| Title : Synthesis, biological evaluation and molecular modeling of novel triazole-containing berberine derivatives as acetylcholinesterase and beta-amyloid aggregation inhibitors - Shi_2011_Bioorg.Med.Chem_19_2298 |
| Author(s) : Shi A , Huang L , Lu C , He F , Li X |
| Ref : Bioorganic & Medicinal Chemistry , 19 :2298 , 2011 |
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Abstract :
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 IC(50) value of 0.044 uM. Compound 18d, which beares a butyl at the 4-position of the triazole ring, showed the highest potency of beta-amyloid aggregation inhibition (77.9% at 20 uM). Molecular modeling studies indicated that the triazole moiety of berberine derivatives displayed a face-to-face - stacking interaction in a 'sandwich' form with the Trp84 (4.09 ) and Phe330 (4.33 ) in catalytic sites of AChE. |
| PubMedSearch : Shi_2011_Bioorg.Med.Chem_19_2298 |
| PubMedID: 21397508 |
| Inhibitor | Berberine |
Shi A, Huang L, Lu C, He F, Li X (2011)
Synthesis, biological evaluation and molecular modeling of novel triazole-containing berberine derivatives as acetylcholinesterase and beta-amyloid aggregation inhibitors
Bioorganic & Medicinal Chemistry
19 :2298
Shi A, Huang L, Lu C, He F, Li X (2011)
Bioorganic & Medicinal Chemistry
19 :2298