Honokiol trimers and dimers via biotransformation catalyzed by Momordica charantia peroxidase: novel and potent α-glucosidase inhibitors.
Bioorg Med Chem
; 22(2): 762-71, 2014 Jan 15.
Article
em En
| MEDLINE
| ID: mdl-24360831
ABSTRACT
Ten honokiol oligomers (1-10), including four novel trimers (1-4) and four novel dimers (5-8), were obtained by means of biotransformation of honokiol catalyzed by Momordica charantia peroxidase (MCP) for the first time. Their structures were established on the basis of spectroscopic methods. The biological results demonstrated that most of the oligomers were capable of inhibiting α-glucosidase with significant abilities, which were one to two orders of magnitude more potent than the substrate, honokiol. In particular, compound 2, the honokiol trimer, displayed the greatest inhibitory activity against α-glucosidase with an IC50 value of 1.38µM. Kinetic and CD studies indicated that 2 inhibited α-glucosidase in a reversible, mixed-type manner and caused conformational changes in the secondary structure of the enzyme protein. These findings suggested that 2 might be exploited as a promising drug candidate for the treatment of diabetes.
Palavras-chave
Biotransformation; CYKVGLSAYRXSSB-UHFFFAOYSA-N; DYOAGEVABPFDNC-UHFFFAOYSA-N; Dimers; FNPFYOKSDVOOEW-UHFFFAOYSA-N; HHIHLTZXYWXIPN-UHFFFAOYSA-N; Honokiol; Momordica charantia peroxidase; Trimers; UDBONMZICYFKDV-UHFFFAOYSA-N; VMMMWRNAKAZJFS-UHFFFAOYSA-N; ZJVLAIHUYUDLQF-UHFFFAOYSA-N; ZVEYNHAIYHXVKI-UHFFFAOYSA-N; α-Glucosidase inhibitor
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Compostos de Bifenilo
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Lignanas
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Peroxidase
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Momordica charantia
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Inibidores Enzimáticos
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Inibidores de Glicosídeo Hidrolases
Idioma:
En
Revista:
Bioorg Med Chem
Assunto da revista:
BIOQUIMICA
/
QUIMICA
Ano de publicação:
2014
Tipo de documento:
Article