Synthesis and antiplasmodial activity of highly active reverse analogues of the antimalarial drug candidate fosmidomycin

Christoph T. Behrendt; Andrea Kunfermann; Victoria Illarionova; An Matheeussen; Tobias Gräwert; Michael Groll; Felix Rohdich; Adelbert Bacher; Wolfgang Eisenreich; Markus Fischer; Louis Maes; Thomas Kurz

doi:10.1002/cmdc.201000276

Synthesis and antiplasmodial activity of highly active reverse analogues of the antimalarial drug candidate fosmidomycin

Christoph T. Behrendt
, Andrea Kunfermann
, Victoria Illarionova
, An Matheeussen
, Tobias Gräwert
, Michael Groll
, Felix Rohdich
, Adelbert Bacher
, Wolfgang Eisenreich
, Markus Fischer
, Louis Maes
, Thomas Kurz

Chair of Biochemistry

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

26 Scopus citations

Abstract

Inhibition of enzymes involved in the nonmevalonate pathway of isoprenoid biosynthesis represents a promising strategy for the development of novel antimalarial agents. A small series of reverse hydroxamate-based fosmidomycin analogues was synthesized and evaluated for their inhibitory activity against the recombinant 1-deoxy-D-xylulose 5-phosphate reductoisomerases (DXRs) of Escherichia coli and Plasmodium falciparum, as well as for their in vitro antiplasmodial activity and cytotoxicity.

Original language	English
Pages (from-to)	1673-1676
Number of pages	4
Journal	ChemMedChem
Volume	5
Issue number	10
DOIs	https://doi.org/10.1002/cmdc.201000276
State	Published - 4 Oct 2010

Keywords

Antiprotozoal agents
DOXP reductoisomerase
Fosmidomycin
MEP pathway
Reverse analogues

Access to Document

10.1002/cmdc.201000276

Cite this

@article{6c09388b9fda4d478f1add106501f90e,

title = "Synthesis and antiplasmodial activity of highly active reverse analogues of the antimalarial drug candidate fosmidomycin",

abstract = "Inhibition of enzymes involved in the nonmevalonate pathway of isoprenoid biosynthesis represents a promising strategy for the development of novel antimalarial agents. A small series of reverse hydroxamate-based fosmidomycin analogues was synthesized and evaluated for their inhibitory activity against the recombinant 1-deoxy-D-xylulose 5-phosphate reductoisomerases (DXRs) of Escherichia coli and Plasmodium falciparum, as well as for their in vitro antiplasmodial activity and cytotoxicity.",

keywords = "Antiprotozoal agents, DOXP reductoisomerase, Fosmidomycin, MEP pathway, Reverse analogues",

author = "Behrendt, \{Christoph T.\} and Andrea Kunfermann and Victoria Illarionova and An Matheeussen and Tobias Gr{\"a}wert and Michael Groll and Felix Rohdich and Adelbert Bacher and Wolfgang Eisenreich and Markus Fischer and Louis Maes and Thomas Kurz",

year = "2010",

month = oct,

day = "4",

doi = "10.1002/cmdc.201000276",

language = "English",

volume = "5",

pages = "1673--1676",

journal = "ChemMedChem",

issn = "1860-7179",

publisher = "John Wiley and Sons Ltd",

number = "10",

}

TY - JOUR

T1 - Synthesis and antiplasmodial activity of highly active reverse analogues of the antimalarial drug candidate fosmidomycin

AU - Behrendt, Christoph T.

AU - Kunfermann, Andrea

AU - Illarionova, Victoria

AU - Matheeussen, An

AU - Gräwert, Tobias

AU - Groll, Michael

AU - Rohdich, Felix

AU - Bacher, Adelbert

AU - Eisenreich, Wolfgang

AU - Fischer, Markus

AU - Maes, Louis

AU - Kurz, Thomas

PY - 2010/10/4

Y1 - 2010/10/4

N2 - Inhibition of enzymes involved in the nonmevalonate pathway of isoprenoid biosynthesis represents a promising strategy for the development of novel antimalarial agents. A small series of reverse hydroxamate-based fosmidomycin analogues was synthesized and evaluated for their inhibitory activity against the recombinant 1-deoxy-D-xylulose 5-phosphate reductoisomerases (DXRs) of Escherichia coli and Plasmodium falciparum, as well as for their in vitro antiplasmodial activity and cytotoxicity.

AB - Inhibition of enzymes involved in the nonmevalonate pathway of isoprenoid biosynthesis represents a promising strategy for the development of novel antimalarial agents. A small series of reverse hydroxamate-based fosmidomycin analogues was synthesized and evaluated for their inhibitory activity against the recombinant 1-deoxy-D-xylulose 5-phosphate reductoisomerases (DXRs) of Escherichia coli and Plasmodium falciparum, as well as for their in vitro antiplasmodial activity and cytotoxicity.

KW - Antiprotozoal agents

KW - DOXP reductoisomerase

KW - Fosmidomycin

KW - MEP pathway

KW - Reverse analogues

UR - https://www.scopus.com/pages/publications/77957653130

U2 - 10.1002/cmdc.201000276

DO - 10.1002/cmdc.201000276

M3 - Article

C2 - 20718073

AN - SCOPUS:77957653130

SN - 1860-7179

VL - 5

SP - 1673

EP - 1676

JO - ChemMedChem

JF - ChemMedChem

IS - 10

ER -

Synthesis and antiplasmodial activity of highly active reverse analogues of the antimalarial drug candidate fosmidomycin

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this