| Title |
Naujų N,1-difenil-5-piperidinil-1H-pirazolo-4-karboksamidų sintezė ir savybių tyrimas / |
| Translation of Title |
Synthesis and Investigation of Novel N,1-Diphenyl-5-piperidinyl-1H-pyrazolo4-carboxamides. |
| Authors |
Matulevičiūtė, Gita |
| Full Text |
|
| Pages |
59 |
| Keywords [eng] |
pyrazoles ; piperidines ; carboxylates ; carboxamides ; IC50 |
| Abstract [eng] |
Pyrazole derivatives are applied in pharmacy, agriculture and optoelectronics technologies. Both substituted and condensed pyrazole systems demonstrate a wide diversity of biological activities. They are used to inhibit reactive oxygen species or suppress a negative impact of various fungi, bacteria and virus in human body. Moreover, due to the special structure pyrazole derivatives are applied to treat tuberculosis, cardiovascular or oncological diseases. The main aim of this master's final degree project was to synthesize novel piperidine ketoesters via several reaction steps from commercially available piperidine carboxic acids. The desired compounds were obtained from 4-substituted piperidinylpyrazole caboxylates and their analogues with chiral center. Structures of all synthesized compounds were identified with 1D and 2D NMR, IR spectroscopic and MS, HRMS spectrometric data. Enantiomeric excess of chiral compounds was analysed by Amylose-SA and Cellulose-SB chiral columns. Biological activity of target pyrazole carboxamide derivatives was tested by colleagues at Palacký University Olomouc (Czech Republic). N-Phenyl-5-((3R)-piperidin-3-yl)-1-(3(trifluoromethyl)phenyl)-1H-pyrazole-4-carboxamide showed low cytotoxic activity against MCF7 (breast cancer) cell line, while its S-form analogue showed activity against CEM (leukemia) cell line. The chiral piperidinylpyrazoles have a better cytotoxic activity than their piperidin-4-ylpyrazole analogues. |
| Dissertation Institution |
Kauno technologijos universitetas. |
| Type |
Master thesis |
| Language |
Lithuanian |
| Publication date |
2019 |
