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Novel tetrahydropyrimidinyl-substituted benzimidazoles and benzothiazoles: synthesis, antibacterial activity, DNA interactions and ADME profiling

Valentina Rep, Rebeka Štulić, Sanja Koštrun, Bojan Kuridža, Ivo Crnolatac, Marijana Raðić Stojković, Hana Čipčić Paljetak, Mihaela Perić, Mario Matijašić, Silvana Raić‐Malić

2022RSC Medicinal Chemistry14 citationsDOIOpen Access PDF

Abstract

). Significant stabilization effects and positive induced CD bands strongly support the binding of the most biologically active benzimidazoles inside the minor grooves of AT-rich DNA, in line with docking studies. The predicted physico-chemical and ADME properties lie within drug-like space except for low membrane permeability, which needs further optimization. Our findings encourage further development of novel structurally related 5(6)-tetrahydropyrimidinyl substituted benzimidazoles in order to optimize their antibacterial effect against common respiratory pathogens.

Topics & Concepts

BenzimidazoleDocking (animal)ADMEMinor grooveChemistryCombinatorial chemistryAntibacterial activityStereochemistryDNABiologyBiochemistryGeneticsBacteriaIn vitroOrganic chemistryMedicineNursingCancer therapeutics and mechanismsSynthesis and biological activityBacteriophages and microbial interactions
Novel tetrahydropyrimidinyl-substituted benzimidazoles and benzothiazoles: synthesis, antibacterial activity, DNA interactions and ADME profiling | Litcius