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Cytotoxic and Luminescent Properties of Novel Organotin Complexes with Chelating Antioxidant Ligand

A novel polydentate chelating antioxidant ligand and series of organotin complexes on its base were synthesized and characterized by NMR (1)H, (13)C, (119)Sn, IR spectroscopy, X-ray, and elemental analysis. Their antioxidant activity was evaluated in DPPH and NBT-tests, and as lipoxygenase inhibitor...

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Autores principales: Nikitin, Evgeny, Mironova, Ekaterina, Shpakovsky, Dmitry, Gracheva, Yulia, Koshelev, Daniil, Utochnikova, Valentina, Lyssenko, Konstantin, Oprunenko, Yury, Yakovlev, Dmitry, Litvinov, Roman, Seryogina, Mariya, Spasov, Alexander, Milaeva, Elena
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9741287/
https://www.ncbi.nlm.nih.gov/pubmed/36500450
http://dx.doi.org/10.3390/molecules27238359
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author Nikitin, Evgeny
Mironova, Ekaterina
Shpakovsky, Dmitry
Gracheva, Yulia
Koshelev, Daniil
Utochnikova, Valentina
Lyssenko, Konstantin
Oprunenko, Yury
Yakovlev, Dmitry
Litvinov, Roman
Seryogina, Mariya
Spasov, Alexander
Milaeva, Elena
author_facet Nikitin, Evgeny
Mironova, Ekaterina
Shpakovsky, Dmitry
Gracheva, Yulia
Koshelev, Daniil
Utochnikova, Valentina
Lyssenko, Konstantin
Oprunenko, Yury
Yakovlev, Dmitry
Litvinov, Roman
Seryogina, Mariya
Spasov, Alexander
Milaeva, Elena
author_sort Nikitin, Evgeny
collection PubMed
description A novel polydentate chelating antioxidant ligand and series of organotin complexes on its base were synthesized and characterized by NMR (1)H, (13)C, (119)Sn, IR spectroscopy, X-ray, and elemental analysis. Their antioxidant activity was evaluated in DPPH and NBT-tests, and as lipoxygenase inhibitory activity. It was shown that ligand alone is a radical scavenger, while introducing tin in the structure of the compound significantly decreases its activity. For the ligand alone the ability to strongly suppress the formation of advanced glycation end products (AGEs) was shown, which may be associated with the established antiradical activity. All synthesized compounds appeared to be moderate lipoxygenase inhibitors. The stability of compounds to hydrolysis under different pH was estimated. The ligand undergoes decomposition after about an hour, while organotin complexes on its base demonstrate vast stability, showing signs of decomposition only after 5 h of experimentation. Cytotoxicity of compounds was studied by standard MTT-test, which showed unorthodox results: the ligand itself demonstrated noticeable cytotoxicity while the introduction of organotin moiety either did not affect the toxicity levels or reduced them instead of increasing. Organotin complexes possess luminescence both as powders and DMSO solutions, its quantum yields reaching 67% in DMSO. The combination of luminescence with unique cytotoxic properties allows us to propose the synthesized compounds as perspective theranostic agents.
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spelling pubmed-97412872022-12-11 Cytotoxic and Luminescent Properties of Novel Organotin Complexes with Chelating Antioxidant Ligand Nikitin, Evgeny Mironova, Ekaterina Shpakovsky, Dmitry Gracheva, Yulia Koshelev, Daniil Utochnikova, Valentina Lyssenko, Konstantin Oprunenko, Yury Yakovlev, Dmitry Litvinov, Roman Seryogina, Mariya Spasov, Alexander Milaeva, Elena Molecules Article A novel polydentate chelating antioxidant ligand and series of organotin complexes on its base were synthesized and characterized by NMR (1)H, (13)C, (119)Sn, IR spectroscopy, X-ray, and elemental analysis. Their antioxidant activity was evaluated in DPPH and NBT-tests, and as lipoxygenase inhibitory activity. It was shown that ligand alone is a radical scavenger, while introducing tin in the structure of the compound significantly decreases its activity. For the ligand alone the ability to strongly suppress the formation of advanced glycation end products (AGEs) was shown, which may be associated with the established antiradical activity. All synthesized compounds appeared to be moderate lipoxygenase inhibitors. The stability of compounds to hydrolysis under different pH was estimated. The ligand undergoes decomposition after about an hour, while organotin complexes on its base demonstrate vast stability, showing signs of decomposition only after 5 h of experimentation. Cytotoxicity of compounds was studied by standard MTT-test, which showed unorthodox results: the ligand itself demonstrated noticeable cytotoxicity while the introduction of organotin moiety either did not affect the toxicity levels or reduced them instead of increasing. Organotin complexes possess luminescence both as powders and DMSO solutions, its quantum yields reaching 67% in DMSO. The combination of luminescence with unique cytotoxic properties allows us to propose the synthesized compounds as perspective theranostic agents. MDPI 2022-11-30 /pmc/articles/PMC9741287/ /pubmed/36500450 http://dx.doi.org/10.3390/molecules27238359 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Nikitin, Evgeny
Mironova, Ekaterina
Shpakovsky, Dmitry
Gracheva, Yulia
Koshelev, Daniil
Utochnikova, Valentina
Lyssenko, Konstantin
Oprunenko, Yury
Yakovlev, Dmitry
Litvinov, Roman
Seryogina, Mariya
Spasov, Alexander
Milaeva, Elena
Cytotoxic and Luminescent Properties of Novel Organotin Complexes with Chelating Antioxidant Ligand
title Cytotoxic and Luminescent Properties of Novel Organotin Complexes with Chelating Antioxidant Ligand
title_full Cytotoxic and Luminescent Properties of Novel Organotin Complexes with Chelating Antioxidant Ligand
title_fullStr Cytotoxic and Luminescent Properties of Novel Organotin Complexes with Chelating Antioxidant Ligand
title_full_unstemmed Cytotoxic and Luminescent Properties of Novel Organotin Complexes with Chelating Antioxidant Ligand
title_short Cytotoxic and Luminescent Properties of Novel Organotin Complexes with Chelating Antioxidant Ligand
title_sort cytotoxic and luminescent properties of novel organotin complexes with chelating antioxidant ligand
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9741287/
https://www.ncbi.nlm.nih.gov/pubmed/36500450
http://dx.doi.org/10.3390/molecules27238359
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