Quinazoline–benzimidazole hybrid as dual optical sensor for cyanide and Pb2+ ions and Aurora kinase inhibitor

• Development of quinazoline–benzimidazole hybrid as selective chemosensors.
• Quinazoline–benzimidazole hybrid with o-phenylenediamine at C2 position of quinazoline as selective chemosensor for CN− ions.
• Quinazoline–benzimidazole hybrid with ethanolamine at C2 position of quinazoline as selective sensor for Pb2+ ions with the lowest detection limit 0.05 μM.
• Quinazoline–benzimidazole hybrid as Aurora kinase-A inhibitor.

Compounds 1 and 2 exhibited selective fluorescence response toward Pb2+ over the other metal ions like Zn2+, Co2+, Ca2+, K+, Ni2+, Mn2+, Fe2+, Hg2+, Na+ etc. Compound 1 behaved as cyanide selective chromofluorescent sensor amongst other anions like F−, Cl−, Br−, I−, AcO−, H2PO4−, HSO4− etc. The binding properties of compounds 1 and 2 with cyanide and Pb2+ were investigated via UV–vis, fluorescence spectroscopy, 1H NMR titration experiment and DFT calculations. Compound 1 has been used to estimate CN− ion (2–500 μM) and compound 2 used to estimate Pb2+ ion (0.05–1500 μM) ratiometrically. Compounds 1 and 2 have also been used as Aurora kinase inhibitors with IC50 values of 7.50 μM and 0.53 μM, respectively.

Compounds 1 and 2 behaved a selective ratiometric sensors for CN− and Pb2+ ions. Selective sensor has been used as Aurora-A kinase inhibitor.Figure optionsDownload as PowerPoint slide