Popova A. Synthesis and properties of natural aurone analogues

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0418U003518

Applicant for

Specialization

  • 02.00.10 - Біоорганічна хімія

26-10-2018

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

Aurones and their derivatives. Development of methods for the synthesis of natural aurones analogues and new approaches to their modification in order to obtain potentially bioactive compounds on the aurone platform. Organic synthesis, thin-layer chromatography, NMR spectroscopy (1Н, 13С, NOESY, HSQC, HMBC), IR spectroscopy, biological screening. Methods for the preparation of 6-hydroxyaurones,4,6-dihydroxyaurones and 2'- and 4'-carboxyaurones were improved, which opens the possibility for expanding the structural diversity of natural aurones analogues. Сonditions for the aminomethylation of aurones using of aminals, primary amines, including amino alcohols, and the natural alkaloid cytisine were studied and number of novel mono- and bis-aurone Mannich bases were synthesized. The possibility of using the synthesized aurone Mannich bases as precursors for the synthesis of acetoxymethylaurones, methoxymethylaurones and new polyheterocyclic systems derivatives with the aurone platform was shown.The approaches of combining the aurone fragment with the fragments of 6-substituted chromones and some nitrogen-containing heterocycles were suggested. Compounds that possess antineoplastic and antioxidant activity were found among the synthesized aurones and their derivatives.

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