XIV
h
International Conference on Molecular Spectroscopy, Białka Tatrzańska 2017
319
T6: P–27
Antioxidant properties of VO
2+
complexes with aminopolycarboxylate
ligands
Aleksandra Tesmar
1
, and Lech Chmurzyński
1
1
Department of General and Inorganic Chemistry, Faculty of Chemistry, University of Gdańsk.
Gdańsk 80-308, Wita Stwosza 63, e-mail: aleksandra.tesmar@phdstud.ug.edu.pl
Owing to the interesting biological and pharmacological activity, the vanadium compounds
are considered as a new generation of metallo-pharmaceutical compounds [1, 2]. Recently, we
have proven that vanadium complexes are able to scavenge superoxide free radicals (O
2
•-
) as
well as to protect the hippocampal neuronal HT22 cell line against an oxidative damage [3, 4].
For this reason, we have studied antioxidant properties of new oxidovanadium(IV) complexes,
namely [amqH]
4
[V
2
O
2
(pmida)
2
]6H
2
O (where pmida denotes the
N-(phosphonomethyl)iminodiacetate
ligand
and
amqH
denotes
the
4-amino-2-
methylquinolinium cation) and [4-Me(Py)H][VO(nta)(H
2
O)] (where nta denotes the
nitrilotriacetate ligand and 4-Me(Py)H denotes the
4-methylpyridinium cation) towards stable organic radicals i.e. the 2,2′-azinobis(3-
ethylbenzothiazoline-6 sulfonic acid) cation radical (abbreviation ABTS
+•
) and the 2,2-diphenyl-
1-picrylhydrazyl radical (abbreviation DPPH
•
).
Based on spectrophotometric (UV-Vis) measurements the concentrations of the investigated
complexes as well as a simply inorganic salt (VOSO
4
) causing the 50% reduction of the ABTS
+•
and DPPH
•
were determined. The calculated values were subsequently referred to the
concentration of Trolox and ascorbic acid (the reference substances) causing the same reduction
effect. The influence of the ligand in the coordination sphere of the VO
2+
ion on antioxidant
properties of the complexes has been discussed.
The investigations of the structure-physicochemical correlation of new oxidovanadium(IV)
complexes enable to get a better insight into their biological properties and open a new
perspective of the application of these compounds as a new class of auspicious low-molecular
mass cytoprotective agents.
Keywords: vanadium complexes; antioxidant properties; ABTS; DPPH
Acknowledgment
This work was supported by the grant for Young Scientists 2017 from University of Gdansk (538-8235-
B428-16) (A. Tesmar).
References
[1] D. Rehder, Future Med. Chem. 8 (2016) 325.
[2] J. C. Pessoa, E. Garribba, M. F. Santos, T. Santos-Silva, Coord. Chem. Rev. 301-302 (2015) 49.
[3] D. Wyrzykowski, I. Inkielewicz-Stepniak, J. Czupryniak, D. Jacewicz, T. Ossowski, M. Wozniak, L.
Chmurzyński, Z. Anorg. Allg. Chem. 639 (2013) 1795.
[4] A. Tesmar, I. Inkielewicz-Stępniak, A. Sikorski, D. Wyrzykowski, D. Jacewicz, P. Zięba, J. Pranczk,
T. Ossowski, L. Chmurzyński, J. Inorg. Biochem. 152 (2015) 53.
XIV
h
International Conference on Molecular Spectroscopy, Białka Tatrzańska 2017
320
T6: P–28
Experimental and theoretical investigations on acid catalysed
stereoselective synthesis of new indazoly-thiazole derivatives
Ram Pal Chaudhary
1
, Poonam Gautam
1
, and Deepika Gautam
1
1
Department of Chemistry, Sant Longowal Institute of Engineering & Technology Longowal
(Sangrur) Punjab-148106, India, e-mail: rpchaudhary65@gmail.com
Fused tricyclic systems containing pyrazole moiety have shown enhanced inhibitory activity
against a variety of protein kinases and been found useful in the treatment of several cell
proliferative disorders such as cancer, inflammatory and autoimmune diseases. The well
established approach of combination of pharmcaphores on the same scaffold to obtain
synergically more potent compounds motivated us to incorporate indazole moiety and
thiazolidin-4-one ring in the same molecule. In continuation to our work on synthesis of new
thiazolidin-4-one derivatives [1–3], we report in this paper the stereoslelective synthesis of
indazolyl-thiazole derivatives starting from 2-tetralone. 1-Arylidene derivatives of 2-tetralone,
obtained from its condensation with aromatic aldehydes, on condensation with
thiosemicarbazide in acidic and alkaline medium afforded tetrahydro-2H-benzo[e]indazole-2-
carbothioamide as trans and cis diastereoisomers of 1-H and 9b-H respectively. The synthesis
of new indazolyl-thiazol-4(5H)-ones from trans isomer and α-halo acids is reported. A DFT
study along with single crystal X-ray diffraction data of a representative compound is presented.
The reaction of trans indazole-2-carbothioamide isomer with methyl iodide, DMAD and acetic
anhydride are described. All the eight newly synthesised indazolyl-thiazol-4(5H)-ones were
characterised by spectral data (IR, NMR and mass) and screened for their antibacterial and
antifungal activities. Some of the newly synthesised derivatives have shown promising
activities.
Keywords: indazol-2-carbothioamides; indazolyl-thiazol-4(5H)-one; X-ray diffraction; DFT;
antimicrobial activities
References
[1]
D. Gautam, R.P. Chaudhary, J. Mol. Struct. 1080 (2015) 137.
[2]
D. Gautam, R.P. Chaudhary, Spectrochim. Acta, Part A 143 (2015) 256.
[3]
P. Gautam, D. Gautam, R.P. Chaudhary, J. Heterocycl Chem. 53 (2016) 294.
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