Cargando…

Synthesis and Antiplatelet Activity Evaluation of a Group of Novel Ethyl Acetoacetate Phenylhydrazone Derivatives

A group of Novel phenylhydrazone derivatives of ethyl acetoacetate was synthesized and evaluated for their antiplatelet activities. Fourteen ethyl acetoacetate phenylhydrazone derivatives were synthesized using the diazonium salt of various aromatic primary amines with good yields and purity. The st...

Descripción completa

Detalles Bibliográficos
Autores principales: Farhady, Sarveen, Kobarfard, Farzad, Saghaei, Lotfollah, Rostami, Mahboubeh
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Shaheed Beheshti University of Medical Sciences 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8457716/
https://www.ncbi.nlm.nih.gov/pubmed/34567164
http://dx.doi.org/10.22037/ijpr.2020.114123.14674
_version_ 1784571160995823616
author Farhady, Sarveen
Kobarfard, Farzad
Saghaei, Lotfollah
Rostami, Mahboubeh
author_facet Farhady, Sarveen
Kobarfard, Farzad
Saghaei, Lotfollah
Rostami, Mahboubeh
author_sort Farhady, Sarveen
collection PubMed
description A group of Novel phenylhydrazone derivatives of ethyl acetoacetate was synthesized and evaluated for their antiplatelet activities. Fourteen ethyl acetoacetate phenylhydrazone derivatives were synthesized using the diazonium salt of various aromatic primary amines with good yields and purity. The structure of the final compounds was confirmed and approved by spectroscopic techniques such as (1)HNMR, FTIR, and ESI-Mass. We examined the antiplatelet activity of the derivatives against Arachidonic Acid (AA) and Adenosine Diphosphate (ADP) as platelet aggregation inducers. The final results indicated the acceptable potency for different derivatives. In this regard, the para-hydroxyphenylhydrazine derivative of ethyl acetoacetate has the best activity among all derivatives, both on AA and ADP pathways. It seems that the derivatives with electron-releasing substituents (hydroxyl, methoxy, and methyl group) have better inhibition activities against the aggregation induced by AA. In contrast, those with an electron-withdrawing group showed a significant decrease in their potency. Based on the results of this study, we would proceed with further assessments both in-vitro and in-vivo to get success in introducing some new antiplatelet agents to the clinic.
format Online
Article
Text
id pubmed-8457716
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher Shaheed Beheshti University of Medical Sciences
record_format MEDLINE/PubMed
spelling pubmed-84577162021-09-24 Synthesis and Antiplatelet Activity Evaluation of a Group of Novel Ethyl Acetoacetate Phenylhydrazone Derivatives Farhady, Sarveen Kobarfard, Farzad Saghaei, Lotfollah Rostami, Mahboubeh Iran J Pharm Res Original Article A group of Novel phenylhydrazone derivatives of ethyl acetoacetate was synthesized and evaluated for their antiplatelet activities. Fourteen ethyl acetoacetate phenylhydrazone derivatives were synthesized using the diazonium salt of various aromatic primary amines with good yields and purity. The structure of the final compounds was confirmed and approved by spectroscopic techniques such as (1)HNMR, FTIR, and ESI-Mass. We examined the antiplatelet activity of the derivatives against Arachidonic Acid (AA) and Adenosine Diphosphate (ADP) as platelet aggregation inducers. The final results indicated the acceptable potency for different derivatives. In this regard, the para-hydroxyphenylhydrazine derivative of ethyl acetoacetate has the best activity among all derivatives, both on AA and ADP pathways. It seems that the derivatives with electron-releasing substituents (hydroxyl, methoxy, and methyl group) have better inhibition activities against the aggregation induced by AA. In contrast, those with an electron-withdrawing group showed a significant decrease in their potency. Based on the results of this study, we would proceed with further assessments both in-vitro and in-vivo to get success in introducing some new antiplatelet agents to the clinic. Shaheed Beheshti University of Medical Sciences 2021 /pmc/articles/PMC8457716/ /pubmed/34567164 http://dx.doi.org/10.22037/ijpr.2020.114123.14674 Text en https://creativecommons.org/licenses/by/3.0/This is an Open Access article distributed under the terms of the Creative Commons Attribution License, (http://creativecommons.org/licenses/by/3.0/ (https://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
Farhady, Sarveen
Kobarfard, Farzad
Saghaei, Lotfollah
Rostami, Mahboubeh
Synthesis and Antiplatelet Activity Evaluation of a Group of Novel Ethyl Acetoacetate Phenylhydrazone Derivatives
title Synthesis and Antiplatelet Activity Evaluation of a Group of Novel Ethyl Acetoacetate Phenylhydrazone Derivatives
title_full Synthesis and Antiplatelet Activity Evaluation of a Group of Novel Ethyl Acetoacetate Phenylhydrazone Derivatives
title_fullStr Synthesis and Antiplatelet Activity Evaluation of a Group of Novel Ethyl Acetoacetate Phenylhydrazone Derivatives
title_full_unstemmed Synthesis and Antiplatelet Activity Evaluation of a Group of Novel Ethyl Acetoacetate Phenylhydrazone Derivatives
title_short Synthesis and Antiplatelet Activity Evaluation of a Group of Novel Ethyl Acetoacetate Phenylhydrazone Derivatives
title_sort synthesis and antiplatelet activity evaluation of a group of novel ethyl acetoacetate phenylhydrazone derivatives
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8457716/
https://www.ncbi.nlm.nih.gov/pubmed/34567164
http://dx.doi.org/10.22037/ijpr.2020.114123.14674
work_keys_str_mv AT farhadysarveen synthesisandantiplateletactivityevaluationofagroupofnovelethylacetoacetatephenylhydrazonederivatives
AT kobarfardfarzad synthesisandantiplateletactivityevaluationofagroupofnovelethylacetoacetatephenylhydrazonederivatives
AT saghaeilotfollah synthesisandantiplateletactivityevaluationofagroupofnovelethylacetoacetatephenylhydrazonederivatives
AT rostamimahboubeh synthesisandantiplateletactivityevaluationofagroupofnovelethylacetoacetatephenylhydrazonederivatives