Synthesis, Biological Activities and Molecular Docking Studies of New Schiff Bases Derivatives

Yıl 2020, Cilt: 10 Sayı: 3, 681 - 694, 15.07.2020

Dilek Ünlüer , Yasemin Ünver , Ersan Bektaş , Şahin Direkel , Muhammet Karaman , Halide Sedef Karaman

https://doi.org/10.17714/gumusfenbil.679313

Cited By: 1

Öz

In this study, new thiophene
Schiff bases with morpholine (1,2) were synthesized. The structures of the
compounds were confirmed by ¹H-NMR, ¹³C-NMR and IR
spectrometry and their antioxidant, antibacterial,
antileishmanial and enzyme activities were tested. The antioxidant activities observed from compounds
1 and 2 were remarkably high. According to the results
obtained in our study, the compounds did not have antileishmanial activity (MIC
>20000 µg/ml). It was determined that the synthesized compounds had different
rates of antibacterial activity against nine different standard bacterial
isolates. Enzyme inhibition effect of the compounds 1 and 2 was unimportant
level and the compound exhibited low binding affinity against the enzyme in
molecular docking studies. The compounds 1 and 2 formed many 𝜋 interactions with active site
residue, however, they do not inhibit the enzyme due to did not interact with
key residues of the enzymes. Our in silico and in vitro studies results were
compatible with each other. As a result, the compounds 1 and 2 may be used as
antioxidant and antimicrobial drugs, If they can be investigated as drug
candidates.

Anahtar Kelimeler

Antibacterial, Antileishmanial, Antioxidant, Enzym Activity, Morpholine, Schiff Base

Yeni Schiff Bazlı Bileşiklerin Sentezi, Biyolojik Aktivite ve Moleküler Docking Çalışmaları

Öz

Bu çalışmada,
morfolinli (1,2) yeni tiyofen Schiff bazları sentezlenmiştir. Bileşiklerin
yapıları, 1H-NMR, 13C-NMR ve IR spektrometrisi ile doğrulanarak antioksidan,
antibakteriyel, antileishmanial ve enzim aktiviteleri test edilmiştir. Bileşik
1 ve 2'den gözlemlenen antioksidan aktiviteler dikkat çekici derecede yüksek
olarak belirlenmiştir. Çalışmamızda elde edilen sonuçlara göre, bileşikler
antileishmanial aktivite göstermemiştir (MIC> 20000 µg / ml). Sentezlenen
bileşiklerin dokuz farklı standart bakteri izolatına karşı farklı
antibakteriyel aktivite oranlarına sahip olduğu belirlenmiştir. Bileşik 1 ve
2'nin enzim inhibisyon etkisi önemsiz düzeyde olup ve bu bileşikler moleküler
docking çalışmalarında enzimlere karşı düşük bağlanma afinitesi
sergilemişlerdir.   

Bileşik 1
ve 2, aktif bölge kalıntısı ile birçok 𝜋 etkileşimi oluşturmuştur., Ancak, bu enzimlerin
önemli  kalıntıları ile etkileşime
girmediği için enzimleri inhibe etmemişleridir. In siliko ve in vitro çalışma
sonuçları birbiri ile uyumludur. Sonuç olarak bileşikler 1 ve 2, ilaç olarak
araştırılırsa, antioksidan ve antimikrobiyal ilaçlar olarak kullanılabilir.

Anahtar Kelimeler

Antibakteriyel, Antileishmanial, Antioksidan, Enzim Aktivitesi, Morfolin, Schiff Bazı

Kaynakça

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