The cyclocondensation reaction of aldehydes with dimedone and bis(6-aminopyrimidin-4-one) in acetic acid led to the formation of the corresponding bis (pyrimido[4,5-b]quinoline-4,6-diones) which are known as bis(sulfanediyl)bis(tetrahydro-5-deazaflavin) analogs in a single step. Also, bis(pyrimido[4,quinoline-4,6diones) which are linked to naphthyl core via phenoxymethyl linkage is prepared. The interactions of the synthesized compounds with DNA and bovine serum albumin (BSA) were studied. Gel electrophoresis assay was used to show the capability of the compounds to photocleave the supercoiled pBR322 plasmid DNA in UV-A (365 nm). Besides, the most photocleavable compound, bis(tetrahydropyrimido[4,5-b]quinoline-4,6-dione) linked to pyridin-3-yl at position-5 exhibits good binding affinities toward CT-DNA and BSA as supported by UV/VIS spectral studies. In addition to the experimental findings, a molecular docking simulation was performed to collect detailed binding data for this compound to both biomolecules.
A novel series of 6‐acetyl‐[1,2,4]triazolo[1,5‐a]pyrimidines, hexahydro‐[1,2,4]triazolo[5,1‐b]quinazolines, tetrahydrobenzo[4,5]imidazo[2,1‐b]quinazolin‐1‐ones, and 3‐acetyl‐1,4‐dihydrobenzo[4,5]imidazo[1,2‐a]pyrimidines linked to phenoxy‐N‐arylacetamide moieties were prepared via Biginelli‐like cyclo‐condensation reaction of the 2‐(4‐formylphenoxy)‐N‐arylacetamides, with the appropriate active methylene containing reagents and nitrogen bi‐nucleophiles. Elements and spectroscopic data were used to confirm the compositions of the novel compounds. We proposed a reasonable mechanism for the creation of target products.
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