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In Vivo Nitric Oxide Synthase Inhibitors Can Be Deprived of This Activity: Unexpected Influence of the Tetrachloroplatinate(II) Counteranion. Crystal Structures of Bis(S-Methyl-Isothiouronium)-N,N′-Bis(3-Guanidinopropyl)Piperazinium and Hexamidinium Tetrachloroplatinates(II) Salts

The synthesis and crystal structures of bis(S-methylisothiouronium) (MSTUH)(+), N,N′-bis((3- guanidinopropyl)piperazinium (PipeC3GuaH4)(4+) and hexamidinium (HexaH2)(2+) tetrachloro platinate(ll) salts ( called hereafter PtMSTU, PtPipeC3Gua and PtHexa respectively ) were investigated. These compound...

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Autores principales: Morgant, Georges, Viossat, Bernard, Roch-Arveiller, Monique, Prognon, Patrice, Giroud, Jean-Paul, Lancelot, Jean-Charles, Robba, Max, Huy, Dung Nguyen
Formato: Texto
Lenguaje:English
Publicado: Hindawi Publishing Corporation 1998
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2365112/
https://www.ncbi.nlm.nih.gov/pubmed/18475834
http://dx.doi.org/10.1155/MBD.1998.127
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author Morgant, Georges
Viossat, Bernard
Roch-Arveiller, Monique
Prognon, Patrice
Giroud, Jean-Paul
Lancelot, Jean-Charles
Robba, Max
Huy, Dung Nguyen
author_facet Morgant, Georges
Viossat, Bernard
Roch-Arveiller, Monique
Prognon, Patrice
Giroud, Jean-Paul
Lancelot, Jean-Charles
Robba, Max
Huy, Dung Nguyen
author_sort Morgant, Georges
collection PubMed
description The synthesis and crystal structures of bis(S-methylisothiouronium) (MSTUH)(+), N,N′-bis((3- guanidinopropyl)piperazinium (PipeC3GuaH4)(4+) and hexamidinium (HexaH2)(2+) tetrachloro platinate(ll) salts ( called hereafter PtMSTU, PtPipeC3Gua and PtHexa respectively ) were investigated. These compounds contain the “amidine” function ( - C(=NH)NH(2) ) in which the H atoms supplied by the acid have become attached to the imino group of each terminal amidino function. Moreover, in PtPipeC3Gua, the nitrogen atoms of the chair-piperazine moiety are also protonated. The influence of tetrachloroplatinate(ll) counteranion ( versus sulfate, nitrate and diisethionate ) in the in vivo nitrite inhibition by the (MSTUH)(+), (PipeC3GuaH4)(4+) and (HexaH2)(2+) cations was investigated. The three tetrachloroplatinate(ll) salts, unexpectedly, do not inhibit significantly the in vivo nitrite production in comparison with the other salts (sulfate, nitrate and diisethionate and their corresponding previous countercations) which exhibit NO synthase inhibition, especially bis(S-methylisothiouronium) sulfate, a selective and potent inducible NO synthase (iNOS) inhibitor commonly used as standard.
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spelling pubmed-23651122008-05-12 In Vivo Nitric Oxide Synthase Inhibitors Can Be Deprived of This Activity: Unexpected Influence of the Tetrachloroplatinate(II) Counteranion. Crystal Structures of Bis(S-Methyl-Isothiouronium)-N,N′-Bis(3-Guanidinopropyl)Piperazinium and Hexamidinium Tetrachloroplatinates(II) Salts Morgant, Georges Viossat, Bernard Roch-Arveiller, Monique Prognon, Patrice Giroud, Jean-Paul Lancelot, Jean-Charles Robba, Max Huy, Dung Nguyen Met Based Drugs Research Article The synthesis and crystal structures of bis(S-methylisothiouronium) (MSTUH)(+), N,N′-bis((3- guanidinopropyl)piperazinium (PipeC3GuaH4)(4+) and hexamidinium (HexaH2)(2+) tetrachloro platinate(ll) salts ( called hereafter PtMSTU, PtPipeC3Gua and PtHexa respectively ) were investigated. These compounds contain the “amidine” function ( - C(=NH)NH(2) ) in which the H atoms supplied by the acid have become attached to the imino group of each terminal amidino function. Moreover, in PtPipeC3Gua, the nitrogen atoms of the chair-piperazine moiety are also protonated. The influence of tetrachloroplatinate(ll) counteranion ( versus sulfate, nitrate and diisethionate ) in the in vivo nitrite inhibition by the (MSTUH)(+), (PipeC3GuaH4)(4+) and (HexaH2)(2+) cations was investigated. The three tetrachloroplatinate(ll) salts, unexpectedly, do not inhibit significantly the in vivo nitrite production in comparison with the other salts (sulfate, nitrate and diisethionate and their corresponding previous countercations) which exhibit NO synthase inhibition, especially bis(S-methylisothiouronium) sulfate, a selective and potent inducible NO synthase (iNOS) inhibitor commonly used as standard. Hindawi Publishing Corporation 1998 /pmc/articles/PMC2365112/ /pubmed/18475834 http://dx.doi.org/10.1155/MBD.1998.127 Text en Copyright © 1998 Hindawi Publishing Corporation. http://creativecommons.org/licenses/by/ This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Morgant, Georges
Viossat, Bernard
Roch-Arveiller, Monique
Prognon, Patrice
Giroud, Jean-Paul
Lancelot, Jean-Charles
Robba, Max
Huy, Dung Nguyen
In Vivo Nitric Oxide Synthase Inhibitors Can Be Deprived of This Activity: Unexpected Influence of the Tetrachloroplatinate(II) Counteranion. Crystal Structures of Bis(S-Methyl-Isothiouronium)-N,N′-Bis(3-Guanidinopropyl)Piperazinium and Hexamidinium Tetrachloroplatinates(II) Salts
title In Vivo Nitric Oxide Synthase Inhibitors Can Be Deprived of This Activity: Unexpected Influence of the Tetrachloroplatinate(II) Counteranion. Crystal Structures of Bis(S-Methyl-Isothiouronium)-N,N′-Bis(3-Guanidinopropyl)Piperazinium and Hexamidinium Tetrachloroplatinates(II) Salts
title_full In Vivo Nitric Oxide Synthase Inhibitors Can Be Deprived of This Activity: Unexpected Influence of the Tetrachloroplatinate(II) Counteranion. Crystal Structures of Bis(S-Methyl-Isothiouronium)-N,N′-Bis(3-Guanidinopropyl)Piperazinium and Hexamidinium Tetrachloroplatinates(II) Salts
title_fullStr In Vivo Nitric Oxide Synthase Inhibitors Can Be Deprived of This Activity: Unexpected Influence of the Tetrachloroplatinate(II) Counteranion. Crystal Structures of Bis(S-Methyl-Isothiouronium)-N,N′-Bis(3-Guanidinopropyl)Piperazinium and Hexamidinium Tetrachloroplatinates(II) Salts
title_full_unstemmed In Vivo Nitric Oxide Synthase Inhibitors Can Be Deprived of This Activity: Unexpected Influence of the Tetrachloroplatinate(II) Counteranion. Crystal Structures of Bis(S-Methyl-Isothiouronium)-N,N′-Bis(3-Guanidinopropyl)Piperazinium and Hexamidinium Tetrachloroplatinates(II) Salts
title_short In Vivo Nitric Oxide Synthase Inhibitors Can Be Deprived of This Activity: Unexpected Influence of the Tetrachloroplatinate(II) Counteranion. Crystal Structures of Bis(S-Methyl-Isothiouronium)-N,N′-Bis(3-Guanidinopropyl)Piperazinium and Hexamidinium Tetrachloroplatinates(II) Salts
title_sort in vivo nitric oxide synthase inhibitors can be deprived of this activity: unexpected influence of the tetrachloroplatinate(ii) counteranion. crystal structures of bis(s-methyl-isothiouronium)-n,n′-bis(3-guanidinopropyl)piperazinium and hexamidinium tetrachloroplatinates(ii) salts
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2365112/
https://www.ncbi.nlm.nih.gov/pubmed/18475834
http://dx.doi.org/10.1155/MBD.1998.127
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