Article (Scientific journals)
Synthesis and Penicillin-binding Protein Inhibitory Assessment of Dipeptidic 4-Phenyl-β-lactams from α-Amino Acid-derived Imines.
Decuyper, Lena; Jukič, Marko; Sosič, Izidor et al.
2020In Chemistry: An Asian Journal, 15 (1), p. 51-55
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Keywords :
Staudinger synthesis; amino acids; antibiotics; biological activity; β-lactams; Amino Acids; Anti-Bacterial Agents; Dipeptides; Imines; Lactams; Penicillin-Binding Proteins; Amino Acids/chemistry; Amino Acids/pharmacology; Anti-Bacterial Agents/chemical synthesis; Anti-Bacterial Agents/chemistry; Anti-Bacterial Agents/pharmacology; Dipeptides/chemical synthesis; Dipeptides/chemistry; Dipeptides/pharmacology; Imines/chemistry; Imines/pharmacology; Lactams/chemical synthesis; Lactams/chemistry; Lactams/pharmacology; Molecular Structure; Penicillin-Binding Proteins/antagonists & inhibitors; Penicillin-Binding Proteins/metabolism; Alpha-amino acids; Beta-lactams; Penicillin- binding proteins; Research fields; Resistant bacteria; Synthetic routes; Biochemistry; Organic Chemistry; General Chemistry
Abstract :
[en] Monocyclic β-lactams revive the research field on antibiotics, which are threatened by the emergence of resistant bacteria. A six-step synthetic route was developed, providing easy access to new 3-amino-1-carboxymethyl-4-phenyl-β-lactams, of which the penicillin-binding protein (PBP) inhibitory potency was demonstrated biochemically.
Disciplines :
Biochemistry, biophysics & molecular biology
Author, co-author :
Decuyper, Lena;  SynBioC Research Group, Department of Green Chemistry and Technology, Faculty of Bioscience Engineering, Ghent University, Coupure Links 653, 9000, Ghent, Belgium
Jukič, Marko;  Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Ljubljana, Aškerčeva 7, 1000, Ljubljana, Slovenia
Sosič, Izidor;  Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Ljubljana, Aškerčeva 7, 1000, Ljubljana, Slovenia
Amoroso, Ana Maria ;  Université de Liège - ULiège > Département des sciences de la vie > Centre d'Ingénierie des Protéines (CIP)
Verlaine, Olivier ;  Université de Liège - ULiège > Département des sciences de la vie > Centre d'Ingénierie des Protéines (CIP)
Joris, Bernard ;  Université de Liège - ULiège > Integrative Biological Sciences (InBioS)
Gobec, Stanislav;  Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Ljubljana, Aškerčeva 7, 1000, Ljubljana, Slovenia
D'hooghe, Matthias ;  SynBioC Research Group, Department of Green Chemistry and Technology, Faculty of Bioscience Engineering, Ghent University, Coupure Links 653, 9000, Ghent, Belgium
Language :
English
Title :
Synthesis and Penicillin-binding Protein Inhibitory Assessment of Dipeptidic 4-Phenyl-β-lactams from α-Amino Acid-derived Imines.
Publication date :
02 January 2020
Journal title :
Chemistry: An Asian Journal
ISSN :
1861-4728
eISSN :
1861-471X
Publisher :
John Wiley and Sons Ltd, Chichester, West Sussex, Germany
Volume :
15
Issue :
1
Pages :
51-55
Peer reviewed :
Peer Reviewed verified by ORBi
Funders :
Javna Agencija za Raziskovalno Dejavnost RS
Funding text :
The authors gratefully acknowledge the Research Foundation Flanders (FWO), the Slovenian Research Agency (research program P1-0208) and Belspo IAP-Project P44-iPros for financial support.
Available on ORBi :
since 16 September 2022

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