YENİ PİRİMİDO[1,2-a]PİRİMİDİN BİLEŞİKLERİNİN ANTİOKSİDAN VE ANTİBAKTERİYAL ÖZELLİKLERİNİN KARŞILAŞTIRILMASI

Year 2023, , 1 - 8, 20.01.2023

Duygu Bayramoğlu , Merve Demirbügen Öz , Merve Eylül Kıymacı

https://doi.org/10.33483/jfpau.1152331

Abstract

Amaç: Pirimidopirimidin yapı iskeletine sahip heterohalkalı bileşikler, sahip oldukları çok çeşitli biyolojik özellikleri sayesinde tıbbi kimya alanındaki araştırmacıların ilgi odağı olmuştur. Bu çalışma ile, bir seri yeni pirimido[1,2-a]pirimidin türevlerinin antioksidan kapasitesi ve antibakteriyel aktivitesi araştırılmıştır.

Gereç ve Yöntem: Sentezlenen tüm bileşiklerin in vitro antioksidan aktiviteleri 2,2-difenil-1-pikrilhidrazil (DPPH) radikal süpürme testi kullanılarak gerçekleştirilmiştir. Antibakteriyel aktivite çalışmaları, bazı Gram-pozitif ve negatif ATCC suşlarına karşı minimum inhibisyon konsantrasyonu (MİK) olarak Avrupa Antimikrobiyal Duyarlılık Testi standartlarına göre sıvı mikrodilüsyon yöntemi kullanılarak belirlenmiştir.

Sonuç ve Tartışma: Yeni pirimidoprimidin türevleri için DPPH serbest radikal süpürme aktivitesinin genel aralığının 0.1 mM'de %3.86-6.90 ve 1 mM'de %6.28-16.59 olduğu bulunmuştur. Tüm bileşiklerin serbest radikal süpürme aktiviteleri %20'nin altında bulunduğundan, pirimidin halkasında enolize olabilen bir amit grubunun bulunmamasından kaynaklı olarak bileşiklerin aktivitesinin zayıf olduğu düşünülmüştür. Buna ek olarak, seçilen bileşiklerin bazıları zayıf antioksidan aktivite göstermiştir.. Tüm bileşiklerin MİK değerleri, Staphylococcus aureus ATCC 29213, metisiline dirençli Staphylococcus aureus ATCC 43300, Enterococcus faecalis 29212, Escherichia coli ATCC 25922, Klebsiella pneumoniae ATCC 13883, Pseudomonas 27853 ATCC'ye karşı > 100 µg/ml bulunmuştur. Bu çalışmadan elde edilen veriler, ileriki çalışmalarda daha kapsamlı değerlendirme ve yorumlama yapabilmek amacıyla pirimidin halkasının farklı konumlarında çeşitli sübstitüentlerin bulunduğu türevlerin sentezini gerektirmektedir.

Keywords

Antibakteriyel etki, antioksidan etki, MİK, pirimidopirimidin, radikal süpürücü

THE COMPARISON OF ANTIOXIDANT AND ANTIBACTERIAL ACTIVITY OF NOVEL PYRIMIDO[1,2-a]PYRIMIDINE COMPOUNDS

Abstract

Objective: Heterocycles with a pyrimidopyrimidine scaffold have been the focus of interest of researchers in the field of medicinal chemistry as they have a wide range of biological properties. In the current study antioxidant capacity and antibacterial activity of a series of new pyrimido[1,2-a]pyrimidines were investigated

Material and Method: All these novel compounds were screened for their in vitro antioxidant effectiveness using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging test and the antibacterial activity was determined using the broth microdilution method according to The European Committee on Antimicrobial Susceptibility Testing standards (EUCAST) as a minimal inhibition concentration (MIK) against some Gram- positive and negative ATCC strains.

Result and Discussion: The overall range of DPPH free radical scavenging activity was found to be 3.86-6.90% at 0.1mM and 6.28–16.59% at 1mM for the novel pyrimidopyrimidine derivates. Since the free radical scavenging activities of all the compounds were below 20%, it was considered that the weak activity of compounds might be due to the absence of an enolizable amide group in the pyrimidine ring. In addition to that, some of the selected compounds showed weak antioxidant activity. MIC values of all compounds were found as > 100 µg/ml against Staphylococcus aureus ATCC 29213, methicillin resistant Staphylococcus aureus ATCC 43300, Enterococcus faecalis 29212, Escherichia coli ATCC 25922, Klebsiella pneumoniae ATCC 13883, Pseudomonas aeruginosa ATCC 27853. The data obtained from present study require the synthesis of derivatives with various substituents in different positions of the pyrimidine ring in order to be able to evaluate and interpret more comprehensively in future studies.

Keywords

Antibacterial activity, antioxidant activity, MIC, pyrimidopyrimidine, radical scavenging

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