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193063

Synthesis, Antimicrobial Evaluation and Docking Study of Novel Heterocyclic Compounds Bearing a Biologically Active Sulfonamide Moiety

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Last updated: 28 Dec 2024

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Abstract

In the present work,we aimed to synthesize and evaluate in vitro antibacterial and antifungal activities of new 
heterocyclic compounds bearing sulfadiazine moiety. Among the synthesized compounds, arylidine (3f) displayed 
significant antibacterial activity against S.pneumoniae (IC50, 22.46µg/mL, comparable to ampicillin IC50 value, 22.76 
µg/mL),whereas, 2-pyridone (4f)showed the highest antifungal activity against G.candidum (IC50,8.63µg/mL, comparable 
to amphotericin B,IC50, 11.63 µg/mL).Its antibacterial activity against S.pneumoniae was (IC50,13.84 µg/mL, comparable to 
ampicillin, IC50, 22.76µg/mL) and E.coli (IC50,29.89 µg/mL, comparable to gentamycin ,IC50,29.42µg/mL) respectively.On 
the other hand 2-imino chromene (5a) displayed significant antibacterial activities against S.pneumoniae (IC50,19.84µg/mL, 
comparable to ampicillin , IC50, 22.76 µg/mL) and exhibited antifungal activity against G.candidum (IC50,12.63 µg/mL, 
comparable to amphotericin B, IC50 , 11.63 µg/mL) respectively.In general,all of the synthesized compounds exhibited 
better antimicrobial activities than sulfadiazine. Molecular docking studies indicated that the newly synthesized compounds 
could occupy both p-aminobenzoic acid (PABA) and pterin binding pockets of the dihydropteroate synthase (DHPS), 
suggesting that the target compounds could act by the inhibition of microbial DHPS enzyme.These derivatives contain 
sulfonamide moiety as well as heterocyclic moiety that increase the lipophilic characters of the synthesized compounds 
hence enhance its absorption.

DOI

10.12785/jpac/010104

Keywords

Antimicrobial agents, Molecular docking, Sulfonamide and Pyridone

Authors

First Name

Amel

Last Name

M. Farrag

MiddleName

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Affiliation

Department of Pharmaceutical Chemistry, Faculty of Pharmacy (Girls), Al- Azhar University.

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Orcid

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First Name

Hend

Last Name

M. Elsehrawi

MiddleName

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Affiliation

Department of Pharmaceutical Chemistry, Faculty of Pharmacy (Girls), Al- Azhar University

Email

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City

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Orcid

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First Name

Amel

Last Name

S. Younes

MiddleName

-

Affiliation

Department of Pharmaceutical Chemistry, Faculty of Pharmacy (Girls), Al- Azhar University

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Volume

1

Article Issue

1

Related Issue

27518

Issue Date

2015-05-01

Receive Date

2021-09-06

Publish Date

2015-05-01

Page Start

7

Page End

15

Online ISSN

2357-0210

Link

https://jpac.journals.ekb.eg/article_193063.html

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https://jpac.journals.ekb.eg/service?article_code=193063

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193,063

Type

Original Article

Type Code

2,018

Publication Type

Journal

Publication Title

Journal of Pharmaceutical and Applied Chemistry

Publication Link

https://jpac.journals.ekb.eg/

MainTitle

Synthesis, Antimicrobial Evaluation and Docking Study of Novel Heterocyclic Compounds Bearing a Biologically Active Sulfonamide Moiety

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Article

Created At

23 Jan 2023