Synthesis, characterization and antioxidant activity of heterocyclic Schiff bases
Yükleniyor...
Dosyalar
Tarih
2020-08-04
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Journal of the Chinese Chemical Society
Erişim Hakkı
info:eu-repo/semantics/openAccess
Attribution-NonCommercial-ShareAlike 3.0 United States
Attribution-NonCommercial-ShareAlike 3.0 United States
Özet
Schiff base derivatives have gained great importance due to revealing a great
number of biological properties. Schiff bases were synthesized by treatment of
4-amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one (1) with various aldehydes in methanol at reflux. In addition, diamine was reacted with an aldehyde to yield the corresponding Schiff bases. The structures of synthesized
Schiff bases were elucidated by spectroscopic methods such as microanalysis,
1
H-NMR, 13C-NMR, and FTIR. Antioxidant activities of synthesized
Schiff bases were carried out using different antioxidant assays such as
1,1-diphenyl-2-picryl-hydrazyl free radical (DPPH•
) scavenging, 2,20
-azino-bis
(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) radical scavenging, and reducing power activity. (E)-4-((1H-indol-3-yl)methyleneamino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one (3), (E)-1,5-dimethyl-4-((2-methyl-1H-indol-3-yl)
methyleneamino)-2-phenyl-1H-pyrazol-3(2H)-one (5), (E)-1,5-dimethyl-2-phenyl-4-(thiophen-2-ylmethyleneamino)-1H-pyrazol-3(2H)-one (7), (E)-1,5-dimethyl2-phenyl-4-(quinolin-2-ylmethyleneamino)-1H-pyrazol-3(2H)-one (9), (1S,2S,
N1,N2)-N1,N2-bis((1H-indol-3-yl)methylene)cyclohexane-1,2-diamine (11),
and (1S,2S,N1,N2)-N1,N2-bis((2-methyl-1H-indol-3-yl)methylene)cyclohexane-1,2-diamine (12) were synthesized in high yields. Compound 5 displayed
a good ABTS•+ activity. Compound 3 revealed the outstanding activity in all
assays. Compound 7 has the best-reducing power ability in comparison to
other synthesized compounds. Although compounds 5, 11, 12 are new, compounds 3, 7, 9 are known. Due to revealing a good antioxidant activity, the
synthesized compounds (3, 5, 7) have the potential to be used as synthetic
antioxidant agents.
Açıklama
Anahtar Kelimeler
Antioxidant Activity, Chromatography, Heterocyclic, Schiff Base, Spectroscopy, Synthesis
Kaynak
WoS Q Değeri
Q3
Scopus Q Değeri
Q3
Cilt
67
Sayı
9
Künye
Aral T., Dağ, B., Kızılkaya, H., Genç, N. ve Erenler, R. (2020). Synthesis, characterization and antioxidant activity of heterocyclic Schiff bases. Journal of the Chinese Chemical Society, 67 (9), 99. 1696–1701. https://dx.doi.org/10.1002/jccs.202000161
