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Submitted URL: http://uochb.cz/
Effective URL: https://www.uochb.cz/en
Submission: On June 26 via manual from NG — Scanned from DE
Effective URL: https://www.uochb.cz/en
Submission: On June 26 via manual from NG — Scanned from DE
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* About us
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CS
INSTITUTE OF ORGANIC CHEMISTRY
AND BIOCHEMISTRY OF THE CAS
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Novel purine nucleoside phosphorylase inhibitors
12 June 2023
Purine nucleoside phosphorylase (PNP) is a well-known molecular target with
potential therapeutic applications in the treatment of T-cell malignancies and
various bacterial and…
Continue reading
A new study broadens the understanding of the evolution of termites
5 June 2023
Termites are among the most abundant terrestrial animals and their success is
undoubtedly due to their ability to feed on dead trees. However, the cellulose
diet is deficient in…
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Thanks to his new discovery, Pavel Hobza stands a great chance at rewriting the
textbooks of…
24 May 2023
Pavel Hobza from the Institute of Organic Chemistry and Biochemistry of the
Czech Academy of Sciences and his team first contributed to the rewriting of
textbooks twenty years ago…
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EVENT CALENDAR
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19
JUL
International Symposium CURO-π5
19 July — 21 July 2023, Hermitage Hotel…
22
SEP
Invited Lecture – Makoto Fujita
22 September 2023, IOCB Prague
1
NOV
Molecular Rotor Workshop 2023
1 November — 5 November 2023, IOCB…
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PUBLICATIONS
All publications
Design, Synthesis, Biological Evaluation, and Crystallographic Study of Novel
Purine Nucleoside Phosphorylase Inhibitors
J. Skácel S. Đukić O. Baszczyňski F. Kalčic T. Bílek K. Chalupský J. Kozák A.
Dvořáková E. Tloušťová Z. Kráľová M. Šmídková J. Voldřich M. Rumlová P. Pachl J.
Brynda T. Vučková M. Fábry J. Snášel I. Pichová P. Řezáčová H.
Mertlíková-Kaiserová Z. Janeba + 10 more
Journal of Medicinal Chemistry 66 (10): 6652–6681 (2023)
Purine nucleoside phosphorylase (PNP) is a well-known molecular target with
potential therapeutic applications in the treatment of T-cell malignancies
and/or bacterial/parasitic infections. Here, we report the design, development
of synthetic methodology, and biological evaluation of a series of 30 novel PNP
inhibitors based on acyclic nucleoside phosphonates bearing a
9-deazahypoxanthine nucleobase. The strongest inhibitors exhibited IC50 values
as low as 19 nM (human PNP) and 4 nM (Mycobacterium tuberculosis (Mt) PNP) and
highly selective cytotoxicity toward various T-lymphoblastic cell lines with
CC50 values as low as 9 nM. No cytotoxic effect was observed on other cancer
cell lines (HeLa S3, HL60, HepG2) or primary PBMCs for up to 10 μM. We report
the first example of the PNP inhibitor exhibiting over 60-fold selectivity for
the pathogenic enzyme (MtPNP) over hPNP. The results are supported by a
crystallographic study of eight enzyme-inhibitor complexes and by ADMET
profiling in…
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The Impact of the Solvent Dielectric Constant on A←NH3 Dative Bond Depends on
the Nature of the Lewis Electron-Pair Systems
D. Manna R. Lo D. Nachtigallová Z. Trávníček P. Hobza
Chemistry - A European Journal 2023: Early View
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Curvature Matters: Modeling Calcium Binding to Neutral and Anionic Phospholipid
Bilayers
S. Yesylevskyy H. Martinez-Seara P. Jungwirth
Journal of Physical Chemistry B 127 (20): 4523–4531 (2023)
Go to the publication
Aza-Wolff rearrangement of N-fluoroalkyl triazoles to ketenimines
A. Kubíčková A. Markos S. Voltrová A. Marková J. Filgas B. Klepetářová P.
Slavíček P. Beier
Organic Chemistry Frontiers 2023: Early View
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