Antimalarially potent, easily prepared, fluorinated endoperoxides

Gary H. Posner; Xueliang Tao; Jared N. Cumming; Donna Klinedinst; Theresa A. Shapiro

doi:10.1016/0040-4039(96)01625-5

Antimalarially potent, easily prepared, fluorinated endoperoxides

Gary H. Posner, Xueliang Tao, Jared N. Cumming, Donna Klinedinst, Theresa A. Shapiro

School of Medicine

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

37 Scopus citations

Abstract

Three or four step chemical synthesis and in vitro antimalarial testing showed crystalline, thermally stable, bicyclic endoperoxides 3c and 4c to be potent antimalarials, having approximately 15% of the antimalarial activity of the clinically used, complex, sesquiterpene, lactone, natural product artemisinin (qinghaosu, 1). A novel mechanism involving reactive alkylating agents is proposed to account for the ability of endoperoxides 3c and 4c to kill malaria parasites.

Original language	English (US)
Pages (from-to)	7225-7228
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	40
DOIs	https://doi.org/10.1016/0040-4039(96)01625-5
State	Published - Sep 30 1996

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(96)01625-5

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abstract = "Three or four step chemical synthesis and in vitro antimalarial testing showed crystalline, thermally stable, bicyclic endoperoxides 3c and 4c to be potent antimalarials, having approximately 15% of the antimalarial activity of the clinically used, complex, sesquiterpene, lactone, natural product artemisinin (qinghaosu, 1). A novel mechanism involving reactive alkylating agents is proposed to account for the ability of endoperoxides 3c and 4c to kill malaria parasites.",

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T1 - Antimalarially potent, easily prepared, fluorinated endoperoxides

AU - Posner, Gary H.

AU - Tao, Xueliang

AU - Cumming, Jared N.

AU - Klinedinst, Donna

AU - Shapiro, Theresa A.

PY - 1996/9/30

Y1 - 1996/9/30

N2 - Three or four step chemical synthesis and in vitro antimalarial testing showed crystalline, thermally stable, bicyclic endoperoxides 3c and 4c to be potent antimalarials, having approximately 15% of the antimalarial activity of the clinically used, complex, sesquiterpene, lactone, natural product artemisinin (qinghaosu, 1). A novel mechanism involving reactive alkylating agents is proposed to account for the ability of endoperoxides 3c and 4c to kill malaria parasites.

AB - Three or four step chemical synthesis and in vitro antimalarial testing showed crystalline, thermally stable, bicyclic endoperoxides 3c and 4c to be potent antimalarials, having approximately 15% of the antimalarial activity of the clinically used, complex, sesquiterpene, lactone, natural product artemisinin (qinghaosu, 1). A novel mechanism involving reactive alkylating agents is proposed to account for the ability of endoperoxides 3c and 4c to kill malaria parasites.

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EP - 7228

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 40

ER -

Antimalarially potent, easily prepared, fluorinated endoperoxides

Abstract

ASJC Scopus subject areas

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