spiro[3.3]heptane-2,6-dicarboxylic acid hydrochlorides, were synthesized. The stereochemistry of the synthesized amino acids was determined using 1H–...

An asymmetric synthesis of all four stereoisomers of 1-amino-3-hydroxy-cyclopentane-1-carboxylic acid based on a chiral glycine equivalent, oxazinone derivative is presented. The crucial point of the performed reactions is the alkylation of (S)- and (R)-glycine equivalent with the respective ste...

[(RR′-admpzp)2Ti(OPri)2] complexes (2a–c), synthesized from reaction of Ti(OPri)3Cl (0.5 equiv) with 1-dialkylamino-3-(3,5-dimethyl-pyrazol-1-yl)-propan-2-ol compounds in the presence of triethylamine (0.5 equiv), are pseudo-octahedral with each RR′-admpzp ligand κ2-O,N(pyrazolyl) coordinate...

Cytosolic phospholipase A2α (cPLA2α) is a key enzyme in the biosynthesis of pro-inflammatory lipid mediators and therefore represents an attractive target for the development of new anti-inflammatory drugs. Recently, we have found that 1-[3-(4-octylphenoxy)-2-oxopropyl]indole-5-carboxylic acid...

Oxiranylmethyl and 3-methyl-3-oxetanylmethyl radicals were generated from the corresponding bromides and their rearrangements to allyloxyl and 2-methylprop-2-enyloxymethyl radicals respectively, were studied by kinetic EPR spectroscopy. The former radical was shown to ring open with a rate const...

Methyl 1-(2-oxiranylmethyl)-2-oxo-1-cyclopentanecarboxylate (4) was subjected to the nucleophilic ring opening reaction, leading to the formation of the functionalized 2-oxaspiro[4.4]nonane and 2-oxabicyclo[3.3.0]octane derivatives, which are important structural sub-unit present in several clas...

Photopolymerization of neopentyl glycol diglycidylether (NPG) initiated with diphenyl iodonium tetrafluoroborate (TB) in bulk has been studied. The influence of concentration of the photoinitiator on the rate of polymerization and monomer conversion is discussed. The initiator exponent was estab...

Enthalpies of mixing of (R)- and (S)-enantomers of liquid chiral compounds such as benzyl-(1-phenyl-ethyl)-amine (1), 1-phenylethylamine (2), 1-phenyl-ethanol (3), butyric acid oxiranylmethyl ester (4), 4-methyl-[1,3]dioxolan-2-one (5), 2-Chloromethyloxirane (6) and 3-hydroxyisobutyric acid meth...

Treatment of 1-(2-oxiranylmethyl)-4,5,6,7-tetrahydroindole with the DMF/(COCl)2 reagent system in CH2Cl2 (room temperature, 40 min) starts oxirane opening to give 1-(3-chloro-2-hydroxypropyl)-4,5,6,7-tetrahydroindole followed by the formylation of the pyrrole ring to end up with the formation of...

Molecular modeling of unbound tricyclic guanine scaffolds indicated that they can serve as effective bioisosteric replacements of xanthines. This notion was further confirmed by a combination of X-ray crystallography and SAR studies, indicating that tricyclic guanine DPP4 inhibitors mimic the bi...

A novel heterocyclic and plank-shape diamine monomer, 2,6-(4,4′-diaminodiphenyl) benzo[1,2-d:5,4-d'] bisoxazole (PBOA), was successfully synthesized from readily available compounds of 4,6-diaminoresorcinol dihydrochloride (DAR) and p-aminobenzoic acid (PABA). A series of poly(benzobisoxaz...

Substituted acrylonitrile and ethyl acrylate bearing a masked α-hydroxyaldehyde were easily synthesised by a Barbier type reaction between the monoacetal of glyoxal and bromomethyl acrylonitrile or ethyl bromomethyl acrylate. We prepared these interesting synthons in an enantiomerically pure fo...

The solid phase FTIR and FT-Raman spectra of 2-amino-5-chlorobenzoxazole have been recorded in the regions 4000–400 and 3500–100 cm−1, respectively. The spectra were interpreted in terms of fundamentals modes, combination and overtone bands. The normal coordinate analysis was carried out to co...