Design, Synthesis, Docking and Biological Evaluation of Novel 4-hydroxy Coumarin Derivatives.


Journal

Current computer-aided drug design
ISSN: 1875-6697
Titre abrégé: Curr Comput Aided Drug Des
Pays: United Arab Emirates
ID NLM: 101265750

Informations de publication

Date de publication:
2021
Historique:
received: 26 09 2019
revised: 20 11 2019
accepted: 15 01 2020
pubmed: 1 2 2020
medline: 15 12 2021
entrez: 1 2 2020
Statut: ppublish

Résumé

Hospital-acquired (HA) infections are caused due to E. coli, which is resistant to multiple drugs particularly to fluoroquinolone class of drugs. Urinary tract infections (UTI) affects people in the community and hospitals. 150 million people per annum are suffering from UTI worldwide. In this present study, we designed 36 novel coumarin derivatives, also we predicted pharmacokinetic and toxicity parameters. Docking studies were also carried out and all the compounds were evaluated for antibacterial activity against resistant quinolone E. coli strain ATCC 25922. It was interesting to note that the introduction of electron-withdrawing group on the aromatic ring resulted in compounds with an increased antibacterial activity, which is observed in compound 6 (with 4-nitro substitution), compound 23 (chloro) and compound 30 (chloro, nitro). From the MIC results, it was observed that compounds 6, 23 and 30 showed higher activity with 0.5μg/ml, 0. 12 μg/ml, 0.5 μg/ml respectively. Docking studies were performed with the active site of DNA gyrase (PDB ID: 4CKK). The maximum binding energy was found to be -10.7 Kcal/mol. From the study, it was found that 3 compounds were potentially active against quinolone- resistant E. coli strains. This study can further be extended for in vivo evaluation.

Sections du résumé

BACKGROUND BACKGROUND
Hospital-acquired (HA) infections are caused due to E. coli, which is resistant to multiple drugs particularly to fluoroquinolone class of drugs. Urinary tract infections (UTI) affects people in the community and hospitals. 150 million people per annum are suffering from UTI worldwide.
METHODS METHODS
In this present study, we designed 36 novel coumarin derivatives, also we predicted pharmacokinetic and toxicity parameters. Docking studies were also carried out and all the compounds were evaluated for antibacterial activity against resistant quinolone E. coli strain ATCC 25922. It was interesting to note that the introduction of electron-withdrawing group on the aromatic ring resulted in compounds with an increased antibacterial activity, which is observed in compound 6 (with 4-nitro substitution), compound 23 (chloro) and compound 30 (chloro, nitro).
RESULTS RESULTS
From the MIC results, it was observed that compounds 6, 23 and 30 showed higher activity with 0.5μg/ml, 0. 12 μg/ml, 0.5 μg/ml respectively. Docking studies were performed with the active site of DNA gyrase (PDB ID: 4CKK). The maximum binding energy was found to be -10.7 Kcal/mol.
CONCLUSION CONCLUSIONS
From the study, it was found that 3 compounds were potentially active against quinolone- resistant E. coli strains. This study can further be extended for in vivo evaluation.

Identifiants

pubmed: 32003699
pii: CAD-EPUB-104146
doi: 10.2174/1573409916666200131142619
doi:

Substances chimiques

Anti-Bacterial Agents 0
Coumarins 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

201-213

Informations de copyright

Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.net.

Auteurs

N Ramalakshmi (N)

Department of Pharmaceutical Chemistry, C.L. BaidMetha College of Pharmacy, Thoraipakkam, Chennai-97, Tamil Nadu, India.

S R Chitra (SR)

Department of Pharmaceutical Chemistry, C.L. BaidMetha College of Pharmacy, Thoraipakkam, Chennai-97, Tamil Nadu, India.

P Manimegalai (P)

Department of Pharmaceutical Chemistry, C.L. BaidMetha College of Pharmacy, Thoraipakkam, Chennai-97, Tamil Nadu, India.

S Arunkumar (S)

College of Pharmaceutical Sciences, Gulf Medical University, Ajmaan, United Arab Emirates.

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Classifications MeSH