The synthesis and SAR study of phenylalanine-derived (Z)-5-arylmethylidene rhodanines as anti-methicillin-resistant Staphylococcus aureus (MRSA) compounds

Patel, Bhargav A.; Ashby, Charles R.; Hardej, Diane; Talele, Tanaji T.

doi:10.1016/j.bmcl.2013.08.059

Cited by 29 publications

(24 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Mohammad et al [4] synthesized the different phenylthiazole compounds and tested for MRSA with MIC determination. Patel et al [5] synthesized the phenolic group of compounds with a unique chemical structure and checked against a panel of clinically relevant MRSA strains obtained from American Type Culture Collection (ATCC). Most of the synthesized compounds were found to have bactericidal activity at concentrations of two to fourfold higher than their MIC.…”

Section: Discussionmentioning

confidence: 99%

“…Approximately 11,000 deaths were reported annually due to MRSA related diseases, including necrotizing pneumonia, osteomyelitis and sepsis [4]. There are two types of MRSA infection, hospital associated (HA) and community associated (CA) both differing in their epidemiology, DNA sequence, populations infected and sites of infection [5]. MRSA confers resistance to almost all commercially available antibiotics except vancomycin and teicoplanin [6,7].…”

Section: Introductionmentioning

confidence: 99%

“…Phenolic compounds are a group of secondary metabolites that contain one or more hydroxy derivatives of benzene rings. These compounds exhibit diverse biological activities and significantly reduce the risk of some health related problems due to their antioxidant, antimutagenic, anti-inflammatory, antibacterial and antifungal properties [5]. Halophiles are salt-loving organisms that are able to survive in highly saline conditions and can be classified as slightly, moderately or extremely halophilic depending on their requirement for sodium chloride.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Anti-methicillin Resistant Staphylococcus aureus Compound Isolation from Halophilic Bacillus amyloliquefaciens MHB1 and Determination of Its Mode of Action Using Electron Microscope and Flow Cytometry Analysis

Jeyanthi

Velusamy

2016

Indian J Microbiol

View full text Add to dashboard Cite

The aim of this study was to purify, characterize and evaluate the antibacterial activity of bioactive compound against methicillin-resistant Staphylococcus aureus (MRSA). The anti-MRSA compound was produced by a halophilic bacterial strain designated as MHB1. The MHB1 strain exhibited 99 % similarity to Bacillus amyloliquefaciens based on 16S rRNA gene analysis. The culture conditions of Bacillus amyloliquefaciens MHB1 were optimized using nutritional and environmental parameters for enhanced anti-MRSA compound production. The pure bioactive compound was isolated using silica gel column chromatography and Semi-preparative High-performance liquid chromatography (Semi-preparative HPLC). The Thin layer chromatography, Fourier transform infrared spectroscopy and proton NMR ( 1 H NMR) analysis indicated the phenolic nature of the compound. The molecular mass of the purified compound was 507 Da as revealed by Liquid chromatography-mass spectrometry (LC-MS) analysis. The compound inhibited the growth of MRSA with minimum inhibitory concentration (MIC) of 62.5 lg mL -1 . MRSA bacteria exposed to 49 MIC of the compound and the cell viability was determined using flow cytometric analysis. Scanning electron microscope and Transmission electron microscope analysis was used to determine the ultrastructural changes in bacteria. This is the first report on isolation of anti-MRSA compound from halophilic B. amyloliquefaciens MHB1 and could act as a promising biocontrol agent.

show abstract

Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Anti-methicillin Resistant Staphylococcus aureus Compound Isolation from Halophilic Bacillus amyloliquefaciens MHB1 and Determination of Its Mode of Action Using Electron Microscope and Flow Cytometry Analysis

Jeyanthi

Velusamy

2016

Indian J Microbiol

View full text Add to dashboard Cite

show abstract

“…Methicillin-resistant S. aureus (MRSA) strains have grown into one of the major health threats in the United States as well as globally during the last two decades. MRSA strains alone have caused over half of all staphylococcal infections, whose death toll exceeded even that from HIV/AIDS in the United States during 2005 (Patel et al, 2013). The United Kingdom recorded the highest MRSA rates among European countries (Edmiston et al, 2013) and in the United States MRSA is probably the leading cause of death by any single infectious agent (Lindsay, 2014).…”

Section: Introductionmentioning

confidence: 99%

Rifampicin resistance among multi-resistant MRSA clinical isolates from Chennai, India, and their molecular characterization

Murugan¹,

Al-Sohaibani²

2015

Genet. Mol. Res.

View full text Add to dashboard Cite

ABSTRACT. High-level methicillin-resistant Staphylococcus aureus (MRSA) isolates show rapid evolution of rifampicin resistance, forcing reliance upon expensive and often inferior antibiotics to manage these infections. Accordingly, this study was conducted to: 1) evaluate the level of multidrug resistance among hospital-associated MRSA isolates from Chennai, India; 2) determine their rifampicin resistance and molecular characterization; and 3) analyze the identified rpoB gene mutations for predominant high-level rifampicin resistanceassociated nucleotide changes. Conventional laboratory techniques and antibiogram evaluation by disc diffusion were utilized for isolate phenotypic identification. Among the 54 isolates obtained, 74% (42) were found to be MRSA. All the isolates exhibited complete susceptibility to linezolid and vancomycin, and variable resistance to conventional antibiotics; the MAR index value calculated was 0.64. Genotypic identification of the high-level rifampicin-resistant isolate S. aureus KM05 was established through rpoB amplification and 2717 Rifampicin-resistant MRSA isolates from Chennai, India ©FUNPEC-RP www.funpecrp.com.br Genetics and Molecular Research 14 (1): 2716-2725 (2015) sequencing. The evolutionary relationship of KM05 to other isolates and its rpoB gene mutation status was determined to understand the genetic basis of its high rifampicin resistance. The S. aureus KM05 rpoB gene yielded ≥98% sequence similarity and a close phylogenetic relationship with other known reference database organisms. It also showed mutational changes in three rpoB codon positions encoding amino acids at positions 455, 481, and 529. These results have established the prevalence of rifampicin resistance among Chennai hospital MRSA isolates, and suggest that the predominant high-level resistance nucleotide changes would serve to form a basis for their diagnosis and control of rifampicin-resistant MRSA.

show abstract

“…Patel et al [41] synthesized a series of C5-analogues of compound 1b in attempt to identify the optimal C5-arylidene substituent. All of the rhodanine analogues synthesized in this study were tested for their in vitro activity against a panel of MRSA strains, including MRSA ATCC 34404, MRSA ATCC 700787, MRSA ATCC 700698, MRSA ATCC BAA-39, MRSA CA ATCC BAA-1680 and MRSA ST239 HS770.…”

Section: Naohmentioning

confidence: 99%

The Synthesis and Anti-Bacterial Activities of N-carboxymethyl Rhodanines

Piao¹

2014

Med chem

View full text Add to dashboard Cite

A large number of reports have been published in recent years regarding the use of N-carboxymethyl rhodanines as antimicrobial agents. Molecules belonging to this structural class have been reported to exhibit good inhibitory activities towards various Gram-positive bacteria, including several multidrug-resistant strains such as methicillinresistant Staphylococcus aureus and quinolone-resistant Staphylococcus aureus. In this mini-review, we have provided a summary of recent research directed towards the synthesis of N-carboxymethyl rhodanines, and their pharmacological evaluation as antimicrobial agents.

show abstract

The synthesis and SAR study of phenylalanine-derived (Z)-5-arylmethylidene rhodanines as anti-methicillin-resistant Staphylococcus aureus (MRSA) compounds

Cited by 29 publications

References 31 publications

Anti-methicillin Resistant Staphylococcus aureus Compound Isolation from Halophilic Bacillus amyloliquefaciens MHB1 and Determination of Its Mode of Action Using Electron Microscope and Flow Cytometry Analysis

Anti-methicillin Resistant Staphylococcus aureus Compound Isolation from Halophilic Bacillus amyloliquefaciens MHB1 and Determination of Its Mode of Action Using Electron Microscope and Flow Cytometry Analysis

Rifampicin resistance among multi-resistant MRSA clinical isolates from Chennai, India, and their molecular characterization

The Synthesis and Anti-Bacterial Activities of N-carboxymethyl Rhodanines

Contact Info

Product

Resources

About