Synthesis and biological activity of fatty acid derivatives of quinine

Naokazu Kumura; Minoru Izumi; Shuhei Nakajima; Sakayu Shimizu; Hye Sook Kim; Yusuke Wataya; Naomichi Baba

doi:10.1271/bbb.69.2250

Synthesis and biological activity of fatty acid derivatives of quinine

Naokazu Kumura, Minoru Izumi, Shuhei Nakajima, Sakayu Shimizu, Hye Sook Kim, Yusuke Wataya, Naomichi Baba

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

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.

Original language	English
Pages (from-to)	2250-2253
Number of pages	4
Journal	Bioscience, Biotechnology and Biochemistry
Volume	69
Issue number	11
DOIs	https://doi.org/10.1271/bbb.69.2250
Publication status	Published - 2005

Keywords

Antimalarial activity
Fatty acid
Plasmodium falciparum
Quinine

ASJC Scopus subject areas

Biotechnology
Analytical Chemistry
Biochemistry
Applied Microbiology and Biotechnology
Molecular Biology
Organic Chemistry

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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.",

keywords = "Antimalarial activity, Fatty acid, Plasmodium falciparum, Quinine",

author = "Naokazu Kumura and Minoru Izumi and Shuhei Nakajima and Sakayu Shimizu and Kim, {Hye Sook} and Yusuke Wataya and Naomichi Baba",

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AU - Kumura, Naokazu

AU - Izumi, Minoru

AU - Nakajima, Shuhei

AU - Shimizu, Sakayu

AU - Kim, Hye Sook

AU - Wataya, Yusuke

AU - Baba, Naomichi

PY - 2005

Y1 - 2005

N2 - 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.

AB - 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.

KW - Antimalarial activity

KW - Fatty acid

KW - Plasmodium falciparum

KW - Quinine

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Synthesis and biological activity of fatty acid derivatives of quinine

Abstract

Keywords

ASJC Scopus subject areas

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