Analgesic and Antioxidant Activities of 4-Phenyl-1,5-benzodiazepin-2-one and Its Long Carbon Chains Derivatives

The aim of this work is to deepen the pharmacological effect of 4-phenyl-1,5-benzodiazepin-2-one derivatives which have a similar structure to nonionic surfactants: 4-phenyl-1,5-benzodiazepin-2-one is the hydrophilic head, and the carbon chain is hydrophobic tail. The antinociceptive activity of 4-p...

Full description

Saved in:
Bibliographic Details
Main Authors: Terence Nguema Ongone, Redouane Achour, Mostafa El Ghoul, Latyfa El Ouasif, Meryem El Jemli, Laila Chemlal, Yahia Cherrah, Katim Alaoui, Amina Zellou
Format: Article
Language:English
Published: Wiley 2019-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2019/9043570
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1832553482314317824
author Terence Nguema Ongone
Redouane Achour
Mostafa El Ghoul
Latyfa El Ouasif
Meryem El Jemli
Laila Chemlal
Yahia Cherrah
Katim Alaoui
Amina Zellou
author_facet Terence Nguema Ongone
Redouane Achour
Mostafa El Ghoul
Latyfa El Ouasif
Meryem El Jemli
Laila Chemlal
Yahia Cherrah
Katim Alaoui
Amina Zellou
author_sort Terence Nguema Ongone
collection DOAJ
description The aim of this work is to deepen the pharmacological effect of 4-phenyl-1,5-benzodiazepin-2-one derivatives which have a similar structure to nonionic surfactants: 4-phenyl-1,5-benzodiazepin-2-one is the hydrophilic head, and the carbon chain is hydrophobic tail. The antinociceptive activity of 4-phenyl-1,5-benzodiazepin-2-one derivatives was determined using acetic acid-induced writhing and tail immersion tests. In addition, the in vitro antioxidant activities of the tested derivatives were determined by using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging method and ferric reducing power assay. A single oral administration of these compounds at the doses of 50 and 100 mg/kg significantly reduced the number of abdominal writhes induced by acetic acid injection. Acute pretreatment with 4-phenyl-1,5-benzodiazepin-2-one derivatives at the dose of 100 mg/kg caused a significant increase in the tail withdrawal latency in the tail immersion test. Additionally, a significant scavenging activity in DPPH and reducing power was observed in testing antioxidant assays. Finally, we carried out a study of the antioxidant activity of these derivatives. The results of this study reveal that these compounds have a low antioxidant activity compared to the BHT. It decreases with the polarity of the molecule. The present study suggests that 4-phenyl-1,5-benzodiazepin-2-one derivatives possess potent antinociceptive and antioxidant effects, which suggest that the tested compounds may be useful in the treatment of pain and oxidation disorders.
format Article
id doaj-art-8c9f027bc8fb4d13b954bdc29d8c0217
institution Kabale University
issn 2090-9063
2090-9071
language English
publishDate 2019-01-01
publisher Wiley
record_format Article
series Journal of Chemistry
spelling doaj-art-8c9f027bc8fb4d13b954bdc29d8c02172025-02-03T05:53:55ZengWileyJournal of Chemistry2090-90632090-90712019-01-01201910.1155/2019/90435709043570Analgesic and Antioxidant Activities of 4-Phenyl-1,5-benzodiazepin-2-one and Its Long Carbon Chains DerivativesTerence Nguema Ongone0Redouane Achour1Mostafa El Ghoul2Latyfa El Ouasif3Meryem El Jemli4Laila Chemlal5Yahia Cherrah6Katim Alaoui7Amina Zellou8Laboratory of Heterocyclic Organic Chemistry, Drug Sciences Research Center, URAC 21, Pole of Competence Pharmacochemistry, Faculty of Sciences, Mohammed V University in Rabat, Avenue Ibn Battouta, BP 1014 Rabat, MoroccoLaboratory of Heterocyclic Organic Chemistry, Drug Sciences Research Center, URAC 21, Pole of Competence Pharmacochemistry, Faculty of Sciences, Mohammed V University in Rabat, Avenue Ibn Battouta, BP 1014 Rabat, MoroccoLaboratory of Heterocyclic Organic Chemistry, Drug Sciences Research Center, URAC 21, Pole of Competence Pharmacochemistry, Faculty of Sciences, Mohammed V University in Rabat, Avenue Ibn Battouta, BP 1014 Rabat, MoroccoLaboratory of Heterocyclic Organic Chemistry, Drug Sciences Research Center, URAC 21, Pole of Competence Pharmacochemistry, Faculty of Sciences, Mohammed V University in Rabat, Avenue Ibn Battouta, BP 1014 Rabat, MoroccoPharmacodynamy Research Team PRT, Laboratory of Pharmacology and Toxicology, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat, BP 6203 Rabat, MoroccoPharmacodynamy Research Team PRT, Laboratory of Pharmacology and Toxicology, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat, BP 6203 Rabat, MoroccoPharmacodynamy Research Team PRT, Laboratory of Pharmacology and Toxicology, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat, BP 6203 Rabat, MoroccoPharmacodynamy Research Team PRT, Laboratory of Pharmacology and Toxicology, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat, BP 6203 Rabat, MoroccoPharmacodynamy Research Team PRT, Laboratory of Pharmacology and Toxicology, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat, BP 6203 Rabat, MoroccoThe aim of this work is to deepen the pharmacological effect of 4-phenyl-1,5-benzodiazepin-2-one derivatives which have a similar structure to nonionic surfactants: 4-phenyl-1,5-benzodiazepin-2-one is the hydrophilic head, and the carbon chain is hydrophobic tail. The antinociceptive activity of 4-phenyl-1,5-benzodiazepin-2-one derivatives was determined using acetic acid-induced writhing and tail immersion tests. In addition, the in vitro antioxidant activities of the tested derivatives were determined by using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging method and ferric reducing power assay. A single oral administration of these compounds at the doses of 50 and 100 mg/kg significantly reduced the number of abdominal writhes induced by acetic acid injection. Acute pretreatment with 4-phenyl-1,5-benzodiazepin-2-one derivatives at the dose of 100 mg/kg caused a significant increase in the tail withdrawal latency in the tail immersion test. Additionally, a significant scavenging activity in DPPH and reducing power was observed in testing antioxidant assays. Finally, we carried out a study of the antioxidant activity of these derivatives. The results of this study reveal that these compounds have a low antioxidant activity compared to the BHT. It decreases with the polarity of the molecule. The present study suggests that 4-phenyl-1,5-benzodiazepin-2-one derivatives possess potent antinociceptive and antioxidant effects, which suggest that the tested compounds may be useful in the treatment of pain and oxidation disorders.http://dx.doi.org/10.1155/2019/9043570
spellingShingle Terence Nguema Ongone
Redouane Achour
Mostafa El Ghoul
Latyfa El Ouasif
Meryem El Jemli
Laila Chemlal
Yahia Cherrah
Katim Alaoui
Amina Zellou
Analgesic and Antioxidant Activities of 4-Phenyl-1,5-benzodiazepin-2-one and Its Long Carbon Chains Derivatives
Journal of Chemistry
title Analgesic and Antioxidant Activities of 4-Phenyl-1,5-benzodiazepin-2-one and Its Long Carbon Chains Derivatives
title_full Analgesic and Antioxidant Activities of 4-Phenyl-1,5-benzodiazepin-2-one and Its Long Carbon Chains Derivatives
title_fullStr Analgesic and Antioxidant Activities of 4-Phenyl-1,5-benzodiazepin-2-one and Its Long Carbon Chains Derivatives
title_full_unstemmed Analgesic and Antioxidant Activities of 4-Phenyl-1,5-benzodiazepin-2-one and Its Long Carbon Chains Derivatives
title_short Analgesic and Antioxidant Activities of 4-Phenyl-1,5-benzodiazepin-2-one and Its Long Carbon Chains Derivatives
title_sort analgesic and antioxidant activities of 4 phenyl 1 5 benzodiazepin 2 one and its long carbon chains derivatives
url http://dx.doi.org/10.1155/2019/9043570
work_keys_str_mv AT terencenguemaongone analgesicandantioxidantactivitiesof4phenyl15benzodiazepin2oneanditslongcarbonchainsderivatives
AT redouaneachour analgesicandantioxidantactivitiesof4phenyl15benzodiazepin2oneanditslongcarbonchainsderivatives
AT mostafaelghoul analgesicandantioxidantactivitiesof4phenyl15benzodiazepin2oneanditslongcarbonchainsderivatives
AT latyfaelouasif analgesicandantioxidantactivitiesof4phenyl15benzodiazepin2oneanditslongcarbonchainsderivatives
AT meryemeljemli analgesicandantioxidantactivitiesof4phenyl15benzodiazepin2oneanditslongcarbonchainsderivatives
AT lailachemlal analgesicandantioxidantactivitiesof4phenyl15benzodiazepin2oneanditslongcarbonchainsderivatives
AT yahiacherrah analgesicandantioxidantactivitiesof4phenyl15benzodiazepin2oneanditslongcarbonchainsderivatives
AT katimalaoui analgesicandantioxidantactivitiesof4phenyl15benzodiazepin2oneanditslongcarbonchainsderivatives
AT aminazellou analgesicandantioxidantactivitiesof4phenyl15benzodiazepin2oneanditslongcarbonchainsderivatives