I. Parašotas “Synthesis and properties of functionalized N-(4-hydroxyphenyl)-N-carboxyalkylamine tiazole derivatives” doctoral thesis defence

Author, Institution: Irmantas Parašotas, Kaunas University of Technology

Science area, field of science: Physical Sciences,  Chemistry, 03P

Scientific Supervisor: Prof. Dr. Habil. Vytautas Mickevičius (Kaunas University of Technology,
Physical Sciencies, Chemistry – 03P).

Dissertation Defence Board of Chemistry Science Field:
Prof. Dr. Vytautas Getautis (Kaunas University of Technology, Physical Sciencies, Chemistry – 03P) – chairman;
Dr. Marytė Daškevičienė (Kaunas University of Technology, Physical Sciencies, Chemistry – 03P);
Prof. Dr. Vytas Martynaitis (Kaunas University of Technology, Physical Sciencies, Chemistry – 03P);
Assoc. Prof. Dr. Jolanta Rousseau (Artois University, France, Technological Sciencies, Chemical Engineering – 05T);
Prof. Dr. Habil. Sigitas Tumkevičius (Vilnius University, Physical Sciencies, Chemistry – 03P).

The doctoral dissertation is available at the library of Kaunas University of Technology (K. Donelaičio str. 20, Kaunas).

Annotation:

The thiazole ring, like many heterocyclic systems containing a sulfur atom, is synthesized in living organisms. Therefore, it is not surprising that compounds with heterocycles in their structure show strong biological activity. It is not surprising that these naturally occurring or synthesized compounds found an application in pharmacy. The aim of this work is to synthesis of new, variously functionalized N-(4-hydroxyphenyl)-N-thiazolyl-b-alanines, their derivatives and the investigation of the structure, chemical and biological properties of the synthesized compounds.

For the first time, N-(4-hydroxyphenyl)-N-thiazolyl-b-alanine and its a-methyl analogue were used for the synthesis of compounds containing 4,5-dihydrothiazole, thiazole and condensed thiazole cycle in the molecule. It was determined that hydrozinolysis of both ester groups of ethyl 2-[(4- hydroxyphenyl)(3-methoxy-2-methyl-3-oxopropyl)amino]-4-methylthiazole-5-carboxylate is ambiguous. This makes it possible to synthesize compounds of various structures using one or both hydrazine fragments.

According to the research data of the biological properties of the synthesized polyfunctionalized thiazoles, new aminothiazole derivatives with bactericidal and strong antioxidant properties were elucidated. All the performed investigations provide a possibility to plan and broaden the area of the target synthesis of biologically active substances and a variety of reagents of the precise organic synthesis.