A5024193711- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Enzyme Catalysis and Immobilization
- Carbohydrate Chemistry and Synthesis
- Synthetic Organic Chemistry Methods
- Microbial Metabolic Engineering and Bioproduction
- Microbial Natural Products and Biosynthesis
- Asymmetric Synthesis and Catalysis
- Insect Pest Control Strategies
- Traditional and Medicinal Uses of Annonaceae
- Microbial bioremediation and biosurfactants
- Ionic liquids properties and applications
- Sesquiterpenes and Asteraceae Studies
- Crystallography and molecular interactions
- Chemical synthesis and alkaloids
- Oxidative Organic Chemistry Reactions
- Synthesis of Organic Compounds
- Allelopathy and phytotoxic interactions
- Poisoning and overdose treatments
- ATP Synthase and ATPases Research
- Structural and Chemical Analysis of Organic and Inorganic Compounds
- Steroid Chemistry and Biochemistry
- Veterinary Oncology Research
- Plant biochemistry and biosynthesis
- Seaweed-derived Bioactive Compounds
Wroclaw University of Environmental and Life Sciences
2014-2024
Université de Poitiers
2016-2017
Institut de Chimie des Milieux et des Matériaux de Poitiers
2016-2017
Institut de Chimie
2016-2017
Centre National de la Recherche Scientifique
2016-2017
Education New Zealand
2016
Smiths Detection (Canada)
1962
4′-dihydrochalcones are secondary metabolites isolated from many medicinal plants and the resin known as ‘dragon’s blood’. Due to their biological potential, our research objective was determine possibilities of using biocatalysis processes carried out in deep eutectic solvents (DESs) obtain a model compound. The were culture yeast Yarrowia lipolytica KCh 71 also cultures strains genera Rhodotorula Debaryomyces. Based on experiments out, an optimum process temperature 35 °C chosen, most...
Abstract Burkholderia pseudomallei ( Bp ) and mallei Bm ), the etiologic agents of melioidosis glanders, respectively, cause severe disease in both humans animals. Studies have highlighted importance lipopolysaccharides (LPS) as vaccine candidates. Here we describe synthesis seven oligosaccharides minimal structures featuring all reported acetylation/methylation patterns associated with LPS O-antigens (OAgs). Our approach is based on conversion an l -rhamnose into a 6-deoxy- -talose residue...
In our previous studies bicyclic γ-lactones with cyclohexane ring exhibited high antifeedant activity against storage pests. The was correlated the type and number of substituents in ring. One most potent group agents δ-iodo-γ-lactones.We present synthesis new containing different halogen atoms. To determine impact on biological lactone without atom also synthesized. lactones were tested for their toward granary weevil beetle (Sitophilus granarius L.), khapra (Trogoderma granarium Everts)...
Six γ-oxa-ε-lactones, 4-phenyl-3,4-dihydro-2H-1,5-benzodioxepin-2-one (5a) and its five derivatives with methoxy groups in different positions of A B rings (5b-f), were synthesized from corresponding flavanones. Three the obtained lactones (5b,c,f) have not been previously described literature. Structures all compounds confirmed by complete spectroscopic analysis assignments signals on 1H 13C-NMR spectra to atoms. In most cases, 5a-f exerted an inhibitory effect growth selected pathogenic...
3-Deoxy-β-d-manno-oct-2-ulosonic acid (β-Kdo) glycosides are mainly found in capsular polysaccharides and extracellular exopolysaccharides from Gram-negative bacteria. These compounds have profound biological implications immune response act as virulence factors. We developed a novel methodology for the stereoselective synthesis of β-Kdo via use 4'-methoxyphenacyl (Phen) auxiliary group at C1 position peracetylated thioglycoside. Under promotion NIS/AgOTf acetonitrile, series Kdo was...
Abstract Two δ‐iodo‐γ‐lactones and two γ‐iodo‐δ‐lactones substituted at the β‐position with phenyl or 4‐methylphenyl ring have been synthesized in both enantiomeric forms. The starting materials were enantiomerically enriched allyl alcohols an ( E )‐4‐phenylbut‐3‐en‐2‐ol system ee range 88–99 %), which obtained by lipase‐catalyzed transesterification. Alcohols subjected to orthoacetate modification of Claisen rearrangement. high stereoselectivity this reaction led retention )‐configuration...
Lactones are well known for their biological activity. Grosheimin and repin potent deterrents against storage pests. The unsaturated lactones have exhibited a wide spectrum of antibacterial In our study we focused on the synthesis evaluation activity anisaldehyde derivatives containing lactone function.Four new were synthesized in one-step reductive dehalogenation or dehydrohalogenation reactions. These compounds, together with halolactones earlier, tested antifeedant towards Sitophilus...
The quest for novel therapeutic agents has rekindled interest in natural products, particularly those derived from biotransformation processes. Dihydrochalcones, a class of plant secondary metabolites, exhibit range pharmacological properties. Chalcone and dihydrochalcone compounds with the characteristic 4’-hydroxy substitution are present ‘dragon’s blood’ resin, known its traditional medicinal uses complex composition, making isolation these challenging. This study investigates efficient...
Chalcones, including 4'-hydroxychalcones, have garnered significant attention in the area of drug discovery due to their diverse pharmacological properties, such as anti-inflammatory, antioxidative, and anticancer effects. However, low water solubility bioavailability limit efficacy
Three novel enantiomeric pairs of bromolactones possesing a 2,5-dimethylphenyl substituent at the β-position lactone ring have been synthesized from corresponding (E)-3-(2',5'-dimethylphenyl)hex-4-enoic acids (4) by kinetically controlled bromolactonization with N-bromosuccinimide (NBS). γ-Bromo-δ-lactones (5) were isolated as major products. Absolute configurations stereogenic centers γ-bromo-δ-lactones assigned based on X-ray analysis; cis δ-bromo-γ-lactones (6) and trans (7) determined...
Abstract This work presents the chemo-enzymatic Baeyer–Villiger oxidation of α-benzylcyclopentanones in ester solvents as well deep eutectic (DES). In first part effect selected reaction conditions on rate was determined. The process most effective ethyl acetate at 55 °C, with use lipase B from Candida antarctica immobilized acrylic resin and UHP oxidant. Ultimately, these preliminary studies prompted development an method for implementation lipase-mediated benzylcyclopentanones DES. highest...
Three β-cyclocitral-derived halolactones, which exhibit antifeedant activity towards storage product pests, were subjected to microbial transformation processes. Among the thirty tested strains of filamentous fungi and yeast, most effective biocatalysts Absidia cylindrospora AM336, Mortierella isabellina AM212 vinaceae AM149. As a result regio- enantioselective hydroxylation four new oxygenated derivatives obtained. Regardless biocatalyst applied, δ-iodo- δ-bromo-γ-lactones hydroxylated in...
Starting from 1-acetyl-1-cyclohexene, three enantiomeric pairs (ee ≥ 99%) of bicyclic δ-halo-γ-lactones with cyclohexane ring were obtained in five-step synthesis. The key stereochemical steps lipase-catalyzed kinetic resolution racemic 1-(cyclohex-1-en-1-yl) ethanol followed by transfer chirality to ethyl 2-(2-ethylidenecyclohexyl) acetate the Johnson–Claisen rearrangement. Synthesized halolactones exhibited antiproliferative activity towards canine B-cell leukemia cells (GL-1) and chronic...
Hydrolysis of (±)-β-aryl-γ-ethylidene-γ-lactones by fungal strain Aspergillus ochraceus AM370 afforded (−)-(S)-γ-ethylidene-γ-lactones 2a–d and (+)-(R)-γ-ketoacids 3a–d. Enantiomeric purity the unreacted lactones was strictly related to a size an aryl substituent at C-4 γ-lactone ring, with highest ee (77%) obtained for (−)-(S)-γ-ethylidene-γ-lactone possessing unsubstituted benzene ring (2a) lowest one (15%) determined bulky 1,3-benzodioxole system (2d). Lactones 2a–d, both racemic...
Searching for the new anticancer compounds we prepared three β-cyclocitral-derived hydroxyl-γ-lactones by microbial hydroxylation of tetramethyl-substituted bicyclic γ-lactone. The substrate was transformed enzymatic system filamentous fungi. Three out fifteen strains were selected as effective biocatalysts (Fusarium culmorum AM10, Armillaria mellea AM296, Trametes versicolor AM536). processes not only regioselective but also stereoselective. products each secondary carbon atom in...