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Synthesis, Antiplatelet Activity and Cytotoxicity Assessment of Indole-Based Hydrazone Derivatives

A series of indole-based aryl(aroyl)hydrazone analogs of antiplatelet indole-3-carboxaldehyde phenylhydrazone were synthesized by the Schiff base formation reaction and their antiplatelet activity was assessed using human platelet rich plasma. The platelet concentrate was obtained using a two-step c...

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Autores principales: Haj Mohammad Ebrahim Tehrani, Kamaleddin, Esfahani Zadeh, Marjan, Mashayekhi, Vida, Hashemi, Maryam, Kobarfard, Farzad, Gharebaghi, Farhad, Mohebbi, Shohreh
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Shaheed Beheshti University of Medical Sciences 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4673935/
https://www.ncbi.nlm.nih.gov/pubmed/26664374
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author Haj Mohammad Ebrahim Tehrani, Kamaleddin
Esfahani Zadeh, Marjan
Mashayekhi, Vida
Hashemi, Maryam
Kobarfard, Farzad
Gharebaghi, Farhad
Mohebbi, Shohreh
author_facet Haj Mohammad Ebrahim Tehrani, Kamaleddin
Esfahani Zadeh, Marjan
Mashayekhi, Vida
Hashemi, Maryam
Kobarfard, Farzad
Gharebaghi, Farhad
Mohebbi, Shohreh
author_sort Haj Mohammad Ebrahim Tehrani, Kamaleddin
collection PubMed
description A series of indole-based aryl(aroyl)hydrazone analogs of antiplatelet indole-3-carboxaldehyde phenylhydrazone were synthesized by the Schiff base formation reaction and their antiplatelet activity was assessed using human platelet rich plasma. The platelet concentrate was obtained using a two-step centrifugation protocol and ADP, arachidonic acid and collagen were used as inducers of platelet aggregation. Based on the results, substituted phenylhydrazones showed promising activity. Among them, compound 1i was the most potent derivative with an IC(50) comparable to that of indomethacin as a standard drug. The hydrazone derivatives were also tested for their cytotoxicity using on platelet concentrates and fibroblast L929 cells. The majority of the derivatives showed an acceptable selectivity towards antiplatelet aggregation activity. Based on the activity data, phenylhydrazone derivatives (1a-i) exhibited considerable antiplatelet activity and minimal toxic effect on platelet cells. The results of the present study could provide a better understanding of the structure activity relationship of antiplatelet indolehydrazones.
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spelling pubmed-46739352015-12-10 Synthesis, Antiplatelet Activity and Cytotoxicity Assessment of Indole-Based Hydrazone Derivatives Haj Mohammad Ebrahim Tehrani, Kamaleddin Esfahani Zadeh, Marjan Mashayekhi, Vida Hashemi, Maryam Kobarfard, Farzad Gharebaghi, Farhad Mohebbi, Shohreh Iran J Pharm Res Original Article A series of indole-based aryl(aroyl)hydrazone analogs of antiplatelet indole-3-carboxaldehyde phenylhydrazone were synthesized by the Schiff base formation reaction and their antiplatelet activity was assessed using human platelet rich plasma. The platelet concentrate was obtained using a two-step centrifugation protocol and ADP, arachidonic acid and collagen were used as inducers of platelet aggregation. Based on the results, substituted phenylhydrazones showed promising activity. Among them, compound 1i was the most potent derivative with an IC(50) comparable to that of indomethacin as a standard drug. The hydrazone derivatives were also tested for their cytotoxicity using on platelet concentrates and fibroblast L929 cells. The majority of the derivatives showed an acceptable selectivity towards antiplatelet aggregation activity. Based on the activity data, phenylhydrazone derivatives (1a-i) exhibited considerable antiplatelet activity and minimal toxic effect on platelet cells. The results of the present study could provide a better understanding of the structure activity relationship of antiplatelet indolehydrazones. Shaheed Beheshti University of Medical Sciences 2015 /pmc/articles/PMC4673935/ /pubmed/26664374 Text en © 2015 by School of Pharmacy, Shaheed Beheshti University of Medical Sciences and Health Services This is an Open Access article distributed under the terms of the Creative Commons Attribution License, (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Original Article
Haj Mohammad Ebrahim Tehrani, Kamaleddin
Esfahani Zadeh, Marjan
Mashayekhi, Vida
Hashemi, Maryam
Kobarfard, Farzad
Gharebaghi, Farhad
Mohebbi, Shohreh
Synthesis, Antiplatelet Activity and Cytotoxicity Assessment of Indole-Based Hydrazone Derivatives
title Synthesis, Antiplatelet Activity and Cytotoxicity Assessment of Indole-Based Hydrazone Derivatives
title_full Synthesis, Antiplatelet Activity and Cytotoxicity Assessment of Indole-Based Hydrazone Derivatives
title_fullStr Synthesis, Antiplatelet Activity and Cytotoxicity Assessment of Indole-Based Hydrazone Derivatives
title_full_unstemmed Synthesis, Antiplatelet Activity and Cytotoxicity Assessment of Indole-Based Hydrazone Derivatives
title_short Synthesis, Antiplatelet Activity and Cytotoxicity Assessment of Indole-Based Hydrazone Derivatives
title_sort synthesis, antiplatelet activity and cytotoxicity assessment of indole-based hydrazone derivatives
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4673935/
https://www.ncbi.nlm.nih.gov/pubmed/26664374
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