Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 19, Issue 17, Pages 4912-4915Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2009.07.098
Keywords
Neuraminidase; Cudrania tricuspidata; Flavonoid
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Funding
- Agricultural R&D Promotion Center
- Korea Rural Economic Institute
- MOST/KOSEF to the EB-NCRC [R15-20030-12-0200-0]
- BK21 Program
- Ministry of Education and Human Resources Development, Republic of Korea
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The structural characteristics of. avonoids (1-3 and 6-8) from the root of Cudrania tricuspidata required for neuraminidase inhibition were studied and compared with commercially available. avonoids (4, 5, and 9-12). Alkylated flavanones (1-3) display better inhibition than the corresponding parent compound 4. Importantly, flavanone 1 bearing a C-8 hydrated prenyl group showed extremely high inhibition with IC50 of 380 nM. On the other hand, the parent flavone 5 was more effective than alkylated analogues (6-8). Isolated inhibitors (1-3 and 6-8) showed noncompetitive inhibition in kinetic studies. The binding affinity of. avanones (1-4) for neuraminidase in in silico docking experiments correlated well with their IC50 values and noncompetitive inhibition mode. (C) 2009 Elsevier Ltd. All rights reserved.
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