An Easy and Simple Synthesis of Ricinine and its Analogues

¹ Feluy research center, 7181 Feluy, Belgique
² Laboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, INC3M, FR 3038, ENSICAEN et Université de Caen Normandie, 14050 Caen, France
³ Laboratoire de Catalyse Et Synthèse en Chimie Organique, Faculté des Sciences, Université de Tlemcen, BP 119, 13000, Tlemcen, Algeria

Academic Editor: Julio A. Seijas

Published: 13 November 2021 by MDPI in The 25th International Electronic Conference on Synthetic Organic Chemistry session Bioorganic, Medicinal and Natural Products Chemistry

https://doi.org/10.3390/ecsoc-25-11676

Abstract:

Ricinine is an alkaloide of Ricinus commununis posseding numerous biological properties.

Ricinidine (1-Methyl-2-oxo-1,2-dihydro-3-pyridinecarbonitrile) and new N-analogues of Ricinidine were obtained by the reaction of ethyl α-ethoxyethylidenecyanoacetate with amines. The ethyl α-ethoxyethylidenecyanoacetate was prepared from ethyl cyanoacetate. Biologically amines as tryptamine and histamine were used in order to introduced a second pharmacophore.

Keywords: ricinine; alkaloid synthesis; cyclo-condensation; biological active amines

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Noureddine Choukchou-Braham