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Design and synthesis of biologically active compounds of 3d metals with N(4)-substituted thiosemicarbazones of 2-formylpyridine derivatives


Author: Rusnac Roman
Degree:doctor of chemistry
Speciality: 02.00.01 - Inorganic chemistry
Year:2022
Scientific adviser: Aurelian Gulea
doctor habilitat, professor, Moldova State University
Institution: Moldova State University

Status

The thesis was presented on the 7 April, 2022 at the meeting of the Scientific Council and now it is under consideration of the National Council.

Abstract

Adobe PDF document2.10 Mb / in romanian
Adobe PDF document2.11 Mb / in english

Thesis

CZU 544.142.3:546.56:547.497(043)

Adobe PDF document 10.67 Mb / in romanian
183 pages


Keywords

thiosemicarbazones, coordination compounds, 3d metals, biological activity, FTIR NMR, single crystal X-ray diffraction

Summary

Thesis consists of introduction, 3 chapters, general conclusions and recommendations, bibliographic references with 181 sources, 10 annexes, 123 pages, 70 figures, and 33 tables. The results are published in 30 scientific papers (6 articles in national journals, 1 article in an international journal, 23 theses at conferences, 2 patents and 1 patent application).

Field of study: Coordination Chemistry

The aim and objectives of the thesis: synthesis and physico-chemical characterization of some coordination compounds based on metal ions Cu(II), Ni(II), Fe(III), Co(III), Zn(II), Mn(II) with different N(4)-cyclohexyl(phenylacetamide; tert-butyl)thiosemicabazones derived from 2-formylpyridine; screening of antimicrobial and antifungal, anticancer and antioxidant activities of the synthesized coordination compounds; elucidation of the structure-activity relationship; synthesis of N(4)-cyclohexyl (phenylacetamide; tert-butyl) thiosemicabazons derived from 2-formylpyridine; synthesis of coordination compounds of Cu(II), Ni(II), Fe(III), Co(III), Zn(II), Mn(II) with N(4) -substituted thiosemicarbazones; physico-chemical characterization of the obtained organic and inorganic compounds by modern research methods: 1H, 13C, 15N NMR spectroscopy; EPR; FT-IR; UV-vis spectrophotometry; X-ray diffraction; mass spectroscopy; codunctometry in solution; elemental analysis. Investigation on the antimicrobial, antifungal and antioxidant properties of both intermediate and final compounds ; elucidation of the structure-activity relationship and the proposal of some of the synthesized compounds for the advanced study of biological activity.

The scientific novelty and originality consists in the synthesis of 55 coordination compounds, including 6 binuclear compounds and 49 mononuclear complexes. For the first time, a mechanism of the formation of coordination compounds based on copper(II) ion was proposed and the antimicrobial and antifungal properties of both intermediate and final , have been performed.

Scientific problem solved. Optimal conditions for obtaining the coordination compounds by classical synthesis methods have been established. Thiosemicarbazones functionalized with various substituents in N(4) position with increased lipophilicity have been obtained. Most of the synthesized coordination compounds show good solubility in ethanol and water.

Theoretical significance and applicative value of the paper. The thesis contributes to: the enlargment of biologically active compounds based on N(4) substituted thiosemicarbazones; identifying the influence of the central atom on biological properties; understanding the relationship between radical lipophilicity at N(4) position and 2-formylpyridine-derived thiosemicarbazones.

The applicative value of the results of this thesis consists of a series of coordination compounds with selective antimicrobial activity on gram-positive microorganisms.