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...
Autores principales: | , , , |
---|---|
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 |