Projects / Programmes
Sinteza, pretvorbe in uporaba nekaterih potencialnih biološko pomembnih spojin (Slovene)
| Code |
Science |
Field |
Subfield |
| 1.04.04 |
Natural sciences and mathematics |
Chemistry |
Organic chemistry |
| Code |
Science |
Field |
| P003 |
Natural sciences and mathematics |
Chemistry |
| P390 |
Natural sciences and mathematics |
Organic chemistry |
Tandem cyclization; a-heteroarylglycines; spiroheterocycles; azoloazines; indoles; diazene-carboxamides; selective oxidations; thiols; glutathione; cyclic voltammetry; electrophilic amination; pyrimidine N-oxides; positron emission tomography; fluorescent probes.
Researchers (14)
Organisations (1)
Abstract
Synthetic approach towards new heterocycles as starting materials with potential pharma-cological properties represents the search for the model compounds as precursors for biologically active compounds. Our efforts are devoted to: (i) The synthesis of heterocycles with incorporated amino acid unit; studies involve new synthetic routes to heterocyclic systems via tandem cyclization, and an application of a-heteroarylglycines for the preparation of azolo-azines. Investigations also include new spiroheterocyclic systems and several reduced indoles. (ii) Transformations of a variety of new 1,4-disubstituted semicarbazides in order to obtain to the corresponding diazenecarboxamides. The latter type of compounds are applied as selective oxidants of thiols to disulfides and are studied by cyclic voltammetry to evaluate their oxidative potential. Several diazenecarboxamides are examined as new reagents for the electrophilic amination of the appripriate arenes and other compounds. In some cases the electrophilic amination involves not only an intermolecular attack but intramolecular conversion within the diazene molecule as well. Depending on the reactivity of both partners one can predict the outcome of the reaction. (iii) Our continuous interest in searching for new biologically active molecules results in the approach to pyrimidine N-oxides as several N-oxides were shown to possess hypotensive activity in man. I addition, they have alredy been described as inhibitors of lysyl hydroxylase, dihydrofolate reductase and to prevent of loss of hair as well as inducing and stimulating its growth. Our new and general method for the preparation of pyrimidine N-oxides involves the treatment of the appropriate caboxamide oximes with 1,3-dicarbonyl compounds or their equivalents under acidic conditions. (iv) Investigations towards new probes for positron emission tomography of dopamine D2 system which could provide means to measure rates of biological processes.
