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First total synthesis of β-carboline alkaloid trigonostemine G and its derivatives
Tímea Szabó1, András Dancsó1, Balázs Volk1
1Egis Pharmaceuticals Plc., Directorate of Drug Substance Development, Budapest, Hungary.
Abstract:
The β-carboline core is the base structure of several biologically active natural and unnatural compounds. Herein, we report the first total synthesis of trigonostemine G, which is a newly isolated natural β-carboline alkaloid from the twigs of Trigonostemon filipes. Synthesis of two structurally close derivatives of trigonostemine G is also reported. Key step of the syntheses involves a nucleophilic addition of 5-{[tert-butyl(dimethyl) silyl]oxy}-1H-indole to 1-formyl-β-carboline building blocks.
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