List of works - Matthias D'hooghe

A nitrilase-mediated entry to 4-carboxymethyl-β-lactams from chemically prepared 4-(cyanomethyl)azetidin-2-ones

article

Antibacterial and β-Lactamase Inhibitory Activity of Monocyclic β-Lactams

scientific article published on 16 August 2017

Assessment of the trifluoromethyl ketone functionality as an alternative zinc-binding group for selective HDAC6 inhibition

scientific article published on 18 May 2018

Asymmetric Synthesis of 3,4-Disubstituted 2-(Trifluoromethyl)pyrrolidines through Rearrangement of Chiral 2-(2,2,2-Trifluoro-1-hydroxyethyl)azetidines.

scientific article published on 30 August 2017

Biocatalytic production of novel glycolipids with cellodextrin phosphorylase

scientific article published on 25 September 2011

Chemical and enzymatic synthesis of 2-(2-carbamoylethyl)- and 2-(2-carboxyethyl)aziridines and their conversion into δ-lactams and γ-lactones

scientific article published on 09 December 2011

Chemoenzymatic Approach toward the Synthesis of 3-O-(α/β)-Glucosylated 3-Hydroxy-β-lactams

scientific article published on 12 November 2018

Cobalt carbonyl-catalyzed carbonylation of functionalized aziridines to versatile β-lactam building blocks

scientific article

Converting bulk sugars into prebiotics: semi-rational design of a transglucosylase with controlled selectivity

scientific article published on 9 February 2016

Design and synthesis of novel ferrocene-quinoline conjugates and evaluation of their electrochemical and antiplasmodium properties

scientific article published on 13 December 2019

Design, Synthesis, and Antiviral Evaluation of Purine-β-lactam and Purine-aminopropanol Hybrids ⬇️

scientific article published on May 17, 2012

Diastereoselective synthesis of 3-acetoxy-4-(3-aryloxiran-2-yl)azetidin-2-ones and their transformation into 3,4-oxolane-fused bicyclic β-lactams

scientific article published on 17 November 2016

Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABAA receptor interaction via the benzodiazepine-binding site.

scientific article

Electrophilic Bromination in Flow: A Safe and Sustainable Alternative to the Use of Molecular Bromine in Batch

scientific article published on 04 June 2019

Engineering the specificity of trehalose phosphorylase as a general strategy for the production of glycosyl phosphates

scientific article

Epihalohydrins in Organic Synthesis ⬇️

scientific article published on 05 December 2012

Evaluation of (4-aminobutyloxy)quinolines as a novel class of antifungal agents

scientific article published on 13 June 2013

Exploration of aziridine- and β-lactam-based hybrids as both bioactive substances and synthetic intermediates in medicinal chemistry

scientific article published on 23 April 2013

Exploration of thiaheterocyclic hHDAC6 inhibitors as potential antiplasmodial agents

scientific article published on 6 March 2017

Exploring the sequence diversity in glycoside hydrolase family 13_18 reveals a novel glucosylglycerol phosphorylase

scientific article published on 22 February 2018

Formation of Fluorinated Amido Esters through Unexpected C3-C4 Bond Fission in 4-Trifluoromethyl-3-oxo-β-lactams.

scientific article published on 9 January 2018

High-yield synthesis of 2-O-α-d-glucosyl-d-glycerate by a bifunctional glycoside phosphorylase

scientific article published in 2024

In Silico Design and Enantioselective Synthesis of Functionalized Monocyclic 3-Amino-1-carboxymethyl-β-lactams as Inhibitors of Penicillin-Binding Proteins of Resistant Bacteria

scientific article published on 13 September 2018

Intramolecular pi-pi stacking interactions in 2-substituted N,N-dibenzylaziridinium ions and their regioselectivity in nucleophilic ring-opening reactions

scientific article published in February 2010

Microwave-assisted regioselective ring opening of non-activated aziridines by lithium aluminium hydride ⬇️

scientific article published on August 4, 2010

N-Heterocyclic carbene/Brønsted acid cooperative catalysis as a powerful tool in organic synthesis.

scientific article published on 14 March 2012

Novel synthesis of 3,4-diaminobutanenitriles and 4-amino-2-butenenitriles from 2-(cyanomethyl)aziridines through intermediate aziridinium salts: an experimental and theoretical approach

scientific article published on 26 May 2007

Nucleophile-dependent regio- and stereoselective ring opening of 1-azoniabicyclo[3.1.0]hexane tosylate

scientific article published on 02 February 2014

Nucleophile-dependent regioselective ring opening of 2-substituted N,N-dibenzylaziridinium ions: bromide versus hydride.

scientific article

Opposite regiospecific ring opening of 2-(cyanomethyl)aziridines by hydrogen bromide and benzyl bromide: experimental study and theoretical rationalization

scientific article published in July 2010

Potent and selective HDAC6 inhibitory activity of N-(4-hydroxycarbamoylbenzyl)-1,2,4,9-tetrahydro-3-thia-9-azafluorenes as novel sulfur analogues of Tubastatin A.

scientific article published on 28 March 2013

Quinoline-based antimalarial hybrid compounds

scientific article

Radical-mediated nitrile translocation as the key step in the stereoselective transformation of 2-(4-chloro-2-cyanobutyl)aziridines to methyl cis-(1-arylmethyl-4-phenylpiperidin-2-yl)acetates ⬇️

scientific article published on March 13, 2012

Reactivity of 3-Oxo-β-lactams with Respect to Primary Amines-An Experimental and Computational Approach.

scientific article published on 12 October 2017

Reactivity of activated versus nonactivated 2-(bromomethyl)aziridines with respect to sodium methoxide: a combined computational and experimental study

scientific article published on 10 October 2011

Regio- and stereospecific ring opening of 1,1-dialkyl-2-(aryloxymethyl)aziridinium salts by bromide

scientific article published on 2 March 2006

Regioselectivity in the ring opening of non-activated aziridines.

scientific article published on 06 September 2011

Ring Expansion of Cyclobutylmethylcarbenium Ions to Cyclopentane or Cyclopentene Derivatives and Metal-Promoted Analogous Rearrangements ⬇️

scientific article published on April 13, 2011

Selective pharmacological inhibitors of HDAC6 reveal biochemical activity but functional tolerance in cancer models

scientific article published on 20 February 2019

Solvent-controlled selective transformation of 2-bromomethyl-2-methylaziridines to functionalized aziridines and azetidines

scientific article published on 15 March 2012

Stereoselective synthesis of cis-3,4-disubstituted piperidines through ring transformation of 2-(2-mesyloxyethyl)azetidines

scientific article published on 29 September 2011

Straightforward synthesis of 1-alkyl-2-(trifluoromethyl)aziridines starting from 1,1,1-trifluoroacetone ⬇️

scientific article published on August 26, 2011

Synthesis and Applications of 3-Methylene-4-(trifluoromethyl)azetidin-2-ones as Building Blocks for the Preparation of Mono- and Spirocyclic 4-CF3 -β-Lactams

Synthesis and Penicillin-binding Protein Inhibitory Assessment of Dipeptidic 4-Phenyl-β-lactams from α-Amino Acid-derived Imines

scientific article published on 28 November 2019

Synthesis and SAR assessment of novel Tubathian analogs in the pursuit of potent and selective HDAC6 inhibitors

scientific article published on 29 January 2016

Synthesis and anticancer properties of new (dihydro)pyranonaphthoquinones and their epoxy analogs

scientific article

Synthesis and antiplasmodial evaluation of novel (4-aminobutyloxy)quinolines ⬇️

scientific article published on January 1, 2013

Synthesis and applications of benzohydroxamic acid-based histone deacetylase inhibitors.

scientific article

Synthesis and cytotoxic evaluation of monocarbonyl curcuminoids and their pyrazoline derivatives

scientific article published in 2019

Synthesis and cytotoxic evaluation of novel ester-triazole-linked triterpenoid-AZT conjugates

scientific article published on 5 October 2014

Synthesis of 1,4-Thiazepane-Based Curcuminoids with Promising Anticancer Activity

scientific article published on 03 September 2019

Synthesis of 1-Alkyl-2-(trifluoromethyl)azetidines and Their Regiospecific Ring Opening toward Diverse α-(Trifluoromethyl)Amines via Intermediate Azetidinium Salts ⬇️

scientific article published on July 6, 2012

Synthesis of 2-aminomethyl-4-phenyl-1-azabicyclo[2.2.1]heptanes via LiAlH₄-induced reductive cyclization of 2-(4-chloro-2-cyano-2-phenylbutyl)aziridines and evaluation of their antimalarial activity

scientific article published on 20 December 2012

Synthesis of 2-aryl-3-(2-cyanoethyl)aziridines and their chemical and enzymatic hydrolysis towards γ-lactams and γ-lactones

scientific article published in March 2015

Synthesis of 2-hydroxy-1,4-oxazin-3-ones through ring transformation of 3-hydroxy-4-(1,2-dihydroxyethyl)-β-lactams and a study of their reactivity

scientific article

Synthesis of 3-methoxyazetidines via an aziridine to azetidine rearrangement and theoretical rationalization of the reaction mechanism

scientific article

Synthesis of Non-Symmetrical Nitrogen-Containing Curcuminoids in the Pursuit of New Anticancer Candidates

scientific article published on 27 February 2019

Synthesis of Novel Aza-aromatic Curcuminoids with Improved Biological Activities towards Various Cancer Cell Lines.

scientific article

Synthesis of Potent and Selective HDAC6 Inhibitors Bearing a Cyclohexane- or Cycloheptane-Annulated 1,5-Benzothiazepine Scaffold

scientific article published on 7 October 2016

Synthesis of Stereodefined Piperidines from Aziridines and Their Transformation into Conformationally Constrained Amino Acids, Amino Alcohols and 2,7-Diazabicyclo[3.3.1]nonanes ⬇️

scientific article published on October 26, 2010

Synthesis of benzothiophene-based hydroxamic acids as potent and selective HDAC6 inhibitors

scientific article published on June 2015

Synthesis of functionalized 3-, 5-, 6- and 8-aminoquinolines via intermediate (3-pyrrolin-1-yl)- and (2-oxopyrrolidin-1-yl)quinolines and evaluation of their antiplasmodial and antifungal activity

scientific article published on 12 December 2014

Synthesis of halogenated 4-quinolones and evaluation of their antiplasmodial activity

scientific article published on 4 January 2014

Synthesis of piperidin-4-ones starting from 2-(2-bromo-1,1-dimethylethyl)azetidines and 2-(2-mesyloxyethyl)azetidines through a ring expansion–oxidation protocol

Synthetic Approaches toward Monocyclic 3-Amino-β-lactams

scientific article

Theoretical insight into the regioselective ring-expansions of bicyclic aziridinium ions

scientific article published on 11 January 2018

Transformation of trans-4-Aryl-3-chloro-1-(2-chloroethyl)azetidin-2-ones into 3-Aryl-2-(ethylamino)propan-1-ols via Intermediate 1-(1-Aryl-2-chloro-3-hydroxypropyl)aziridines and trans-2-Aryl-3-(hydroxymethyl)aziridines ⬇️

scientific article published on December 6, 2010

α-Unsaturated 3-Amino-1-carboxymethyl-β-lactams as Bacterial PBP Inhibitors: Synthesis and Biochemical Assessment

scientific article published on 09 October 2019

List of works by Matthias D'hooghe

A nitrilase-mediated entry to 4-carboxymethyl-β-lactams from chemically prepared 4-(cyanomethyl)azetidin-2-ones

Antibacterial and β-Lactamase Inhibitory Activity of Monocyclic β-Lactams

Assessment of the trifluoromethyl ketone functionality as an alternative zinc-binding group for selective HDAC6 inhibition

Asymmetric Synthesis of 3,4-Disubstituted 2-(Trifluoromethyl)pyrrolidines through Rearrangement of Chiral 2-(2,2,2-Trifluoro-1-hydroxyethyl)azetidines.

Biocatalytic production of novel glycolipids with cellodextrin phosphorylase

Chemical and enzymatic synthesis of 2-(2-carbamoylethyl)- and 2-(2-carboxyethyl)aziridines and their conversion into δ-lactams and γ-lactones

Chemoenzymatic Approach toward the Synthesis of 3-O-(α/β)-Glucosylated 3-Hydroxy-β-lactams

Cobalt carbonyl-catalyzed carbonylation of functionalized aziridines to versatile β-lactam building blocks

Converting bulk sugars into prebiotics: semi-rational design of a transglucosylase with controlled selectivity

Design and synthesis of novel ferrocene-quinoline conjugates and evaluation of their electrochemical and antiplasmodium properties

Design, Synthesis, and Antiviral Evaluation of Purine-β-lactam and Purine-aminopropanol Hybrids ⬇️

Diastereoselective synthesis of 3-acetoxy-4-(3-aryloxiran-2-yl)azetidin-2-ones and their transformation into 3,4-oxolane-fused bicyclic β-lactams

Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABAA receptor interaction via the benzodiazepine-binding site.

Electrophilic Bromination in Flow: A Safe and Sustainable Alternative to the Use of Molecular Bromine in Batch

Engineering the specificity of trehalose phosphorylase as a general strategy for the production of glycosyl phosphates

Epihalohydrins in Organic Synthesis ⬇️

Evaluation of (4-aminobutyloxy)quinolines as a novel class of antifungal agents

Exploration of aziridine- and β-lactam-based hybrids as both bioactive substances and synthetic intermediates in medicinal chemistry

Exploration of thiaheterocyclic hHDAC6 inhibitors as potential antiplasmodial agents

Exploring the sequence diversity in glycoside hydrolase family 13_18 reveals a novel glucosylglycerol phosphorylase

Formation of Fluorinated Amido Esters through Unexpected C3-C4 Bond Fission in 4-Trifluoromethyl-3-oxo-β-lactams.

High-yield synthesis of 2-O-α-d-glucosyl-d-glycerate by a bifunctional glycoside phosphorylase

In Silico Design and Enantioselective Synthesis of Functionalized Monocyclic 3-Amino-1-carboxymethyl-β-lactams as Inhibitors of Penicillin-Binding Proteins of Resistant Bacteria

Intramolecular pi-pi stacking interactions in 2-substituted N,N-dibenzylaziridinium ions and their regioselectivity in nucleophilic ring-opening reactions

Microwave-assisted regioselective ring opening of non-activated aziridines by lithium aluminium hydride ⬇️

N-Heterocyclic carbene/Brønsted acid cooperative catalysis as a powerful tool in organic synthesis.

Novel synthesis of 3,4-diaminobutanenitriles and 4-amino-2-butenenitriles from 2-(cyanomethyl)aziridines through intermediate aziridinium salts: an experimental and theoretical approach

Nucleophile-dependent regio- and stereoselective ring opening of 1-azoniabicyclo[3.1.0]hexane tosylate

Nucleophile-dependent regioselective ring opening of 2-substituted N,N-dibenzylaziridinium ions: bromide versus hydride.

Opposite regiospecific ring opening of 2-(cyanomethyl)aziridines by hydrogen bromide and benzyl bromide: experimental study and theoretical rationalization

Potent and selective HDAC6 inhibitory activity of N-(4-hydroxycarbamoylbenzyl)-1,2,4,9-tetrahydro-3-thia-9-azafluorenes as novel sulfur analogues of Tubastatin A.

Quinoline-based antimalarial hybrid compounds

Radical-mediated nitrile translocation as the key step in the stereoselective transformation of 2-(4-chloro-2-cyanobutyl)aziridines to methyl cis-(1-arylmethyl-4-phenylpiperidin-2-yl)acetates ⬇️

Reactivity of 3-Oxo-β-lactams with Respect to Primary Amines-An Experimental and Computational Approach.

Reactivity of activated versus nonactivated 2-(bromomethyl)aziridines with respect to sodium methoxide: a combined computational and experimental study

Regio- and stereospecific ring opening of 1,1-dialkyl-2-(aryloxymethyl)aziridinium salts by bromide

Regioselectivity in the ring opening of non-activated aziridines.

Ring Expansion of Cyclobutylmethylcarbenium Ions to Cyclopentane or Cyclopentene Derivatives and Metal-Promoted Analogous Rearrangements ⬇️

Selective pharmacological inhibitors of HDAC6 reveal biochemical activity but functional tolerance in cancer models

Solvent-controlled selective transformation of 2-bromomethyl-2-methylaziridines to functionalized aziridines and azetidines

Stereoselective synthesis of cis-3,4-disubstituted piperidines through ring transformation of 2-(2-mesyloxyethyl)azetidines

Straightforward synthesis of 1-alkyl-2-(trifluoromethyl)aziridines starting from 1,1,1-trifluoroacetone ⬇️

Synthesis and Applications of 3-Methylene-4-(trifluoromethyl)azetidin-2-ones as Building Blocks for the Preparation of Mono- and Spirocyclic 4-CF3 -β-Lactams

Synthesis and Penicillin-binding Protein Inhibitory Assessment of Dipeptidic 4-Phenyl-β-lactams from α-Amino Acid-derived Imines

Synthesis and SAR assessment of novel Tubathian analogs in the pursuit of potent and selective HDAC6 inhibitors

Synthesis and anticancer properties of new (dihydro)pyranonaphthoquinones and their epoxy analogs

Synthesis and antiplasmodial evaluation of novel (4-aminobutyloxy)quinolines ⬇️

Synthesis and applications of benzohydroxamic acid-based histone deacetylase inhibitors.

Synthesis and cytotoxic evaluation of monocarbonyl curcuminoids and their pyrazoline derivatives

Synthesis and cytotoxic evaluation of novel ester-triazole-linked triterpenoid-AZT conjugates

Synthesis of 1,4-Thiazepane-Based Curcuminoids with Promising Anticancer Activity

Synthesis of 1-Alkyl-2-(trifluoromethyl)azetidines and Their Regiospecific Ring Opening toward Diverse α-(Trifluoromethyl)Amines via Intermediate Azetidinium Salts ⬇️

Synthesis of 2-aminomethyl-4-phenyl-1-azabicyclo[2.2.1]heptanes via LiAlH₄-induced reductive cyclization of 2-(4-chloro-2-cyano-2-phenylbutyl)aziridines and evaluation of their antimalarial activity

Synthesis of 2-aryl-3-(2-cyanoethyl)aziridines and their chemical and enzymatic hydrolysis towards γ-lactams and γ-lactones

Synthesis of 2-hydroxy-1,4-oxazin-3-ones through ring transformation of 3-hydroxy-4-(1,2-dihydroxyethyl)-β-lactams and a study of their reactivity

Synthesis of 3-methoxyazetidines via an aziridine to azetidine rearrangement and theoretical rationalization of the reaction mechanism

Synthesis of Non-Symmetrical Nitrogen-Containing Curcuminoids in the Pursuit of New Anticancer Candidates

Synthesis of Novel Aza-aromatic Curcuminoids with Improved Biological Activities towards Various Cancer Cell Lines.

Synthesis of Potent and Selective HDAC6 Inhibitors Bearing a Cyclohexane- or Cycloheptane-Annulated 1,5-Benzothiazepine Scaffold

Synthesis of Stereodefined Piperidines from Aziridines and Their Transformation into Conformationally Constrained Amino Acids, Amino Alcohols and 2,7-Diazabicyclo[3.3.1]nonanes ⬇️

Synthesis of benzothiophene-based hydroxamic acids as potent and selective HDAC6 inhibitors

Synthesis of functionalized 3-, 5-, 6- and 8-aminoquinolines via intermediate (3-pyrrolin-1-yl)- and (2-oxopyrrolidin-1-yl)quinolines and evaluation of their antiplasmodial and antifungal activity

Synthesis of halogenated 4-quinolones and evaluation of their antiplasmodial activity

Synthesis of piperidin-4-ones starting from 2-(2-bromo-1,1-dimethylethyl)azetidines and 2-(2-mesyloxyethyl)azetidines through a ring expansion–oxidation protocol

Synthetic Approaches toward Monocyclic 3-Amino-β-lactams

Theoretical insight into the regioselective ring-expansions of bicyclic aziridinium ions

Transformation of trans-4-Aryl-3-chloro-1-(2-chloroethyl)azetidin-2-ones into 3-Aryl-2-(ethylamino)propan-1-ols via Intermediate 1-(1-Aryl-2-chloro-3-hydroxypropyl)aziridines and trans-2-Aryl-3-(hydroxymethyl)aziridines ⬇️

α-Unsaturated 3-Amino-1-carboxymethyl-β-lactams as Bacterial PBP Inhibitors: Synthesis and Biochemical Assessment