Synthesis and biological activity of fatty acid derivatives of quinine
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Updated: Aug 14, 2026

A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products
Published on: September 9, 2016
Naokazu Kumura1, Minoru Izumi, Shuhei Nakajima
1Department of Biofunctional Chemistry, Graduate School of Natural Science and Technology, Okayama University, Japan.
Abstract:
Derivatives of quinine with fatty acids including polyunsaturated fatty acids were prepared. They showed moderate antimalarial activity as compared with quinine itself using Plasmodium falciparum. The activities were not dependent on whether the fatty acyl group was saturated or unsaturated. On the other hand, the derivatives showed significantly higher cytotoxicity against a mammary tumor cell line FM3A than quinine itself. Calculating from these data, an acetyl derivative of quinine with the shortest acyl group was found to give the highest selectivity.
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