Although 1-Ph-2-X-closo-1,2-C2B10H10 (X = F, Cl, Br, I) derivatives had been computed to have positive values of the heat of formation, it was possible to prepare them. The corresponding solid-state structures were computationally analyzed. Electrostatic potential computations indicated the presence of highly positive σ-holes in the case of heavy halogens. Surprisingly, the halogen•••π interaction formed by the Br atom was found to be more favorable than that of I.
Twenty-one known Amaryllidaceae alkaloids of various structural types and one undescribed alkaloid, named narcimatuline, have been isolated from fresh bulbs of Narcissus pseudonarcissus L. cv. Dutch Master. The chemical structures were elucidated by combination of MS, HRMS, 1D and 2D NMR spectroscopic techniques, and by comparison with literature data. Narcimatuline amalgamates two basic scaffolds of Amaryllidaceae alkaloids in its core, namely galanthamine and galanthindole. All isolated compounds were evaluated for their in vitro acetylcholinesterase (AChE), butyrylcholinesterase (BuChE), prolyl oligopeptidase (POP), and glycogen synthase kinase-3β (GSK-3β) inhibitory activities. The most interesting biological profile was demonstrated by newly isolated alkaloid narcimatuline.
- MeSH
- acetylcholinesterasa metabolismus MeSH
- alkaloidy amarylkovitých chemie izolace a purifikace farmakologie MeSH
- Alzheimerova nemoc farmakoterapie metabolismus MeSH
- butyrylcholinesterasa metabolismus MeSH
- cholinesterasové inhibitory chemie izolace a purifikace farmakologie MeSH
- kinasa glykogensynthasy 3beta antagonisté a inhibitory metabolismus MeSH
- lidé MeSH
- molekulární struktura MeSH
- Narcissus chemie MeSH
- neuroprotektivní látky chemie izolace a purifikace farmakologie MeSH
- serinové endopeptidasy metabolismus MeSH
- vztah mezi dávkou a účinkem léčiva MeSH
- vztahy mezi strukturou a aktivitou MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- časopisecké články MeSH
Reaction of vanadocene dichlorides (Cp(2)VCl(2) and (eta(5)-C(5)H(4)Me)(2)VCl(2)) with amino acids containing secondary amino groups gives three types of complexes: a) compounds with N,O-bonded amino acid, b) O-bonded amino acids and c) O,O-bonded amino acid. The complexes with N,O-bonded amino acid and O-bonded amino acids were observed in the case of l-proline and N-methylglycine (NMG). Reactions with N-phenylglycine (NPG) give O,O-chelates as the sole products. All three types of the complexes were characterized by spectroscopic methods. Structures of [(eta(5)-C(5)H(4)Me)(2)V(O-Pro)][BPh(4)], [Cp(2)V(O-Pro)(2)][PF(6)](2), [Cp(2)V(N,O-NMG)][BPh(4)].MeOH, [(eta(5)-C(5)H(4)Me)(2)V(N,O-NMG)][BPh(4)].MeOH, [Cp(2)V(O-NMG)(2)][Cl](2).2H(2)O, [(eta(5)-C(5)H(4)Me)(2)V(O-NMG)(2)][Cl](2).H(2)O and [(eta(5)-C(5)H(4)Me)(2)V(O,O-NPG)][BPh(4)] were determined by X-ray crystallography.
