Conjugates of Chloramphenicol Amine and Berberine as Antimicrobial Agents.
C-13 derivatives of berberine
antibiotic activity
bacterial membrane potential
bacterial ribosome
berberine
biofilms
chloramphenicol
Journal
Antibiotics (Basel, Switzerland)
ISSN: 2079-6382
Titre abrégé: Antibiotics (Basel)
Pays: Switzerland
ID NLM: 101637404
Informations de publication
Date de publication:
22 Dec 2022
22 Dec 2022
Historique:
received:
07
12
2022
revised:
19
12
2022
accepted:
21
12
2022
entrez:
21
1
2023
pubmed:
22
1
2023
medline:
22
1
2023
Statut:
epublish
Résumé
In order to obtain antimicrobial compounds with improved properties, new conjugates comprising two different biologically active agents within a single chimeric molecule based on chloramphenicol (CHL) and a hydrophobic cation were synthesized and studied. Chloramphenicol amine (CAM), derived from the ribosome-targeting antibiotic CHL, and the plant isoquinoline alkaloid berberine (BER) are connected by alkyl linkers of different lengths in structures of these conjugates. Using competition binding, double reporter system, and toeprinting assays, we showed that synthesized CAM-Cn-BER compounds bound to the bacterial ribosome and inhibited protein synthesis like the parent CHL. The mechanism of action of CAM-C5-BER and CAM-C8-BER on the process of bacterial translations was similar to CHL. Experiments with bacteria demonstrated that CAM-Cn-BERs suppressed the growth of laboratory strains of CHL and macrolides-resistant bacteria. CAM-C8-BER acted against mycobacteria and more selectively inhibited the growth of Gram-positive bacteria than the parent CHL and the berberine derivative lacking the CAM moiety (CH
Identifiants
pubmed: 36671216
pii: antibiotics12010015
doi: 10.3390/antibiotics12010015
pmc: PMC9854996
pii:
doi:
Types de publication
Journal Article
Langues
eng
Subventions
Organisme : Russian Foundation for Basic Research
ID : 20-04-00873
Organisme : Russian Science Foundation
ID : 22-15-00099, 22-14-00099, 21-64-00006, 19-14-00115
Organisme : Government of the Russian Federation
ID : AAAA-A17-117120570004-6
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