Registration Number
0223U002631,
0122U000855
, R & D reports
Title
Regioselectivity of cyclocondensation of alpha-dicarbonyl compounds with vicinal diamines with the formation of quinoxaline derivatives - potential drugs
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Head
Kuzmin Viktor Ye., Доктор хімічних наук
Registration Date
24-02-2023
Organization
Physico-Chemical Institute O. Bogatsky National Academy of Sciences of Ukraine
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The purpose of the research: Studying the conditions for the directed preparation and separation of model isomeric derivatives of indeno- and indoloquinoxalinone as potential potential DNA ligands, anti-infective and anti-inflammatory agents. Using the methods described in the literature (if necessary, with modifications of the methods), a number of experimental samples were obtained that present the composition of the reaction mixtures in the condensation reactions of ninhydrin or isatin with asymmetric 1,2-diaminobenzenes. The formation of isomers during these condensations was investigated using the HPLC method with mass spectrometric or UV detection. It was established that for cases of condensation with ninhydrin and isatin, the influence of individual substituents on the relative yield of isomers differs. Attempts were made to separate regio-isomeric indoloquinoxalines by the method of preparative column chromatography on silica gel, but due to low solubility and low chromatographic mobility, the yields of the process were negligible. Using the example of 6(9)-(morpholinomethyl)indoloquinoxaline, it was found that after the functionalization of the substituent, the difference in the chromatographic mobility of the isomers increases along with the solubility, which made it possible to isolate the isomerically pure product. QSAR methods revealed no correlation between the formation energies of individual isomers or electronic parameters of substituents and their yield.
Product Description
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Duma Hanna І.
Karpenko Oleksandr S.
Krysko Andrii А.
Kuzmin Viktor Ye.
Ognichenko Liudmila M.
Shibinska Marina O.
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2023-02-24
