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 (203 Česká republika, domácí), Nikola ČALKOVSKÁ (203 Česká republika, domácí), Tereza PADRTOVÁ (203 Česká republika, domácí), Jozef CSÖLLEI (203 Česká republika, domácí), Radka OPATŘILOVÁ (203 Česká republika, domácí) a Pavel PAZDERA (203 Česká republika, garant, domácí)

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: 4.411

Kód RIV

RIV/00216224:14310/20:00115547

Organizační jednotka

Přírodovědecká fakulta

DOI

http://dx.doi.org/10.3390/molecules25081787

UT WoS

000534617300018

Klíčová slova anglicky

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

Štítky

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://dx.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 = {http://dx.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://dx.doi.org/10.3390/molecules25081787.

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