TY  - JOUR
A1  - Krasavin, Mikhail
A1  - Zhukovsky, Daniil
A1  - Solovyev, Igor
A1  - Barkhatova, Darina
A1  - Dar'in, Dmitry
A1  - Frank, Denia
A1  - Martinelli, Giada
A1  - Weizel, Lilia
A1  - Proschak, Anna
A1  - Rotter, Marco
A1  - Kramer, Jan S.
A1  - Brunst, Steffen
A1  - Wichelhaus, Thomas Alexander
A1  - Proschak, Ewgenij
T1  - RhII-catalyzed de-symmetrization of ethane-1,2-dithiol and propane-1,3-dithiol yields metallo-β-lactamase inhibitors
T2  - ChemMedChem
N2  - Diversity-oriented synthesis (DOS) is a rich source for novel lead structures in Medicinal Chemistry. In this study, we present a DOS-compatible method for synthesis of compounds bearing a free thiol moiety. The procedure relies on Rh(II)-catalyzed coupling of dithiols to diazo building blocks. The synthetized library was probed against metallo-β-lactamases (MBLs) NDM-1 and VIM-1. Biochemical and biological evaluation led to identification of novel potent MBL inhibitors with antibiotic adjuvant activity.
KW  - multiresistant bacteria
KW  - metallo β lactamases
KW  - thiol inhibitors
KW  - Rh(II) catalysis
KW  - diazo compounds
Y1  - 2021
UR  - http://publikationen.ub.uni-frankfurt.de/frontdoor/index/index/docId/63929
UR  - https://nbn-resolving.org/urn:nbn:de:hebis:30:3-639290
SN  - 1860-7187
N1  - This research was supported by the German Research Foundation and Russian Basic Research Foundation (DFG-RBRF joint research grant PR/1405/8-1; 21-53-12001). E.P. thanks DFG for Heisenberg-Professorship PR1405/7-1. Open Access funding enabled and organized by Projekt DEAL.
VL  - 16
IS  - 22
SP  - 3410
EP  - 3417
PB  - Wiley-VCH
CY  - Weinheim [u.a.]
ER  -