Triazolyl tryptoline derivatives as β-secretase inhibitors

Jutamas Jiaranaikulwanitch, Chantana Boonyarat, Valery V. Fokin, Opa Vajragupta

Research output: Contribution to journal › Article

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	https://doi.org/10.1016/j.bmcl.2010.09.043
Publication status	Published - 15 Nov 2010
Externally published	Yes

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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

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

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AU - Fokin, Valery V.

AU - Vajragupta, Opa

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Access to Document

10.1016/j.bmcl.2010.09.043