PPO-Inhibiting Herbicides and Structurally Relevant Schiff
Bases: Evaluation of Inhibitory Activities against Human
Protoporphyrinogen Oxidase

J 2021

PPO-Inhibiting Herbicides and Structurally Relevant Schiff Bases: Evaluation of Inhibitory Activities against Human Protoporphyrinogen Oxidase

JAKUBEK, Milan, Michal MASAŘÍK, Tomas BRIZA, Robert KAPLANEK, Katerina VESELA et. al.

Základní údaje

Originální název

PPO-Inhibiting Herbicides and Structurally Relevant Schiff Bases: Evaluation of Inhibitory Activities against Human Protoporphyrinogen Oxidase

Autoři

JAKUBEK, Milan (203 Česká republika), Michal MASAŘÍK (203 Česká republika, domácí), Tomas BRIZA (203 Česká republika), Robert KAPLANEK (203 Česká republika), Katerina VESELA (203 Česká republika), Nikita ABRAMENKO a Pavel MARTASEK (203 Česká republika)

Vydání

Processes, Basel, MDPI, 2021, 2227-9717

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

20402 Chemical process engineering

Stát vydavatele

Švýcarsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 3.352

Kód RIV

RIV/00216224:14110/21:00121763

Organizační jednotka

Lékařská fakulta

DOI

http://dx.doi.org/10.3390/pr9020383

UT WoS

000623166400001

Klíčová slova anglicky

protoporphyrinogen oxidase; inhibitors; herbicides

Štítky

14110515, 14110518, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 21. 3. 2022 07:54, Mgr. Tereza Miškechová

Anotace

V originále

The study of human protoporphyrinogen oxidase (hPPO) inhibition can contribute significantly to a better understanding of some pathogeneses (e.g., porphyria, herbicide exposure) and the development of anticancer agents. Therefore, we prepared new potential inhibitors with Schiff base structural motifs (2-hydroxybenzaldehyde-based Schiff bases 9-13 and chromanone derivatives 17-19) as structurally relevant to PPO herbicides. The inhibitory activities (represented by the half maximal inhibitory concentration (IC50) values) and enzymatic interactions (represented by the hPPO melting temperatures) of these synthetic compounds and commercial PPO herbicides used against hPPO were studied by a protoporphyrin IX fluorescence assay. In the case of PPO herbicides, significant hPPO inhibition and changes in melting temperature were observed for oxyfluorten, oxadiazon, lactofen, butafenacil, saflufenacil, oxadiargyl, chlornitrofen, and especially fomesafen. Nevertheless, the prepared compounds did not display significant inhibitory activity or changes in the hPPO melting temperature. However, a designed model of hPPO inhibitors based on the determined IC50 values and a docking study (by using AutoDock) found important parts of the herbicide structural motif for hPPO inhibition. This model could be used to better predict PPO herbicidal toxicity and improve the design of synthetic inhibitors.

Citovat

JAKUBEK, Milan, Michal MASAŘÍK, Tomas BRIZA, Robert KAPLANEK, Katerina VESELA, Nikita ABRAMENKO a Pavel MARTASEK. PPO-Inhibiting Herbicides and Structurally Relevant Schiff Bases: Evaluation of Inhibitory Activities against Human Protoporphyrinogen Oxidase. Processes. Basel: MDPI, 2021, roč. 9, č. 2, s. 1-16. ISSN 2227-9717. Dostupné z: https://dx.doi.org/10.3390/pr9020383.

@article{1775941,
   author = {Jakubek, Milan and Masařík, Michal and Briza, Tomas and Kaplanek, Robert and Vesela, Katerina and Abramenko, Nikita and Martasek, Pavel},
   article_location = {Basel},
   article_number = {2},
   doi = {http://dx.doi.org/10.3390/pr9020383},
   keywords = {protoporphyrinogen oxidase; inhibitors; herbicides},
   language = {eng},
   issn = {2227-9717},
   journal = {Processes},
   title = {PPO-Inhibiting Herbicides and Structurally Relevant Schiff Bases: Evaluation of Inhibitory Activities against Human Protoporphyrinogen Oxidase},
   url = {https://www.mdpi.com/2227-9717/9/2/383},
   volume = {9},
   year = {2021}
}

TY  - JOUR
ID  - 1775941
AU  - Jakubek, Milan - Masařík, Michal - Briza, Tomas - Kaplanek, Robert - Vesela, Katerina - Abramenko, Nikita - Martasek, Pavel
PY  - 2021
TI  - PPO-Inhibiting Herbicides and Structurally Relevant Schiff Bases: Evaluation of Inhibitory Activities against Human Protoporphyrinogen Oxidase
JF  - Processes
VL  - 9
IS  - 2
SP  - 1-16
EP  - 1-16
PB  - MDPI
SN  - 22279717
KW  - protoporphyrinogen oxidase
KW  - inhibitors
KW  - herbicides
UR  - https://www.mdpi.com/2227-9717/9/2/383
N2  - The study of human protoporphyrinogen oxidase (hPPO) inhibition can contribute significantly to a better understanding of some pathogeneses (e.g., porphyria, herbicide exposure) and the development of anticancer agents. Therefore, we prepared new potential inhibitors with Schiff base structural motifs (2-hydroxybenzaldehyde-based Schiff bases 9-13 and chromanone derivatives 17-19) as structurally relevant to PPO herbicides. The inhibitory activities (represented by the half maximal inhibitory concentration (IC50) values) and enzymatic interactions (represented by the hPPO melting temperatures) of these synthetic compounds and commercial PPO herbicides used against hPPO were studied by a protoporphyrin IX fluorescence assay. In the case of PPO herbicides, significant hPPO inhibition and changes in melting temperature were observed for oxyfluorten, oxadiazon, lactofen, butafenacil, saflufenacil, oxadiargyl, chlornitrofen, and especially fomesafen. Nevertheless, the prepared compounds did not display significant inhibitory activity or changes in the hPPO melting temperature. However, a designed model of hPPO inhibitors based on the determined IC50 values and a docking study (by using AutoDock) found important parts of the herbicide structural motif for hPPO inhibition. This model could be used to better predict PPO herbicidal toxicity and improve the design of synthetic inhibitors.
ER  -

JAKUBEK, Milan, Michal MASAŘÍK, Tomas BRIZA, Robert KAPLANEK, Katerina VESELA, Nikita ABRAMENKO a Pavel MARTASEK. PPO-Inhibiting Herbicides and Structurally Relevant Schiff Bases: Evaluation of Inhibitory Activities against Human Protoporphyrinogen Oxidase. \textit{Processes}. Basel: MDPI, 2021, roč.~9, č.~2, s.~1-16. ISSN~2227-9717. Dostupné z: https://dx.doi.org/10.3390/pr9020383.

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