Abstract
Three-component reaction of arylaldehydes with malononitrile and 4-hydroxycoumarine using CH3COONH4 as a catalyst at reflux was used for the synthesis of novel substituted pyrano[3,2-c]chromene derivatives. The structure of these compounds was assigned by spectroscopic data such as (IR, (HNMR)-H-1, (CNMR)-C-13, and mass spectral data). The cation binding properties of chromene derivatives 4a-c towards Cu2+, Ni2+, and Zn2+ were studied in methanol. The results showed that Zn2+ is the most complexed in this series of cations, and 4c is best complexed with either Ni2+ and Zn2+. Antimicrobial properties of new pyrano[3,2-c]chromene derivatives are investigated, the compound 4c presents against Micrococcus luteus LB 14110 an MIC value of 0.0185 mg/mL quite better to that of ampicillin (0.0195 mg/mL) used as standard. Concerning acetylcholinesterase inhibition activity (AChEI), compound 4c presents an interesting AChEI activity with an inhibition of 52%.