TY - JOUR
T1 - IspC as target for antiinfective drug discovery
T2 - Synthesis, enantiomeric separation, and structural biology of fosmidomycin thia isosters
AU - Kunfermann, Andrea
AU - Lienau, Claudia
AU - Illarionov, Boris
AU - Held, Jana
AU - Gräwert, Tobias
AU - Behrendt, Christoph T.
AU - Werner, Philipp
AU - Hähn, Saskia
AU - Eisenreich, Wolfgang
AU - Riederer, Ulrich
AU - Mordmüller, Benjamin
AU - Bacher, Adelbert
AU - Fischer, Markus
AU - Groll, Michael
AU - Kurz, Thomas
PY - 2013/10/24
Y1 - 2013/10/24
N2 - The emergence and spread of multidrug-resistant pathogens are widely believed to endanger human health. New drug targets and lead compounds exempt from cross-resistance with existing drugs are urgently needed. We report on the synthesis and properties of "reverse" thia analogs of fosmidomycin, which inhibit the first committed enzyme of a metabolic pathway that is essential for the causative agents of tuberculosis and malaria but is absent in the human host. Notably, IspC displays a high level of enantioselectivity for an α-substituted fosmidomycin derivative.
AB - The emergence and spread of multidrug-resistant pathogens are widely believed to endanger human health. New drug targets and lead compounds exempt from cross-resistance with existing drugs are urgently needed. We report on the synthesis and properties of "reverse" thia analogs of fosmidomycin, which inhibit the first committed enzyme of a metabolic pathway that is essential for the causative agents of tuberculosis and malaria but is absent in the human host. Notably, IspC displays a high level of enantioselectivity for an α-substituted fosmidomycin derivative.
UR - http://www.scopus.com/inward/record.url?scp=84886539599&partnerID=8YFLogxK
U2 - 10.1021/jm4012559
DO - 10.1021/jm4012559
M3 - Article
C2 - 24032981
AN - SCOPUS:84886539599
SN - 0022-2623
VL - 56
SP - 8151
EP - 8162
JO - Journal of Medicinal Chemistry
JF - Journal of Medicinal Chemistry
IS - 20
ER -
