Synthesis, Spectroscopic Analysis and Assessment of the Biological Activity of New Hydrazine and Hydrazide Derivatives of 3-Formylchromone

The hydrazine and hydrazide derivatives of benzo-γ-pyrones with fluorine substituents remain an unexplored group of chemical compounds. This preliminary study reports the synthesis, structural assessment, initial microbiological screening and biological testing of the synthesized compounds...

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Main Authors: Krzysztof Słomiak, Andrzej Łazarenkow, Lilianna Chęcińska, Joachim Kusz, Justyn Ochocki, Jolanta Nawrot-Modranka
Format: Article
Language:English
Published: MDPI AG 2018-08-01
Series:Molecules
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Online Access:http://www.mdpi.com/1420-3049/23/8/2067
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author Krzysztof Słomiak
Andrzej Łazarenkow
Lilianna Chęcińska
Joachim Kusz
Justyn Ochocki
Jolanta Nawrot-Modranka
author_facet Krzysztof Słomiak
Andrzej Łazarenkow
Lilianna Chęcińska
Joachim Kusz
Justyn Ochocki
Jolanta Nawrot-Modranka
author_sort Krzysztof Słomiak
collection DOAJ
description The hydrazine and hydrazide derivatives of benzo-γ-pyrones with fluorine substituents remain an unexplored group of chemical compounds. This preliminary study reports the synthesis, structural assessment, initial microbiological screening and biological testing of the synthesized compounds on cell lines using the XTT-assay. A series of 10 novel hydrazine and hydrazide derivatives of 3-formylchromone were synthesized and their structures determined. Structural assessment consisted of elemental analysis, IR, 1H-NMR, 13C-NMR, MS and crystallographic studies. Antimicrobial activity was tested on standard strains representing different groups of microorganisms. The tested compounds were found to inhibit microbial growth. Concentrations of 0.01–1250 µmol/L were found to influence cell proliferation, demonstrating antiproliferative and stimulation of proliferation against two cell lines: the L929 cell line (mouse fibroblast cell line) and the EA.hy926 cell line (the human umbilical vein, somatic cell hybrid).
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spelling doaj.art-7e9def62fe244807ad8c6b0be68e5fd52022-12-22T03:07:04ZengMDPI AGMolecules1420-30492018-08-01238206710.3390/molecules23082067molecules23082067Synthesis, Spectroscopic Analysis and Assessment of the Biological Activity of New Hydrazine and Hydrazide Derivatives of 3-FormylchromoneKrzysztof Słomiak0Andrzej Łazarenkow1Lilianna Chęcińska2Joachim Kusz3Justyn Ochocki4Jolanta Nawrot-Modranka5Department of Bioinorganic Chemistry, Medical University of Lodz, Muszyńskiego 1, 90-151 Łódź, PolandDepartment of Bioinorganic Chemistry, Medical University of Lodz, Muszyńskiego 1, 90-151 Łódź, PolandDepartment of Physical Chemistry, Faculty of Chemistry, University of Lodz, Pomorska 163/165, 90-236 Łódź, PolandDepartment of Physics of Crystals, Institute of Physics, University of Silesia, Uniwersytecka 4, 40-007 Katowice, PolandDepartment of Bioinorganic Chemistry, Medical University of Lodz, Muszyńskiego 1, 90-151 Łódź, PolandDepartment of Bioinorganic Chemistry, Medical University of Lodz, Muszyńskiego 1, 90-151 Łódź, PolandThe hydrazine and hydrazide derivatives of benzo-γ-pyrones with fluorine substituents remain an unexplored group of chemical compounds. This preliminary study reports the synthesis, structural assessment, initial microbiological screening and biological testing of the synthesized compounds on cell lines using the XTT-assay. A series of 10 novel hydrazine and hydrazide derivatives of 3-formylchromone were synthesized and their structures determined. Structural assessment consisted of elemental analysis, IR, 1H-NMR, 13C-NMR, MS and crystallographic studies. Antimicrobial activity was tested on standard strains representing different groups of microorganisms. The tested compounds were found to inhibit microbial growth. Concentrations of 0.01–1250 µmol/L were found to influence cell proliferation, demonstrating antiproliferative and stimulation of proliferation against two cell lines: the L929 cell line (mouse fibroblast cell line) and the EA.hy926 cell line (the human umbilical vein, somatic cell hybrid).http://www.mdpi.com/1420-3049/23/8/2067hydrazinehydrazidebenzo-γ-pyrones3-formylchromoneXTT-assayanti-proliferative activity
spellingShingle Krzysztof Słomiak
Andrzej Łazarenkow
Lilianna Chęcińska
Joachim Kusz
Justyn Ochocki
Jolanta Nawrot-Modranka
Synthesis, Spectroscopic Analysis and Assessment of the Biological Activity of New Hydrazine and Hydrazide Derivatives of 3-Formylchromone
Molecules
hydrazine
hydrazide
benzo-γ-pyrones
3-formylchromone
XTT-assay
anti-proliferative activity
title Synthesis, Spectroscopic Analysis and Assessment of the Biological Activity of New Hydrazine and Hydrazide Derivatives of 3-Formylchromone
title_full Synthesis, Spectroscopic Analysis and Assessment of the Biological Activity of New Hydrazine and Hydrazide Derivatives of 3-Formylchromone
title_fullStr Synthesis, Spectroscopic Analysis and Assessment of the Biological Activity of New Hydrazine and Hydrazide Derivatives of 3-Formylchromone
title_full_unstemmed Synthesis, Spectroscopic Analysis and Assessment of the Biological Activity of New Hydrazine and Hydrazide Derivatives of 3-Formylchromone
title_short Synthesis, Spectroscopic Analysis and Assessment of the Biological Activity of New Hydrazine and Hydrazide Derivatives of 3-Formylchromone
title_sort synthesis spectroscopic analysis and assessment of the biological activity of new hydrazine and hydrazide derivatives of 3 formylchromone
topic hydrazine
hydrazide
benzo-γ-pyrones
3-formylchromone
XTT-assay
anti-proliferative activity
url http://www.mdpi.com/1420-3049/23/8/2067
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