Nagorichna I. 1,3-Dihydrooxazino-, furo-, spiropiranocoumarins and 6-hetarylcoumarins, synthesis and properties

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0411U002894

Applicant for

Specialization

  • 02.00.10 - Біоорганічна хімія

17-06-2011

Specialized Academic Board

Д 26.220.01

V.P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry of the National Academy of Sciences of Ukraine

Essay

The replaced coumarins and their derivatives. Synthesis and development of optimum approaches to designing of the new derivative coumarins which contains elements of a structure peculiar for natural compounds - free hydroxyl and acyl groups, annelational pyranes and furanes heterocycles, farmacological heterocycles (a pyrazol, a pyrimidine, an indole); development of methods of their synthesis, studying of the further ways of their chemical modification; research of physical and chemical properties and reactionary ability, and also search among them bioregulators of various action. Organic synthesis, spectroscopy methods (IR, UV and a NMR), the element analysis, and the thin-layer chromatography, pharmacological screening. The row of the modified analogues of natural furocoumarin, psoralen, was synthesized; the row of derivatives which contain the fragment of natural alkaloid, cytyzine, was synthesized; the reactions of C-aminomethylation were conducted; 3-substituted 5,7-dihydroxy-4-methycoumarins were synthesized and their antioxidant properties were explored. The row of spiroanalogues of natural pyranocoumarin, graveolon, was obtained using cyclic ketones in the Kabbe condensation. Geterocyclization of enamino-ketones with hydrazine and guanidine was first applied to the synthesis of 6-pirazolyl- and pirimidinylcoumarins. The new coumarins systems which contain indole cycle were obtained as a result of condensation of 6-acetylcoumarins with N-phenylhydrazine in the conditions of the Fisher reaction. Scope of application - bioorganic chemistry.

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