Antioxidative Activity of 1,3,5-Triazine Analogues
Incorporating Aminobenzene Sulfonamide, Aminoalcohol/Phenol,
Piperazine, Chalcone, or Stilbene Motifs

J 2020

Antioxidative Activity of 1,3,5-Triazine Analogues Incorporating Aminobenzene Sulfonamide, Aminoalcohol/Phenol, Piperazine, Chalcone, or Stilbene Motifs

HAVRÁNKOVÁ, Eva; Nikola ČALKOVSKÁ; Tereza PADRTOVÁ; Jozef CSÖLLEI; Radka OPATŘILOVÁ et al.

Základní údaje

Originální název

Antioxidative Activity of 1,3,5-Triazine Analogues Incorporating Aminobenzene Sulfonamide, Aminoalcohol/Phenol, Piperazine, Chalcone, or Stilbene Motifs

Autoři

HAVRÁNKOVÁ, Eva ; Nikola ČALKOVSKÁ; Tereza PADRTOVÁ; Jozef CSÖLLEI; Radka OPATŘILOVÁ a Pavel PAZDERA

Vydání

Molecules, Basel, MDPI, 2020, 1420-3049

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10608 Biochemistry and molecular biology

Stát vydavatele

Švýcarsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 4.412

Kód RIV

RIV/00216224:14310/20:00115547

Organizační jednotka

Přírodovědecká fakulta

DOI

https://doi.org/10.3390/molecules25081787

UT WoS

000534617300018

EID Scopus

2-s2.0-85083478735

Klíčová slova anglicky

s-triazine; 4-aminophenol; hydroxychalcone; hydroxystilbene; antioxidative activity; ABTS method

Štítky

14313010, rivok, ÚChL

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 26. 2. 2021 12:14, Mgr. Hana Hurtová

Anotace

V originále

A series of 1,3,5-triazine analogues, incorporating aminobenzene sulfonamide, aminoalcohol/phenol, piperazine, chalcone, or stilbene structural motifs, were evaluated as potential antioxidants. The compounds were prepared by using step-by-step nucleophilic substitution of chlorine atoms in starting 2,4,6-trichloro-1,3,5-triazine. Reactions were catalyzed by Cu(I)-supported on a weakly acidic resin. The radical scavenging activity was determined in terms of %inhibition activity and EC50, using the ABTS method. Trolox and ascorbic acid (ASA) were used as standards. In the lowest concentration 1 * 10-4 M, the %inhibition activity values at 0 min were comparable with both standards at least for 10 compounds. After 60 min, compounds 5, 6, 13, and 25 showed nearly twice %inhibition (73.44-87.09%) in comparison with the standards (Trolox = 41.49%; ASA = 31.07%). Values of EC50 at 60 min (17.16-27.78 muM) were 5 times lower for compounds 5, 6, 13, and 25 than EC50 of both standards (trolox = 178.33 muM; ASA = 147.47 muM). Values of EC50 correlated with %inhibition activity. Based on these results, the presented 1,3,5-triazine analogues have a high potential in the treatment of illnesses caused or related to oxidative stress.

Citovat

HAVRÁNKOVÁ, Eva; Nikola ČALKOVSKÁ; Tereza PADRTOVÁ; Jozef CSÖLLEI; Radka OPATŘILOVÁ a Pavel PAZDERA. Antioxidative Activity of 1,3,5-Triazine Analogues Incorporating Aminobenzene Sulfonamide, Aminoalcohol/Phenol, Piperazine, Chalcone, or Stilbene Motifs. Molecules. Basel: MDPI, 2020, roč. 25, č. 8, s. 1-15. ISSN 1420-3049. Dostupné z: https://doi.org/10.3390/molecules25081787.

@article{1646780,
   author = {Havránková, Eva and Čalkovská, Nikola and Padrtová, Tereza and Csöllei, Jozef and Opatřilová, Radka and Pazdera, Pavel},
   article_location = {Basel},
   article_number = {8},
   doi = {https://doi.org/10.3390/molecules25081787},
   keywords = {s-triazine; 4-aminophenol; hydroxychalcone; hydroxystilbene; antioxidative activity; ABTS method},
   language = {eng},
   issn = {1420-3049},
   journal = {Molecules},
   title = {Antioxidative Activity of 1,3,5-Triazine Analogues Incorporating Aminobenzene Sulfonamide, Aminoalcohol/Phenol, Piperazine, Chalcone, or Stilbene Motifs},
   url = {https://doi.org/10.3390/molecules25081787},
   volume = {25},
   year = {2020}
}

TY  - JOUR
ID  - 1646780
AU  - Havránková, Eva - Čalkovská, Nikola - Padrtová, Tereza - Csöllei, Jozef - Opatřilová, Radka - Pazdera, Pavel
PY  - 2020
TI  - Antioxidative Activity of 1,3,5-Triazine Analogues Incorporating Aminobenzene Sulfonamide, Aminoalcohol/Phenol, Piperazine, Chalcone, or Stilbene Motifs
JF  - Molecules
VL  - 25
IS  - 8
SP  - 1-15
EP  - 1-15
PB  - MDPI
SN  - 14203049
KW  - s-triazine
KW  - 4-aminophenol
KW  - hydroxychalcone
KW  - hydroxystilbene
KW  - antioxidative activity
KW  - ABTS method
UR  - https://doi.org/10.3390/molecules25081787
L2  - https://doi.org/10.3390/molecules25081787
N2  - A series of 1,3,5-triazine analogues, incorporating aminobenzene sulfonamide, aminoalcohol/phenol, piperazine, chalcone, or stilbene structural motifs, were evaluated as potential antioxidants. The compounds were prepared by using step-by-step nucleophilic substitution of chlorine atoms in starting 2,4,6-trichloro-1,3,5-triazine. Reactions were catalyzed by Cu(I)-supported on a weakly acidic resin. The radical scavenging activity was determined in terms of %inhibition activity and EC50, using the ABTS method. Trolox and ascorbic acid (ASA) were used as standards. In the lowest concentration 1 * 10-4 M, the %inhibition activity values at 0 min were comparable with both standards at least for 10 compounds. After 60 min, compounds 5, 6, 13, and 25 showed nearly twice %inhibition (73.44-87.09%) in comparison with the standards (Trolox = 41.49%; ASA = 31.07%). Values of EC50 at 60 min (17.16-27.78 muM) were 5 times lower for compounds 5, 6, 13, and 25 than EC50 of both standards (trolox = 178.33 muM; ASA = 147.47 muM). Values of EC50 correlated with %inhibition activity. Based on these results, the presented 1,3,5-triazine analogues have a high potential in the treatment of illnesses caused or related to oxidative stress.
ER  -

HAVRÁNKOVÁ, Eva; Nikola ČALKOVSKÁ; Tereza PADRTOVÁ; Jozef CSÖLLEI; Radka OPATŘILOVÁ a Pavel PAZDERA. Antioxidative Activity of 1,3,5-Triazine Analogues Incorporating Aminobenzene Sulfonamide, Aminoalcohol/Phenol, Piperazine, Chalcone, or Stilbene Motifs. \textit{Molecules}. Basel: MDPI, 2020, roč.~25, č.~8, s.~1-15. ISSN~1420-3049. Dostupné z: https://doi.org/10.3390/molecules25081787.

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