MedChemComm

, volume 2 , issue 9 , pages 895

N-Substituted salicylamides as selective malaria parasite dihydroorotate dehydrogenase inhibitors

Ingela Fritzson ^{1, 2}

Paul T P Bedingfield ³

ANDERS SUNDIN ²

Glenn A. McConkey ³

Ulf Nilsson ²

Hide authors affiliations Show authors affiliations: 3 affiliations

Active Biotech AB, PO Box 724, Lund, Sweden |

Organic Chemistry, Lund University, PO Box 124, Lund, Sweden |

Faculty of biological sciences, University of Leeds, Leeds, UK |

Publication type: Journal Article

Publication date: 2011-07-22

Royal Society of Chemistry (RSC)

MedChemComm

SJR: —

CiteScore: —

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ISSN: 20402503, 20402511

DOI: 10.1039/c1md00118c

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Organic Chemistry

Drug Discovery

Biochemistry

Pharmacology

Pharmaceutical Science

Molecular Medicine

Abstract

In our continuing program to develop Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH) inhibitors, a series of N-substituted salicylamides were synthesized and their ability to selectively inhibit PfDHODH was examined. The synthetic program was based on 2-hydroxy-N-(2-phenylethyl)benzamide (1) that weakly inhibits both PfDHODH and human DHODH (hDHODH). Structure activity relationships were examined for developing derivatives. Selective PfDHODH inhibitors with improved potency were obtained by introducing a 2,2-diphenylethyl substitution on the salicylamidic nitrogen. Biological activity of the most potent compounds was confirmed on parasite infected cells in vitro.

Found

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Rolando Barbara

112 publications, 2 484 citations

h-index: 29

University of Turin

1 citation

Shchegolkov Evgeny

70 publications, 927 citations, 57 reviews

h-index: 16

Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

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Organic synthesis

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Fritzson I. et al. N-Substituted salicylamides as selective malaria parasite dihydroorotate dehydrogenase inhibitors // MedChemComm. 2011. Vol. 2. No. 9. p. 895.

GOST all authors (up to 50) Copy

Fritzson I., Bedingfield P. T. P., SUNDIN A., McConkey G. A., Nilsson U. N-Substituted salicylamides as selective malaria parasite dihydroorotate dehydrogenase inhibitors // MedChemComm. 2011. Vol. 2. No. 9. p. 895.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1039/c1md00118c

UR - https://doi.org/10.1039/c1md00118c

TI - N-Substituted salicylamides as selective malaria parasite dihydroorotate dehydrogenase inhibitors

T2 - MedChemComm

AU - Fritzson, Ingela

AU - Bedingfield, Paul T P

AU - SUNDIN, ANDERS

AU - McConkey, Glenn A.

AU - Nilsson, Ulf

PY - 2011

DA - 2011/07/22

PB - Royal Society of Chemistry (RSC)

SP - 895

IS - 9

VL - 2

SN - 2040-2503

SN - 2040-2511

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2011_Fritzson,

author = {Ingela Fritzson and Paul T P Bedingfield and ANDERS SUNDIN and Glenn A. McConkey and Ulf Nilsson},

title = {N-Substituted salicylamides as selective malaria parasite dihydroorotate dehydrogenase inhibitors},

journal = {MedChemComm},

year = {2011},

volume = {2},

publisher = {Royal Society of Chemistry (RSC)},

month = {jul},

url = {https://doi.org/10.1039/c1md00118c},

number = {9},

pages = {895},

doi = {10.1039/c1md00118c}

}

MLA

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MLA Copy

Fritzson, Ingela, et al. “N-Substituted salicylamides as selective malaria parasite dihydroorotate dehydrogenase inhibitors.” MedChemComm, vol. 2, no. 9, Jul. 2011, p. 895. https://doi.org/10.1039/c1md00118c.

Publisher

Royal Society of Chemistry (RSC)

Journal

MedChemComm

SJR

—

CiteScore

—

Impact factor

—

ISSN

20402503 (Print)

20402511 (Electronic)