Isoprenoid biosynthesis as a target for antibacterial and antiparasitic drugs: phosphonohydroxamic acids as inhibitors of deoxyxylulose phosphate reducto-isomerase

The Biochemical Journal
Lionel KuntzMichel Rohmer

Abstract

Isoprenoid biosynthesis via the methylerythritol phosphate pathway is a target against pathogenic bacteria and the malaria parasite Plasmodium falciparum. 4-(Hydroxyamino)-4-oxobutylphosphonic acid and 4-[hydroxy(methyl)amino]-4-oxobutyl phosphonic acid, two novel inhibitors of DXR (1-deoxy-D-xylulose 5-phosphate reducto-isomerase), the second enzyme of the pathway, have been synthesized and compared with fosmidomycin, the best known inhibitor of this enzyme. The latter phosphonohydroxamic acid showed a high inhibitory activity towards DXR, much like fosmidomycin, as well as significant antibacterial activity against Escherichia coli in tests on Petri dishes.

References

Jan 1, 1976·The Journal of Antibiotics·N TsujiK Koizumi
May 10, 1974·Annals of the New York Academy of Sciences·F M KahanH Kropp
Nov 14, 1996·Biochimica Et Biophysica Acta·M J SculleyW W Cleland
Apr 18, 1998·Proceedings of the National Academy of Sciences of the United States of America·V M RichonP A Marks
Nov 20, 1998·The Journal of Antibiotics·M ShimizuT Sawai
Feb 15, 2001·Trends in Plant Science·W EisenreichA Bacher
Mar 30, 2001·Bioorganic & Medicinal Chemistry Letters·Armin ReichenbergHassan Jomaa
Jan 5, 2002·Biochemistry·Andrew T KoppischC D Poulter
Aug 17, 2002·Antimicrobial Agents and Chemotherapy·Jochen WiesnerHassan Jomaa
Jan 25, 2003·Antimicrobial Agents and Chemotherapy·Bertrand LellPeter Gottfried Kremsner
Jun 12, 2003·Bioorganic & Medicinal Chemistry Letters·Doris StoermerTakashi Tsukamoto
Jun 12, 2003·Bioorganic & Medicinal Chemistry Letters·Regina OrtmannMartin Schlitzer
Aug 26, 2003·Parasitology Research·Jochen WiesnerHassan Jomaa
Oct 2, 2003·Bioscience, Biotechnology, and Biochemistry·Yoshiko SakamotoMakari Yamasaki

Citations

Nov 17, 2009·Photosynthesis Research·Malcolm PossellC Nicholas Hewitt
Apr 14, 2011·Journal of the American Chemical Society·Weixue WangEric Oldfield
Jan 16, 2013·Journal of the American Chemical Society·Karnjapan JanthawornpongMyriam Seemann
Aug 27, 2011·Journal of Medicinal Chemistry·Christoph T BehrendtThomas Kurz
Jun 27, 2012·Journal of Medicinal Chemistry·Karin BrücherThomas Kurz
Sep 6, 2012·Nature Communications·Ingrid SpanMichael Groll
Feb 23, 2010·Proceedings of the National Academy of Sciences of the United States of America·Weixue WangEric Oldfield
Jun 11, 2010·Proceedings of the National Academy of Sciences of the United States of America·Weixue WangEric Oldfield
Mar 2, 2011·Antimicrobial Agents and Chemotherapy·Fabiana Morandi JordãoAlejandro Miguel Katzin
Apr 3, 2007·BMC Structural Biology·Tanja SgrajaWilliam N Hunter
Feb 26, 2014·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·René ChoforSerge Van Calenbergh
Jul 12, 2011·Cellular and Molecular Life Sciences : CMLS·Tobias GräwertW Eisenreich
Mar 7, 2007·International Journal of Antimicrobial Agents·Snehasis Jana, Jyoti Paliwal
Nov 23, 2013·Biochimie·Andréa HemmerlinThomas J Bach
Apr 3, 2012·Microbiology·Sinéad HeustonColin Hill
Mar 11, 2005·Expert Opinion on Investigational Drugs·Michael N Alekshun
Feb 11, 2015·Biochemical and Biophysical Research Communications·Ingo RekittkeUlrich Ermler
Feb 23, 2012·Scientific Reports·Tomonobu UmedaKazuo T Nakamura
Jun 23, 2007·Bioorganic & Medicinal Chemistry Letters·Vincent DevreuxSerge Van Calenbergh
Aug 24, 2005·Chembiochem : a European Journal of Chemical Biology·Ludovic MerckléChristopher R A Godfrey
Nov 13, 2007·Archiv der Pharmazie·Thomas KurzR D Walter
Feb 27, 2008·Chemical Biology & Drug Design·Nitendra K SahuDharm Veer Kohli
May 8, 2013·Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan·Nobutada TanakaKazuo T Nakamura
Jun 5, 2019·Current Topics in Medicinal Chemistry·Dharmendra K YadavSandeep Chaudhary
Oct 28, 2019·Journal of Computer-aided Molecular Design·Fanny S KrebsRoland H Stote
Sep 1, 2009·Expert Review of Clinical Pharmacology·Athar AlamUday Bandyopadhyay
Feb 21, 2019·Journal of Computer-aided Molecular Design·P ChellapandiA Prisilla
May 15, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Gur PinesCarrie A Eckert
May 15, 2018·Biomedicine & Pharmacotherapy = Biomédecine & Pharmacothérapie·Sahil KumarRajesh K Singh
Dec 12, 2020·European Journal of Medicinal Chemistry·Sharyu Kesharwani, Sandeep Sundriyal
Mar 10, 2021·Future Journal of Pharmaceutical Sciences·Ramalingam PeramanSanthivardhan Chinni
Jun 8, 2019·Bioorganic Chemistry·Mathilde MunierCatherine Grosdemange-Billiard

Related Concepts

Fosmidomycin sodium salt
YaeM protein, E coli
4-((hydroxy(methyl)amino)-4-oxobutyl)phosphonic acid
4-(hydroxyamino)-4-oxobutylphosphonic acid
Antibiotics
Antimalarials
butyrate
Enzyme Inhibitors
Alkalescens-Dispar Group
Monuril

Related Feeds

Antimalarial Agents

Antimalarial agents, also known as antimalarials, are designed to prevent or cure malaria. Discover the latest research on antimalarial agents here.

Antiparasitics

Antiparasitics are medications which are indicated for the treatment of parasitic diseases. Discover the latest research on antiparasitics here.

Antimalarial Agents (ASM)

Antimalarial agents, also known as antimalarials, are designed to prevent or cure malaria. Discover the latest research on antimalarial agents here.

Antifungals (ASM)

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.

Antifungals

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.