Synthesis of novel conjugates of tetraoxane endoperoxide with bis(quaternary ammonium salts)

Naokazu Kumura; Hirotaka Furukawa; Michiyo Kobayashi; Arnold N. Onyango; Minoru Izumi; Shuhei Nakajima; Hye Sook Kim; Yusuke Wataya; Naomichi Baba

doi:10.1271/bbb.80571

Synthesis of novel conjugates of tetraoxane endoperoxide with bis(quaternary ammonium salts)

Naokazu Kumura, Hirotaka Furukawa, Michiyo Kobayashi, Arnold N. Onyango, Minoru Izumi, Shuhei Nakajima, Hye Sook Kim, Yusuke Wataya, Naomichi Baba

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

4 Citations (Scopus)

Abstract

Novel water-soluble conjugates of 1,2,4,5-tetraoxane bis(quaternary ammonium salts) were synthesized in a relatively stable crystalline form via four steps starting from methyltrioxorhenium-catalyzed endo-peroxidation of ethyl 4-oxocyclohexanecarboxylate with hydrogen peroxide in hexafluoro-2- propanol. The assay for the in vitro toxicity of water-soluble tetraoxanes 5a-5d to malaria parasites indicate that they were inactive against the Plasmodium falciparum FCR-3 strain.

Original language	English
Pages (from-to)	217-220
Number of pages	4
Journal	Bioscience, Biotechnology and Biochemistry
Volume	73
Issue number	1
DOIs	https://doi.org/10.1271/bbb.80571
Publication status	Published - 2009

Keywords

Bis(quaternary ammonium salts)
Malaria
Reactive oxygen species
Tetraoxane

ASJC Scopus subject areas

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

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1271/bbb.80571

Cite this

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abstract = "Novel water-soluble conjugates of 1,2,4,5-tetraoxane bis(quaternary ammonium salts) were synthesized in a relatively stable crystalline form via four steps starting from methyltrioxorhenium-catalyzed endo-peroxidation of ethyl 4-oxocyclohexanecarboxylate with hydrogen peroxide in hexafluoro-2- propanol. The assay for the in vitro toxicity of water-soluble tetraoxanes 5a-5d to malaria parasites indicate that they were inactive against the Plasmodium falciparum FCR-3 strain.",

keywords = "Bis(quaternary ammonium salts), Malaria, Reactive oxygen species, Tetraoxane",

author = "Naokazu Kumura and Hirotaka Furukawa and Michiyo Kobayashi and Onyango, {Arnold N.} and Minoru Izumi and Shuhei Nakajima and Kim, {Hye Sook} and Yusuke Wataya and Naomichi Baba",

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doi = "10.1271/bbb.80571",

language = "English",

volume = "73",

pages = "217--220",

journal = "Bioscience, Biotechnology and Biochemistry",

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T1 - Synthesis of novel conjugates of tetraoxane endoperoxide with bis(quaternary ammonium salts)

AU - Kumura, Naokazu

AU - Furukawa, Hirotaka

AU - Kobayashi, Michiyo

AU - Onyango, Arnold N.

AU - Izumi, Minoru

AU - Nakajima, Shuhei

AU - Kim, Hye Sook

AU - Wataya, Yusuke

AU - Baba, Naomichi

PY - 2009

Y1 - 2009

N2 - Novel water-soluble conjugates of 1,2,4,5-tetraoxane bis(quaternary ammonium salts) were synthesized in a relatively stable crystalline form via four steps starting from methyltrioxorhenium-catalyzed endo-peroxidation of ethyl 4-oxocyclohexanecarboxylate with hydrogen peroxide in hexafluoro-2- propanol. The assay for the in vitro toxicity of water-soluble tetraoxanes 5a-5d to malaria parasites indicate that they were inactive against the Plasmodium falciparum FCR-3 strain.

AB - Novel water-soluble conjugates of 1,2,4,5-tetraoxane bis(quaternary ammonium salts) were synthesized in a relatively stable crystalline form via four steps starting from methyltrioxorhenium-catalyzed endo-peroxidation of ethyl 4-oxocyclohexanecarboxylate with hydrogen peroxide in hexafluoro-2- propanol. The assay for the in vitro toxicity of water-soluble tetraoxanes 5a-5d to malaria parasites indicate that they were inactive against the Plasmodium falciparum FCR-3 strain.

KW - Bis(quaternary ammonium salts)

KW - Malaria

KW - Reactive oxygen species

KW - Tetraoxane

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DO - 10.1271/bbb.80571

M3 - Article

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JO - Bioscience, Biotechnology and Biochemistry

JF - Bioscience, Biotechnology and Biochemistry

SN - 0916-8451

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ER -

Synthesis of novel conjugates of tetraoxane endoperoxide with bis(quaternary ammonium salts)

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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