Norfloxacin derivatives as DNA gyrase and urease inhibitors: synthesis, biological evaluation and molecular docking

Breena Awan; Mohsin Abbas Khan; Irshad Ahmad; Anum Masood; Asim Raza; Saharish Khaliq; Farhat Ullah; Javed Ahmed; Muhammad Rizwan Khan

doi:10.4155/fmc-2023-0225

Norfloxacin derivatives as DNA gyrase and urease inhibitors: synthesis, biological evaluation and molecular docking

Breena Awan^*
, Mohsin Abbas Khan
, Irshad Ahmad
, Anum Masood
, Asim Raza
, Saharish Khaliq
, Farhat Ullah
, Javed Ahmed
, Muhammad Rizwan Khan

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

Background: DNA gyrase and urease enzymes are important targets for the treatment of gastroenteritis, appendicitis, tuberculosis, urinary tract infections and Crohn’s disease. Materials & methods: Esterification of norfloxacin was performed to enhance DNA gyrase and urease enzyme inhibition potential. Structure elucidation and chemical characterization were done through spectral (¹H NMR, Fourier transform IR, ¹³C NMR) and carbon, hydrogen, nitrogen and sulfur analysis along with molecular docking. Results & conclusion: The majority of derivatives exhibited significant results but the 3e derivative showed maximum bactericidal, DPPH scavenging (96%), DNA gyrase and urease enzyme inhibitory activity with IC₅₀ of 0.15 ± 0.24 and 1.14 ± 0.11 μM respectively which was further supported by molecular docking studies. So, the active derivatives can serve as a lead compound for the treatment of various pathological conditions.

Original language	English
Pages (from-to)	2181-2194
Number of pages	14
Journal	Future Medicinal Chemistry
Volume	15
Issue number	23
DOIs	https://doi.org/10.4155/fmc-2023-0225
State	Published - 1 Dec 2023
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2023 Newlands Press.

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

DPPH scavenging
bactericidal
enzyme inhibition
esters

ASJC Scopus subject areas

Molecular Medicine
Pharmacology
Drug Discovery

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10.4155/fmc-2023-0225

Cite this

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title = "Norfloxacin derivatives as DNA gyrase and urease inhibitors: synthesis, biological evaluation and molecular docking",

abstract = "Background: DNA gyrase and urease enzymes are important targets for the treatment of gastroenteritis, appendicitis, tuberculosis, urinary tract infections and Crohn{\textquoteright}s disease. Materials \& methods: Esterification of norfloxacin was performed to enhance DNA gyrase and urease enzyme inhibition potential. Structure elucidation and chemical characterization were done through spectral (1H NMR, Fourier transform IR, 13C NMR) and carbon, hydrogen, nitrogen and sulfur analysis along with molecular docking. Results \& conclusion: The majority of derivatives exhibited significant results but the 3e derivative showed maximum bactericidal, DPPH scavenging (96\%), DNA gyrase and urease enzyme inhibitory activity with IC50 of 0.15 ± 0.24 and 1.14 ± 0.11 μM respectively which was further supported by molecular docking studies. So, the active derivatives can serve as a lead compound for the treatment of various pathological conditions.",

keywords = "DPPH scavenging, bactericidal, enzyme inhibition, esters",

author = "Breena Awan and Khan, \{Mohsin Abbas\} and Irshad Ahmad and Anum Masood and Asim Raza and Saharish Khaliq and Farhat Ullah and Javed Ahmed and Khan, \{Muhammad Rizwan\}",

note = "Publisher Copyright: {\textcopyright} 2023 Newlands Press.",

year = "2023",

month = dec,

day = "1",

doi = "10.4155/fmc-2023-0225",

language = "English",

volume = "15",

pages = "2181--2194",

journal = "Future Medicinal Chemistry",

issn = "1756-8919",

publisher = "Taylor and Francis Ltd.",

number = "23",

}

TY - JOUR

T1 - Norfloxacin derivatives as DNA gyrase and urease inhibitors

T2 - synthesis, biological evaluation and molecular docking

AU - Awan, Breena

AU - Khan, Mohsin Abbas

AU - Ahmad, Irshad

AU - Masood, Anum

AU - Raza, Asim

AU - Khaliq, Saharish

AU - Ullah, Farhat

AU - Ahmed, Javed

AU - Khan, Muhammad Rizwan

PY - 2023/12/1

Y1 - 2023/12/1

N2 - Background: DNA gyrase and urease enzymes are important targets for the treatment of gastroenteritis, appendicitis, tuberculosis, urinary tract infections and Crohn’s disease. Materials & methods: Esterification of norfloxacin was performed to enhance DNA gyrase and urease enzyme inhibition potential. Structure elucidation and chemical characterization were done through spectral (1H NMR, Fourier transform IR, 13C NMR) and carbon, hydrogen, nitrogen and sulfur analysis along with molecular docking. Results & conclusion: The majority of derivatives exhibited significant results but the 3e derivative showed maximum bactericidal, DPPH scavenging (96%), DNA gyrase and urease enzyme inhibitory activity with IC50 of 0.15 ± 0.24 and 1.14 ± 0.11 μM respectively which was further supported by molecular docking studies. So, the active derivatives can serve as a lead compound for the treatment of various pathological conditions.

AB - Background: DNA gyrase and urease enzymes are important targets for the treatment of gastroenteritis, appendicitis, tuberculosis, urinary tract infections and Crohn’s disease. Materials & methods: Esterification of norfloxacin was performed to enhance DNA gyrase and urease enzyme inhibition potential. Structure elucidation and chemical characterization were done through spectral (1H NMR, Fourier transform IR, 13C NMR) and carbon, hydrogen, nitrogen and sulfur analysis along with molecular docking. Results & conclusion: The majority of derivatives exhibited significant results but the 3e derivative showed maximum bactericidal, DPPH scavenging (96%), DNA gyrase and urease enzyme inhibitory activity with IC50 of 0.15 ± 0.24 and 1.14 ± 0.11 μM respectively which was further supported by molecular docking studies. So, the active derivatives can serve as a lead compound for the treatment of various pathological conditions.

KW - DPPH scavenging

KW - bactericidal

KW - enzyme inhibition

KW - esters

UR - https://www.scopus.com/pages/publications/85180529278

U2 - 10.4155/fmc-2023-0225

DO - 10.4155/fmc-2023-0225

M3 - Article

C2 - 37997685

AN - SCOPUS:85180529278

SN - 1756-8919

VL - 15

SP - 2181

EP - 2194

JO - Future Medicinal Chemistry

JF - Future Medicinal Chemistry

IS - 23

ER -

Norfloxacin derivatives as DNA gyrase and urease inhibitors: synthesis, biological evaluation and molecular docking

Abstract

Bibliographical note

UN SDGs

Keywords

ASJC Scopus subject areas

Access to Document

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Cite this