Palladium-catalyzed synthesis and nucleotide pyrophosphatase inhibition of benzo[4,5]furo[3,2-b ]indoles

Beilstein Journal of Organic Chemistry
Hoang Huy DoPeter Langer

Abstract

A two-step palladium-catalyzed procedure based on Suzuki-Miyaura cross coupling, followed by a double Buchwald-Hartwig reaction, allows for the synthesis of pharmaceutically relevant benzo[4,5]furo[3,2-b]indoles in moderate to very good yield. The synthesized compounds have been analyzed with regard to their inhibitory activity (IC50) of nucleotide pyrophosphatases h-NPP1 and h-NPP3. The activity lies in the nanomolar range. The results were rationalized based on docking studies.

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Methods Mentioned

BETA
X-ray
column chromatography
NMR

Related Concepts

Pharmaceutical Preparations
Nucleotide pyrophosphatase
Cross Validation
Thienopyridine
Compound (Substance)
Enpp3 protein, rat
Inhibition of Enzyme Activity
High Dose Rate (HDR) Brachytherapy of Ear Using Palladium 103 (Pd-103)
Molecular Docking Simulation

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