Highly selective inhibitors of protein kinases CLK and HIPK
with the furo[3,2-b]pyridine core

J 2021

Highly selective inhibitors of protein kinases CLK and HIPK with the furo[3,2-b]pyridine core

NĚMEC, Václav; Lukáš MAIER; Benedict-Tilman BERGER; Apirat CHAIKUAD; Stanislav DRÁPELA et al.

Základní údaje

Originální název

Highly selective inhibitors of protein kinases CLK and HIPK with the furo[3,2-b]pyridine core

Autoři

NĚMEC, Václav; Lukáš MAIER; Benedict-Tilman BERGER; Apirat CHAIKUAD; Stanislav DRÁPELA; Karel SOUČEK; Stefan KNAPP a Kamil PARUCH

Vydání

European Journal of Medicinal Chemistry, Elsevier Masson s.r.l. 2021, 0223-5234

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10608 Biochemistry and molecular biology

Stát vydavatele

Francie

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 7.088

Označené pro přenos do RIV

Ano

Kód RIV

RIV/00216224:14310/21:00121502

Organizační jednotka

Přírodovědecká fakulta

Klíčová slova anglicky

Kinase; Inhibitor; Furo[3.2-b]pyridine; HIPK; MU135; MU1787; CLK; MU1210

Štítky

14313010, 14314010, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 20. 2. 2023 08:28, Mgr. Marie Novosadová Šípková, DiS.

Anotace

V originále

The furo [3,2-b]pyridine motif represents a relatively underexplored central pharmacophore in the area of kinase inhibitors. Herein, we report flexible synthesis of 3,5-disubstituted furo [3,2-b]pyridines that relies on chemoselective couplings of newly prepared 5-chloro-3-iodofuro [3,2-b]pyridine. This methodology allowed efficient second-generation synthesis of the state-of-the-art chemical biology probe for CLK1/2/4 MU1210, and identification of the highly selective inhibitors of HIPKs MU135 and MU1787 which are presented and characterized in this study, including the X-ray crystal structure of MU135 in HIPK2. chemical biology probe (c) 2021 Published by Elsevier Masson SAS.

Návaznosti

EF16_025/0007381, projekt VaV

Název: Preklinická progrese nových organických sloučenin s cílenou biologickou aktivitou

LM2018130, projekt VaV

Název: Národní infrastruktura chemické biologie (Akronym: CZ-OPENSCREEN)

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, CZ-OPENSCREEN: National Infrastructure for Chemical Biology

Citovat

NĚMEC, Václav; Lukáš MAIER; Benedict-Tilman BERGER; Apirat CHAIKUAD; Stanislav DRÁPELA; Karel SOUČEK; Stefan KNAPP a Kamil PARUCH. Highly selective inhibitors of protein kinases CLK and HIPK with the furo[3,2-b]pyridine core. European Journal of Medicinal Chemistry. Elsevier Masson s.r.l., 2021, roč. 215, April, s. "113299", 8 s. ISSN 0223-5234. Dostupné z: https://doi.org/10.1016/j.ejmech.2021.113299.

@article{1764607,
   author = {Němec, Václav and Maier, Lukáš and Berger, BenedictandTilman and Chaikuad, Apirat and Drápela, Stanislav and Souček, Karel and Knapp, Stefan and Paruch, Kamil},
   article_number = {April},
   doi = {https://doi.org/10.1016/j.ejmech.2021.113299},
   keywords = {Kinase; Inhibitor; Furo[3.2-b]pyridine; HIPK; MU135; MU1787; CLK; MU1210},
   language = {eng},
   issn = {0223-5234},
   journal = {European Journal of Medicinal Chemistry},
   title = {Highly selective inhibitors of protein kinases CLK and HIPK with the furo[3,2-b]pyridine core},
   url = {https://doi.org/10.1016/j.ejmech.2021.113299},
   volume = {215},
   year = {2021}
}

TY  - JOUR
ID  - 1764607
AU  - Němec, Václav - Maier, Lukáš - Berger, Benedict-Tilman - Chaikuad, Apirat - Drápela, Stanislav - Souček, Karel - Knapp, Stefan - Paruch, Kamil
PY  - 2021
TI  - Highly selective inhibitors of protein kinases CLK and HIPK with the furo[3,2-b]pyridine core
JF  - European Journal of Medicinal Chemistry
VL  - 215
IS  - April
SP  - "113299"
EP  - "113299"
PB  - Elsevier Masson s.r.l.
SN  - 02235234
KW  - Kinase
KW  - Inhibitor
KW  - Furo[3.2-b]pyridine
KW  - HIPK
KW  - MU135
KW  - MU1787
KW  - CLK
KW  - MU1210
UR  - https://doi.org/10.1016/j.ejmech.2021.113299
N2  - The furo [3,2-b]pyridine motif represents a relatively underexplored central pharmacophore in the area of kinase inhibitors. Herein, we report flexible synthesis of 3,5-disubstituted furo [3,2-b]pyridines that relies on chemoselective couplings of newly prepared 5-chloro-3-iodofuro [3,2-b]pyridine. This methodology allowed efficient second-generation synthesis of the state-of-the-art chemical biology probe for CLK1/2/4 MU1210, and identification of the highly selective inhibitors of HIPKs MU135 and MU1787 which are presented and characterized in this study, including the X-ray crystal structure of MU135 in HIPK2. chemical biology probe (c) 2021 Published by Elsevier Masson SAS.
ER  -

NĚMEC, Václav; Lukáš MAIER; Benedict-Tilman BERGER; Apirat CHAIKUAD; Stanislav DRÁPELA; Karel SOUČEK; Stefan KNAPP a Kamil PARUCH. Highly selective inhibitors of protein kinases CLK and HIPK with the furo[3,2-b]pyridine core. \textit{European Journal of Medicinal Chemistry}. Elsevier Masson s.r.l., 2021, roč.~215, April, s.~''113299'', 8 s. ISSN~0223-5234. Dostupné z: https://doi.org/10.1016/j.ejmech.2021.113299.

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