کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1358961 | 981374 | 2011 | 8 صفحه PDF | دانلود رایگان |

A series of novel triazole-containing berberine derivatives were synthesized via the azide–alkyne cycloaddition reaction. Their biological activity as inhibitors of both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) were evaluated. Among them, compound 16d, which featured a diisopropylamino substitution at the 4-position of triazole ring, was found to be a potent inhibitor of AChE, with IC50 value of 0.044 μM. Compound 18d, which beares a butyl at the 4-position of the triazole ring, showed the highest potency of β-amyloid aggregation inhibition (77.9% at 20 μM). Molecular modeling studies indicated that the triazole moiety of berberine derivatives displayed a face-to-face π–π stacking interaction in a ‘sandwich’ form with the Trp84 (4.09 Å) and Phe330 (4.33 Å) in catalytic sites of AChE.
A series of novel triazole-containing berberine derivatives were designed, synthesized, and biologically evaluated as inhibitors of acetylcholinesterase (AChE), butyrylcholinesterase (BuChE) and β-amyloid aggregation.Figure optionsDownload as PowerPoint slide
Journal: Bioorganic & Medicinal Chemistry - Volume 19, Issue 7, 1 April 2011, Pages 2298–2305