A set of 2-acylated 2,3,1-benzodiazaborines and some related boron heterocycles were synthesized, characterized, and tested for antibacterial activity against Escherichia coli and Mycobacterium smegmatis. By high-field solution NMR, the heretofore unknown class of 2-acyl-1-hydroxy-2,3,1-diazaborines has been found to be able to exist in several interconvertable structural forms along a continuum comprised of an open hydrazone a, a monomeric B-hydroxy diazaborine b, and an anhydro dimer c. X-Ray crystallography of one of the anhydro dimers, 17c, revealed it to have an unprecedented structure featuring a double intramolecular O→B chelation. The crystal structure of another compound, 37, showed it to be based on a new pentacyclic B heterocycle framework. Nine compounds were found to possess activities against E. coli, and two others were active against M. smegmatis. The finding that these two contain isoniazid covalently embedded in their structures suggests that they might possibly be acting as prodrugs of this well-known antituberculosis agent in vivo.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/cbdv.201400007 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Structure-function analysis of carrier protein-dependent 2-sulfamoylacetyl transferase in the biosynthesis of altemicidin.
Nat Commun
December 2024
Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo, Japan.
The general control non-repressible 5 (GCN5)-related N-acetyltransferase (GNAT) SbzI, in the biosynthesis of the sulfonamide antibiotic altemicidin, catalyzes the transfer of the 2-sulfamoylacetyl (2-SA) moiety onto 6-azatetrahydroindane dinucleotide. While most GNAT superfamily utilize acyl-coenzyme A (acyl-CoA) as substrates, SbzI recognizes a carrier-protein (CP)-tethered 2-SA substrate. Moreover, SbzI is the only naturally occurring enzyme that catalyzes the direct incorporation of sulfonamide, a valuable pharmacophore in medicinal chemistry.
View Article and Find Full Text PDFAssessing the antibiofilm activity of flavonol esters against PAO1 biofilm: an , molecular docking, and molecular dynamics study.
J Biomol Struct Dyn
February 2025
Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore, India.
is one of the opportunistic pathogens that may cause serious health problems and can produce several virulence factors, which are responsible for various infections, particularly in immunocompromised patients. They are responsible for producing infections on indwelling medical devices by attaching on to them and forming a biofilm. Antibiofilm, antivirulence, and gene expression studies of biofilm treated with esters of flavonols were evaluated.
View Article and Find Full Text PDFThe antibacterial and antibiofilm role of cannabidiol against periodontopathogenic bacteria.
J Appl Microbiol
December 2024
Laboratory of Antimicrobial Testing (LEA), Institute of Biomedical Sciences (ICBM), Universidade Federal de Uberlândia (UFU), Uberlândia, MG, Brazil.
Aims: Bacterial resistance and systemic risks associated with periodontitis underscore the need for novel antimicrobial agents. Cannabis sativa is a promising source of antimicrobial molecules, and cannabidiol (CBD) attracts significant interest. This study evaluated the antibacterial and antibiofilm activity of CBD against periodontopathogens, and assessed its toxicity in vivo model.
View Article and Find Full Text PDFStructural Color Contact Lenses from Cholesteric Cellulose Liquid Crystals.
Small Methods
December 2024
Institute of Translational Medicine, Nanjing Drum Tower Hospital, School of Biological Science and Medical Engineering, Southeast University, Nanjing, 210096, China.
Colored contact lenses have gained popularity among young individuals owing to their ability to alter the appearance of the wearer's eyes. However, conventional lenses containing chemical dyes are susceptible to detachment of the pigment layer, which can lead to corneal damage. In this research, a novel cellulose-based structural color contact lens (SCCL) is presented that enhances aesthetic appeal via a cholesteric liquid crystal (CLC) layer.
View Article and Find Full Text PDFMachine learning-enabled virtual screening indicates the anti-tuberculosis activity of aldoxorubicin and quarfloxin with verification by molecular docking, molecular dynamics simulations, and biological evaluations.
Brief Bioinform
November 2024
Institute of Medical Information, Chinese Academy of Medical Sciences and Peking Union Medical College, Chaoyang District, Beijing 100020, China.
Drug resistance in Mycobacterium tuberculosis (Mtb) is a significant challenge in the control and treatment of tuberculosis, making efforts to combat the spread of this global health burden more difficult. To accelerate anti-tuberculosis drug discovery, repurposing clinically approved or investigational drugs for the treatment of tuberculosis by computational methods has become an attractive strategy. In this study, we developed a virtual screening workflow that combines multiple machine learning and deep learning models, and 11 576 compounds extracted from the DrugBank database were screened against Mtb.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!