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Bioorg Chem ; 140: 106780, 2023 11.
Artigo em Inglês | MEDLINE | ID: mdl-37579620

RESUMO

Seven rarely spirooxindole alkaloids, voagafricines A-G (1-7) were isolated from the stem barks of Voacanga africana. Their structures were unambiguously elucidated by comprehensive spectroscopic data and electronic circular dichroism (ECD) analyses. 1 and 2 possess a unique indoleone system in conjugation with a 3,4'-decahydroquinoline spiral ring originating from seco-quinolhiddin core of the precursor, furthermore 1 undergo decarburization formed a novel C-3-nor monoterpenoid indole. All isolates were evaluated for their antibacterial activities against MBLs producing Escherichia coli strains. Compounds 1 and 7 were found to be potent inhibitors against E. coli 298 and 140 by targeting biofilm. Possible interaction sites of 1 and 7 with biofilm were preliminarily explored by means of molecular docking.


Assuntos
Alcaloides , Voacanga , Voacanga/química , Escherichia coli , Simulação de Acoplamento Molecular , Alcaloides/farmacologia , Estrutura Molecular
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