Synthesis and antimycobacterial activity of 4-[5-(substituted phenyl)-4, 5-dihydro-3-isoxazolyl]-2-methylphenols

doi:10.1080/14756360701652559

Paper

Synthesis and antimycobacterial activity of 4-[5-(substituted phenyl)-4, 5-dihydro-3-isoxazolyl]-2-methylphenols

Published Jan 1, 2008 · M. Shaharyar, M. A. Ali, M. Bakht

Journal of Enzyme Inhibition and Medicinal Chemistry

Q1 SJR score

6

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

Compounds based on the isoxazoline moiety were screened for their antimycobacterial activity in vitro against Mycobacterium tuberculosis H37R (MTB), and INH (isoniazid) resistant Mycobacterium tuberculosis (INHR-MTB) using the agar dilution method and bactec 460. Among the synthesized compounds, 4-[5-(4-bromophenyl)-4,5-dihydro-3-isoxazolyl]-2-methylphenol (4l) was found to be the most active agent against MTB and INHR-MTB with minimum inhibitory concentration of 0.62 μM. When compared to INH, compound (4l) was 1.12 fold and 3.0 fold more active against MTB and INHR-MTB, respectively.

In Vitro Study

Study Snapshot

4-[5-(4-bromophenyl)-4,5-dihydro-3-isoxazolyl]-2-methylphenol (4l) shows promising antimycobacterial activity against Mycobacterium tuberculosis H37R and INH-resistant Mycobacterium tubercul

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.

Create an account

Paper

Synthesis and antimycobacterial activity of 4-[5-(substituted phenyl)-4, 5-dihydro-3-isoxazolyl]-2-methylphenols

Sign up to use Study Snapshot

References

Synthesis and antimycobacterial activity of 6-arylpurines: the requirements for the N-9 substituent in active antimycobacterial purines.

9-benzyl-2-chloro-6-(2-furyl)purine shows low cytotoxicity and activity against drug-resistant strains of Mycobacterium tuberculosis, with a minimum inhibitory concentration of 0.78 microg/mL.

Microplate alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobacterium tuberculosis and Mycobacterium avium

The microplate Alamar blue assay (MABA) is a sensitive, rapid, inexpensive, and nonradiometric method for high-throughput screening of antimicrobial compounds against Mycobacterium tuberculosis and Mycobacterium avium, with potential for screening large numbers of compounds against slow-

A continuing survey of drug-resistant tuberculosis, New York City, April 1994.

Drug-resistant tuberculosis declined significantly in New York City from 1991 to 1994, with improved tuberculosis control measures leading to a 29% decrease in drug resistance and a 52% decrease in multidrug-resistant tuberculosis patients.

Tuberculosis: Commentary on a Reemergent Killer

Tuberculosis is reemerging in the United States due to social changes, the human immunodeficiency virus epidemic, and a lack of public treatment programs, with economic costs estimated at $1.1 billion annually.

Does pyrazinoic acid as an active moiety of pyrazinamide have specific activity against Mycobacterium tuberculosis?

Pyrazinoic acid (POA) has specific antimicrobial activity against Mycobacterium tuberculosis, with its inhibition of growth due to its ability to lower the pH below the organism's tolerance limits.

[Resistant lung tuberculosis in Berlin 1987-1993].

Multidrug-resistant tuberculosis rates in Berlin increased from 1987 to 1993, with previous therapy and foreign-born status being key risk factors.

Citations

Review on Tuberculosis: Trends in the Discovery of New and Efficient Chemotherapeutic Agents

Tuberculosis drugs are effective, but new drug discovery is needed to combat antibiotic resistance and address the growing global TB burden.

Physicochemical characterization of benzalkonium chloride and urea based deep eutectic solvent (DES): A novel catalyst for the efficient synthesis of isoxazolines under ultrasonic irradiation

Deep eutectic solvents (1:2) combined with ultrasound offer a greener, faster, and more efficient method for synthesis of isoxazoline derivatives compared to conventional methods.

A regio- and stereoselective 1,3-dipolar cycloaddition for the synthesis of new-fangled dispiropyrrolothiazoles as antimycobacterial agents.

Dispiropyrrolothiazoles synthesized using 1,3-dipolar cycloaddition show promising antimycobacterial activity against Mycobacterium tuberculosis H37 Rv and INH resistant strains, with compound (5f) being the most active.

Synthesis and biological evaluation of novel 6, 7-dimethoxy-3-(4-pyridyl)-2,3,3a,4-tetrahydroindeno[1,2-c]pyrazol-2-yl-4-substituted phenylmethanone/ethanone derivatives

Compound (4h) 6,7-dimethoxy-3-(4-pyridyl)-2,3,3a,4-tetrahydroindeno[1,2-c]pyrazol-2-yl-4-pyridyl methanone shows the most active anti-mycobacterial

Discovery of novel methanone derivatives acting as antimycobacterial agents

Compounds (4d) and (4f) show the most active antimycobacterial activity against Mycobacterium tuberculosis H37Rv, with a minimum inhibitory concentration of 10 g/mL.