Abstract
Tryptoline, a core structure of ochrolifuanine E, which is a hit compound from virtual screening of the Thai herbal database against BACE1 was used as a scaffold for the design of BACE1 inhibitors. The tryptoline was linked with different side chains by 1,2,3-triazole ring readily synthesized by catalytic azide-alkyne cycloaddition reactions. Twenty two triazolyl tryptoline derivatives were synthesized and screened for the inhibitory action against BACE1. JJCA-140 was the most potent inhibitor (IC50 = 1.49 μM) and was 100 times more selective for BACE1 than for Cat-D.
| Original language | English |
|---|---|
| Pages (from-to) | 6572-6576 |
| Number of pages | 5 |
| Journal | Bioorganic and Medicinal Chemistry Letters |
| Volume | 20 |
| Issue number | 22 |
| DOIs | |
| Publication status | Published - 15 Nov 2010 |
| Externally published | Yes |
Keywords
- BACE1
- BACE1 inhibitor
- Binding mode
- Cathepsin-D
- Docking
- Enzyme assay
- JJCA-140
- Tryptoline
ASJC Scopus subject areas
- Pharmaceutical Science
- Drug Discovery
- Organic Chemistry
- Molecular Medicine
- Molecular Biology
- Clinical Biochemistry
- Biochemistry
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Cite this
Jiaranaikulwanitch, J., Boonyarat, C., Fokin, V. V., & Vajragupta, O. (2010). Triazolyl tryptoline derivatives as β-secretase inhibitors. Bioorganic and Medicinal Chemistry Letters, 20(22), 6572-6576. https://doi.org/10.1016/j.bmcl.2010.09.043