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Structure-activity relationships study of isothiocyanates for H(2)S releasing properties: 3-Pyridyl-isothiocyanate as a new promising cardioprotective agent
INTRODUCTION: The gasotransmitter hydrogen sulphide (H(2)S), an endogenous ubiquitous signalling molecule, is known for its beneficial effects on different mammalian systems. H(2)S exhibits cardioprotective activity against ischemia/reperfusion (I/R) or hypoxic injury. METHODS: A library of forty-fi...
Autores principales: | , , , , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Elsevier
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7728584/ https://www.ncbi.nlm.nih.gov/pubmed/33318865 http://dx.doi.org/10.1016/j.jare.2020.02.017 |
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author | Citi, Valentina Corvino, Angela Fiorino, Ferdinando Frecentese, Francesco Magli, Elisa Perissutti, Elisa Santagada, Vincenzo Brogi, Simone Flori, Lorenzo Gorica, Era Testai, Lara Martelli, Alma Calderone, Vincenzo Caliendo, Giuseppe Severino, Beatrice |
author_facet | Citi, Valentina Corvino, Angela Fiorino, Ferdinando Frecentese, Francesco Magli, Elisa Perissutti, Elisa Santagada, Vincenzo Brogi, Simone Flori, Lorenzo Gorica, Era Testai, Lara Martelli, Alma Calderone, Vincenzo Caliendo, Giuseppe Severino, Beatrice |
author_sort | Citi, Valentina |
collection | PubMed |
description | INTRODUCTION: The gasotransmitter hydrogen sulphide (H(2)S), an endogenous ubiquitous signalling molecule, is known for its beneficial effects on different mammalian systems. H(2)S exhibits cardioprotective activity against ischemia/reperfusion (I/R) or hypoxic injury. METHODS: A library of forty-five isothiocyanates, selected for their different chemical properties, has been evaluated for its hydrogen sulfide (H(2)S) releasing capacity. The obtained results allowed to correlate several factors such as steric hindrance, electronic effects and position of the substituents to the observed H(2)S production. Moreover, the chemical-physical profiles of the selected compounds have been studied by an in silico approach and from a combination of the obtained results, 3-pyridyl-isothiocyanate (25) has been selected as the most promising one. A detailed pharmacological characterization of its cardioprotective action has been performed. RESULTS: The results herein obtained strongly indicate 3-pyridyl-isothiocyanate (25) as a suitable pharmacological option in anti-ischemic therapy. The cardioprotective effects of compound 25 were tested in vivo and found to exhibit a positive effect. CONCLUSION: Results strongly suggest that isothiocyanate-based H(2)S-releasing drugs, such as compound 25, can trigger a ‘‘pharmacological pre-conditioning” and could represent a suitable pharmacological option in antiischemic therapy. |
format | Online Article Text |
id | pubmed-7728584 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | Elsevier |
record_format | MEDLINE/PubMed |
spelling | pubmed-77285842020-12-13 Structure-activity relationships study of isothiocyanates for H(2)S releasing properties: 3-Pyridyl-isothiocyanate as a new promising cardioprotective agent Citi, Valentina Corvino, Angela Fiorino, Ferdinando Frecentese, Francesco Magli, Elisa Perissutti, Elisa Santagada, Vincenzo Brogi, Simone Flori, Lorenzo Gorica, Era Testai, Lara Martelli, Alma Calderone, Vincenzo Caliendo, Giuseppe Severino, Beatrice J Adv Res Article INTRODUCTION: The gasotransmitter hydrogen sulphide (H(2)S), an endogenous ubiquitous signalling molecule, is known for its beneficial effects on different mammalian systems. H(2)S exhibits cardioprotective activity against ischemia/reperfusion (I/R) or hypoxic injury. METHODS: A library of forty-five isothiocyanates, selected for their different chemical properties, has been evaluated for its hydrogen sulfide (H(2)S) releasing capacity. The obtained results allowed to correlate several factors such as steric hindrance, electronic effects and position of the substituents to the observed H(2)S production. Moreover, the chemical-physical profiles of the selected compounds have been studied by an in silico approach and from a combination of the obtained results, 3-pyridyl-isothiocyanate (25) has been selected as the most promising one. A detailed pharmacological characterization of its cardioprotective action has been performed. RESULTS: The results herein obtained strongly indicate 3-pyridyl-isothiocyanate (25) as a suitable pharmacological option in anti-ischemic therapy. The cardioprotective effects of compound 25 were tested in vivo and found to exhibit a positive effect. CONCLUSION: Results strongly suggest that isothiocyanate-based H(2)S-releasing drugs, such as compound 25, can trigger a ‘‘pharmacological pre-conditioning” and could represent a suitable pharmacological option in antiischemic therapy. Elsevier 2020-03-03 /pmc/articles/PMC7728584/ /pubmed/33318865 http://dx.doi.org/10.1016/j.jare.2020.02.017 Text en © 2020 The Authors. Published by Elsevier B.V. on behalf of Cairo University. http://creativecommons.org/licenses/by-nc-nd/4.0/ This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Article Citi, Valentina Corvino, Angela Fiorino, Ferdinando Frecentese, Francesco Magli, Elisa Perissutti, Elisa Santagada, Vincenzo Brogi, Simone Flori, Lorenzo Gorica, Era Testai, Lara Martelli, Alma Calderone, Vincenzo Caliendo, Giuseppe Severino, Beatrice Structure-activity relationships study of isothiocyanates for H(2)S releasing properties: 3-Pyridyl-isothiocyanate as a new promising cardioprotective agent |
title | Structure-activity relationships study of isothiocyanates for H(2)S releasing properties: 3-Pyridyl-isothiocyanate as a new promising cardioprotective agent |
title_full | Structure-activity relationships study of isothiocyanates for H(2)S releasing properties: 3-Pyridyl-isothiocyanate as a new promising cardioprotective agent |
title_fullStr | Structure-activity relationships study of isothiocyanates for H(2)S releasing properties: 3-Pyridyl-isothiocyanate as a new promising cardioprotective agent |
title_full_unstemmed | Structure-activity relationships study of isothiocyanates for H(2)S releasing properties: 3-Pyridyl-isothiocyanate as a new promising cardioprotective agent |
title_short | Structure-activity relationships study of isothiocyanates for H(2)S releasing properties: 3-Pyridyl-isothiocyanate as a new promising cardioprotective agent |
title_sort | structure-activity relationships study of isothiocyanates for h(2)s releasing properties: 3-pyridyl-isothiocyanate as a new promising cardioprotective agent |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7728584/ https://www.ncbi.nlm.nih.gov/pubmed/33318865 http://dx.doi.org/10.1016/j.jare.2020.02.017 |
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