Non-psychotropic cannabinoids as inhibitors of TET1 protein

J 2022

Non-psychotropic cannabinoids as inhibitors of TET1 protein

ANTONYOVÁ, Veronika, Zdeněk KEJÍK, Tereza BROGYANYI, Robert KAPLÁNEK, Kateřina VESELÁ et. al.

Základní údaje

Originální název

Non-psychotropic cannabinoids as inhibitors of TET1 protein

Autoři

ANTONYOVÁ, Veronika (203 Česká republika), Zdeněk KEJÍK (203 Česká republika), Tereza BROGYANYI (203 Česká republika), Robert KAPLÁNEK (203 Česká republika), Kateřina VESELÁ (203 Česká republika), Nikita ABRAMENKO (203 Česká republika), Tomáš OCELKA (203 Česká republika), Michal MASAŘÍK (203 Česká republika, domácí), Adam MATKOWSKI (616 Polsko), Jakub GBUREK (616 Polsko), Renata ABEL (616 Polsko), Andrean GOEDE (276 Německo), Robert PREISSNER (276 Německo), Petr NOVOTNÝ (203 Česká republika) a Milan JAKUBEK (203 Česká republika, garant)

Vydání

Bioorganic Chemistry, San Dieo, ACADEMIC PRESS INC ELSEVIER SCIENCE, 2022, 0045-2068

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

30105 Physiology

Stát vydavatele

Slovinsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 5.100

Kód RIV

RIV/00216224:14110/22:00125768

Organizační jednotka

Lékařská fakulta

DOI

http://dx.doi.org/10.1016/j.bioorg.2022.105793

UT WoS

000819757600001

Klíčová slova anglicky

Cannabinoids; TET1 protein; Iron chelation; DNA methylation; Epigenetic

Štítky

14110515, 14110518, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 19. 7. 2022 10:51, Mgr. Tereza Miškechová

Anotace

V originále

Non-psychotropic cannabinoids (e.g., cannabidiol, cannabinol and cannabigerol) are contained in numerous alimentary and medicinal products. Therefore, predicting and studying their possible side effects, such as changes in DNA methylation, is an important task for assessing the safety of these products. Interference with TET enzymes by chelating ferrous ions can contribute to the altered methylation pattern. All tested cannabinoids displayed a strong affinity for Fe(II) ions. Cannabidiol and cannabinol exhibited potent inhibitory activities (IC50 = 4.8 and 6.27 μM, respectively) towards the TET1 protein, whereas cannabigerol had no effect on the enzyme activity. An in silico molecular docking study revealed marked binding potential within the catalytic cavity for CBD/CBN, but some affinity was also found for CBG, thus the total lack of activity remains unexplained. These results imply that cannabinoids could affect the activity of the TET1 protein not only due to their affinity for Fe(II) but also due to other types of interactions (e.g., hydrophobic interactions and hydrogen bonding).

Návaznosti

LM2018133, projekt VaV

Název: Český národní uzel Evropské infrastruktury pro translační medicínu (Akronym: EATRIS-ERIC-CZ)

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, Involvement of Czech Translational Medicine Infrastructure to the European Advanced Translational Research Infrastructure in Medicine

NU21-08-00407, projekt VaV

Název: Funkční nanoroboti pro navigovanou kombinovanou nádorovou terapii

Investor: Ministerstvo zdravotnictví ČR, Funkční nanoroboti pro navigovanou kombinovanou nádorovou terapii, Podprogram 1 - standardní

TN01000013, projekt VaV

Název: Personalizovaná medicína - diagnostika a terapie

Investor: Technologická agentura ČR, Personalizovaná medicína - diagnostika a terapie

Citovat

ANTONYOVÁ, Veronika, Zdeněk KEJÍK, Tereza BROGYANYI, Robert KAPLÁNEK, Kateřina VESELÁ, Nikita ABRAMENKO, Tomáš OCELKA, Michal MASAŘÍK, Adam MATKOWSKI, Jakub GBUREK, Renata ABEL, Andrean GOEDE, Robert PREISSNER, Petr NOVOTNÝ a Milan JAKUBEK. Non-psychotropic cannabinoids as inhibitors of TET1 protein. Bioorganic Chemistry. San Dieo: ACADEMIC PRESS INC ELSEVIER SCIENCE, 2022, roč. 124, July 2022, s. 1-8. ISSN 0045-2068. Dostupné z: https://dx.doi.org/10.1016/j.bioorg.2022.105793.

@article{1851239,
   author = {Antonyová, Veronika and Kejík, Zdeněk and Brogyanyi, Tereza and Kaplánek, Robert and Veselá, Kateřina and Abramenko, Nikita and Ocelka, Tomáš and Masařík, Michal and Matkowski, Adam and Gburek, Jakub and Abel, Renata and Goede, Andrean and Preissner, Robert and Novotný, Petr and Jakubek, Milan},
   article_location = {San Dieo},
   article_number = {July 2022},
   doi = {http://dx.doi.org/10.1016/j.bioorg.2022.105793},
   keywords = {Cannabinoids; TET1 protein; Iron chelation; DNA methylation; Epigenetic},
   language = {eng},
   issn = {0045-2068},
   journal = {Bioorganic Chemistry},
   title = {Non-psychotropic cannabinoids as inhibitors of TET1 protein},
   url = {https://www.sciencedirect.com/science/article/pii/S0045206822001985},
   volume = {124},
   year = {2022}
}

TY  - JOUR
ID  - 1851239
AU  - Antonyová, Veronika - Kejík, Zdeněk - Brogyanyi, Tereza - Kaplánek, Robert - Veselá, Kateřina - Abramenko, Nikita - Ocelka, Tomáš - Masařík, Michal - Matkowski, Adam - Gburek, Jakub - Abel, Renata - Goede, Andrean - Preissner, Robert - Novotný, Petr - Jakubek, Milan
PY  - 2022
TI  - Non-psychotropic cannabinoids as inhibitors of TET1 protein
JF  - Bioorganic Chemistry
VL  - 124
IS  - July 2022
SP  - 1-8
EP  - 1-8
PB  - ACADEMIC PRESS INC ELSEVIER SCIENCE
SN  - 00452068
KW  - Cannabinoids
KW  - TET1 protein
KW  - Iron chelation
KW  - DNA methylation
KW  - Epigenetic
UR  - https://www.sciencedirect.com/science/article/pii/S0045206822001985
N2  - Non-psychotropic cannabinoids (e.g., cannabidiol, cannabinol and cannabigerol) are contained in numerous alimentary and medicinal products. Therefore, predicting and studying their possible side effects, such as changes in DNA methylation, is an important task for assessing the safety of these products. Interference with TET enzymes by chelating ferrous ions can contribute to the altered methylation pattern. All tested cannabinoids displayed a strong affinity for Fe(II) ions. Cannabidiol and cannabinol exhibited potent inhibitory activities (IC50 = 4.8 and 6.27 μM, respectively) towards the TET1 protein, whereas cannabigerol had no effect on the enzyme activity. An in silico molecular docking study revealed marked binding potential within the catalytic cavity for CBD/CBN, but some affinity was also found for CBG, thus the total lack of activity remains unexplained. These results imply that cannabinoids could affect the activity of the TET1 protein not only due to their affinity for Fe(II) but also due to other types of interactions (e.g., hydrophobic interactions and hydrogen bonding).
ER  -

ANTONYOVÁ, Veronika, Zdeněk KEJÍK, Tereza BROGYANYI, Robert KAPLÁNEK, Kateřina VESELÁ, Nikita ABRAMENKO, Tomáš OCELKA, Michal MASAŘÍK, Adam MATKOWSKI, Jakub GBUREK, Renata ABEL, Andrean GOEDE, Robert PREISSNER, Petr NOVOTNÝ a Milan JAKUBEK. Non-psychotropic cannabinoids as inhibitors of TET1 protein. \textit{Bioorganic Chemistry}. San Dieo: ACADEMIC PRESS INC ELSEVIER SCIENCE, 2022, roč.~124, July 2022, s.~1-8. ISSN~0045-2068. Dostupné z: https://dx.doi.org/10.1016/j.bioorg.2022.105793.

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