Paper
Synthesis and antibacterial activity of N-[5-chlorobenzylthio-1,3,4-thiadiazol-2-yl] piperazinyl quinolone derivatives
Published Feb 1, 2007 · A. Foroumadi, Loghman Firoozpour, S. Emami
Archives of Pharmacal Research
Q1 SJR score
20
Citations
0
Influential Citations
Abstract
A series ofN-[5-(chlorobenzylthio)-1,3,4-thiadiazol-2-yl] piperazinyl quinolone derivatives (4a-1) have been synthesized by reaction of piperazinyl quinolones with 5-chloro-2-(chloroben-zylthio)-1,3,4-thiadiazoles. Their structures were confirmed by elemental analysis, IR and NMR spectra. The antibacterial activities of4a-1 against a variety of Gram-positive and Gram-negative bacteria were determined. Several compounds showed a good antibacterial activity against Gram-positive bacteria among which, compound 4e with a 2-chlorobenzylthio moiety in ciprofloxacin derivative, exhibited high activities againstStaphylococcus aureus andStaphylococcus epidermidis (MIC=0.06 μg/mL). The structure-activity relationship (SAR) study revealed that the position of chlorine atom on benzyl moiety would dramatically affect the antibacterial activities of the synthesized compounds.
In Vitro StudyStudy Snapshot
The N-[5-chlorobenzylthio-1,3,4-thiadiazol-2-yl] piperazinyl quinolone derivatives show promising antibacterial activity against Gram-positive bacteria, with compound 4e showing high activity against Staphylococcus aureus and Staphy
PopulationOlder adults (50-71 years)
Sample size24
MethodsObservational
OutcomesBody Mass Index projections
ResultsSocial networks mitigate obesity in older groups.
Sign up to use Study Snapshot
Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.
Full text analysis coming soon...
References
Structural features of new quinolones and relationship to antibacterial activity against Gram-positive bacteria.
New quinolones with enhanced antibacterial activity against Gram-positive bacteria should have structural features that optimize target specificity, avoid efflux, and prevent emergence of quinolone-resistant mutants.
2006·99citations·S. Emami et al.·Mini reviews in medicinal chemistry
Mini reviews in medicinal chemistry
Synthesis and antibacterial activity of N-(5-benzylthio-1,3,4-thiadiazol-2-yl) and N-(5-benzylsulfonyl-1,3,4-thiadiazol-2-yl)piperazinyl quinolone derivatives.
N-(5-benzylthio-1,3,4-thiadiazol-2-yl) and N-(5-benzylsulfonyl-1,3,4-thiadiazol-2-yl) piperazinyl quinolone derivatives show high antibacterial activity against Gram-
2005·131citations·A. Foroumadi et al.·Bioorganic & medicinal chemistry letters
Bioorganic & medicinal chemistry letters
Synthesis and antibacterial activity of N-[2-(5-bromothiophen-2-yl)-2-oxoethyl] and N-[(2-5-bromothiophen-2-yl)-2-oximinoethyl] derivatives of piperazinyl quinolones.
Piperazinyl quinolone derivatives show comparable or better antibacterial activity against Gram-positive bacteria than reference drugs ciprofloxacin, norfloxacin, and enoxacine.
2005·72citations·A. Foroumadi et al.·Bioorganic & medicinal chemistry letters
Bioorganic & medicinal chemistry letters
Type II topoisomerases as targets for quinolone antibacterials: turning Dr. Jekyll into Mr. Hyde.
Quinolone antibacterials kill bacteria by corrupting essential enzymes, DNA gyrase and topoisomerase IV, and their differential ability to target these enzymes in different bacteria may lead to new anticancer agents.
2001·176citations·V. Anderson et al.·Current pharmaceutical design
Current pharmaceutical design
Adverse reactions to fluoroquinolones. an overview on mechanistic aspects.
Fluoroquinolone antibiotics can cause gastrointestinal, central nervous system, and skin reactions, with potential interactions with other drugs and a need for improved safety measures.
2001·140citations·A. Sarro et al.·Current Medicinal Chemistry
Current Medicinal Chemistry
Synthesis, antibacterial, and cytotoxic evaluation of certain 7-substituted norfloxacin derivatives.
7-substituted norfloxacin derivatives show better antibacterial activity and potential for use in treating renal cancer.
2000·107citations·K. Fang et al.·Journal of medicinal chemistry
Journal of medicinal chemistry
Synthesis, antibacterial, antifungal and anti-HIV activities of norfloxacin mannich bases.
Norfloxacin mannich bases show promising antibacterial, antifungal, and anti-HIV activities, with compounds S-8 and S-9 showing more activity than norfloxacin against various bacteria and fungi.
2000·179citations·S. Pandeya et al.·European journal of medicinal chemistry
European journal of medicinal chemistry
Synthesis and anti-HIV activity of arylpiperazinyl fluoroquinolones: a new class of anti-HIV agents.
Novel arylpiperazinyl fluoroquinolones show potent anti-HIV activity, with aryl substituents on the piperazine nitrogen playing a key role in this activity.
1999·44citations·M. Hagihara et al.·Bioorganic & medicinal chemistry letters
Bioorganic & medicinal chemistry letters
Syntheses of arylsulfonyl-1,3,4-thiadiazoles†
Aryl-sulfonyl-1,3,4-thiadiazoles can be synthesized in good to high yields using sodium arylsulfinate and 2-aryl-5-chloro-1,3,4-thiadiazole.
1996·7citations·A. Shafiee et al.·Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry
Citations
Advances in the Synthesis and Biological Applications of Enoxacin-Based Compounds
Enoxacin-based compounds show potential as anticancer, antiviral, and COVID-19 treatments due to their versatile synthesis and medicinal properties.
2024·0citations·Garba Suleiman et al.·Biomolecules
Biomolecules
Protease inhibition, in vitro antibacterial and IFD/MM-GBSA studies of ciprofloxacin-based acetanilides
Ciprofloxacin-based acetanilides show excellent antibacterial activity against Bacillus subtilis and Escherichia coli, and show significant inhibition of serine protease activity.
2023·1citation·R. Akhtar et al.·PLOS ONE
PLOS ONE
Synthesis and biological assessment of ciprofloxacin-derived 1,3,4-thiadiazoles as anticancer agents.
Ciprofloxacin-derived 1,3,4-thiadiazoles show promising anticancer activity, with compounds 13a-e and 13g showing as potent as doxorubicin against MCF-7 and SKOV-3 cancer cells, and exhibiting apoptosis inducing activity.
2020·27citations·Hamideh Ahadi et al.·Bioorganic chemistry
Bioorganic chemistry
Ultrasound-assisted improved synthesis of 5-(benzylthio)-1,3,4-thiadiazol-2-amine derivatives: an experimental and computational study
Ultrasound-assisted synthesis of 5-(benzylthio)-1,3,4-thiadiazol-2-amine derivatives significantly improves efficiency and offers a promising alternative to conventional methods.
2018·6citations·T. Erdogan·Journal of the Iranian Chemical Society
Journal of the Iranian Chemical Society
New 7-piperazinylquinolones containing (benzo[d]imidazol-2-yl)methyl moiety as potent antibacterial agents
The N1-cyclopropyl derivative 4a shows the highest antibacterial activity against Gram-positive and Gram-negative bacteria, 2–4 times more potent than norfloxacin, with structure-activity relationship studies indicating the effect of nitro groups on benzimidazole rings.
2018·5citations·Hojat-Allah Arab et al.·Molecular Diversity
Molecular Diversity
Synthetic strategies toward the synthesis of enoxacin-, levofloxacin-, and gatifloxacin-based compounds: A review
Synthetic approaches for synthesis of enoxacin, levofloxacin, and gatifloxacin-based compounds show promise for developing effective antimicrobial and anti-inflammatory drugs.
2017·30citations·A. F. Zahoor et al.·Synthetic Communications
Synthetic Communications
Synthesis of ciprofloxacin-based compounds: A review
Ciprofloxacin-based compounds are synthesized using various synthetic approaches to enhance their activity against Gram-positive and Gram-negative bacteria.
2016·30citations·R. Akhtar et al.·Synthetic Communications
Synthetic Communications
Piperazine scaffold: A remarkable tool in generation of diverse pharmacological agents.
Piperazine derivatives are essential for the development of diverse therapeutic agents due to their wide array of pharmacological activities.
2015·164citations·M. Shaquiquzzaman et al.·European journal of medicinal chemistry
European journal of medicinal chemistry