A5028095244- Synthesis of β-Lactam Compounds
- Synthesis and Catalytic Reactions
- Phenothiazines and Benzothiazines Synthesis and Activities
- Carbohydrate Chemistry and Synthesis
- Fluorine in Organic Chemistry
- Synthesis of Organic Compounds
- Cancer therapeutics and mechanisms
- Synthesis and Biological Activity
- Pneumocystis jirovecii pneumonia detection and treatment
- Bioactive Compounds and Antitumor Agents
- Synthesis and Biological Evaluation
- Crystallization and Solubility Studies
- Antibiotic Resistance in Bacteria
- X-ray Diffraction in Crystallography
- Antibiotics Pharmacokinetics and Efficacy
- Enzyme Catalysis and Immobilization
- Chemical Reactions and Isotopes
- Microbial Metabolites in Food Biotechnology
- Asymmetric Synthesis and Catalysis
- Fungal Plant Pathogen Control
- Pharmacogenetics and Drug Metabolism
- Biochemical and Molecular Research
- Enzyme Production and Characterization
- Synthetic Organic Chemistry Methods
- Drug Transport and Resistance Mechanisms
Ghent University
2015-2020
Ghent University Hospital
2015-2016
Bioscience Research
2015-2016
This paper reports on the preparation of 4-(trifluoromethyl)azetidin-2-ones and their synthetic potential as eligible new building blocks for construction CF<sub>3</sub>-containing azetidines, diaminopropanes, aminopropanol derivatives, 1,3-oxazinanes, 1,3-oxazinan-2-ones. β-lactam block approach provides a convenient entry into trifluoromethylated scaffolds useful intermediates <i>en route</i> to variety CF<sub>3</sub>-functionalized target structures.
As a complement to the renowned bicyclic β-lactam antibiotics, monocyclic analogues provide breath of fresh air in battle against resistant bacteria. In that framework, present study discloses silico design and unprecedented ten-step synthesis eleven nocardicin-like enantiomerically pure 2-{3-[2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido]-2-oxoazetidin-1-yl}acetic acids starting from serine as readily accessible precursor. The capability this novel class 3-amino-β-lactams inhibit...
<italic>Trans</italic>- and<italic>cis</italic>-2-aryl-3-(2-cyanoethyl)aziridines were transformed into 4-[aryl(alkylamino)methyl]butyrolactones and/or 5-[aryl(hydroxy)methyl]pyrrolidin-2-ones<italic>via</italic>chemical and enzymatic hydrolysis of the cyano group, followed by ring expansion.
Innovative monocyclic β-lactam entities create opportunities in the battle against resistant bacteria because of their PBP acylation potential, intrinsically high β-lactamase stability and compact scaffold. α-Benzylidene-substituted 3-amino-1-carboxymethyl-β-lactams were recently shown to be potent inhibitors constitute eligible anchor points for synthetic elaboration chemical space around central ring. The present study discloses a 12-step synthesis ten α-arylmethylidenecarboxylates using...
Glycosylation significantly alters the biological and physicochemical properties of small molecules. β-Lactam alcohols comprise eligible substrates for such a transformation based on their distinct relevance in chemical medicinal community. In this framework, unprecedented enzymatic glycosylation rigid highly strained four-membered β-lactam azaheterocycle was studied. For purpose, cis-3-hydroxy-β-lactams were efficiently prepared three steps by means classical organic synthesis approach,...
4-(Cyanomethyl)azetidin-2-ones were efficiently prepared from 1,2:5,6-di-<italic>O</italic>-isopropylidene-<sc>d</sc>-mannitol, followed by a nitrilase-catalyzed hydrolysis to 4-carboxymethyl β-lactams without affecting the sensitive four-membered ring system.
Abstract A convenient and improved method for the synthesis of beta acids or lupulones, which are known to possess e. g . anti‐cancer, anti‐inflammatory, anti‐oxidative antimicrobial activity, has been developed successfully. Further derivatization these complex structures corresponding dihydrochromen‐7‐ones, including natural product machuone, was realized simplify their analysis confirm molecular structure. In addition practical safe laboratory procedures, advantages associated with this...
Abstract Monocyclic β‐lactams revive the research field on antibiotics, which are threatened by emergence of resistant bacteria. A six‐step synthetic route was developed, providing easy access to new 3‐amino‐1‐carboxymethyl‐4‐phenyl‐β‐lactams, penicillin‐binding protein (PBP) inhibitory potency demonstrated biochemically.
Abstract Title compounds by efficiently synthesized using a one‐pot multicomponent reaction of naphthoquinone (I), methylhydrazine, and variety aromatic aldehydes.
Abstract The title compounds (IV) are transformed into variable mixtures of 4‐[aryl(alkylamino)methyl]butyrolactones and 5‐[aryl(hydroxy)methyl]pyrrolidin‐2‐ones by KOH‐mediated hydrolysis the cyano group, followed ring expansion.