Synthesis, crystal structure, and biological evaluation of optically active 2‐amino‐4‐aryl‐7,7‐dimethyl‐5‐oxo‐5,6,7,8‐tetrahydro‐4<i>H</i>‐chromen‐3‐carbonitriles: Antiepileptic, antidiabetic, and anticholinergics potentials

Abstract

Abstract In the presence of chiral organic catalysts, the optically active 4 H ‐chromine was synthesized from the multicomponent condensation of 5,5‐dimethylcyclohexane‐1,3‐dione with malononitrile and methylene‐active compound, and the specific angle of rotation of the compounds was determined in the AUTOPOL‐III polarimeter and their structures were confirmed by the X‐ray spectroscopic analysis method. These optically active 2‐amino‐4‐aryl‐7,7‐dimethyl‐5‐oxo‐5,6,7,8‐tetrahydro‐4H‐chromen‐3‐carbonitriles were effective inhibitors of α‐glycosidase, the cytosolic carbonic anhydrase I and II isoforms (hCA I and II), and acetylcholinesterase (AChE) enzymes with K i values in the range of 21.33 ± 1.11 to 40.24 ± 10.78 μM for hCA I, 28.91 ± 6.51 to 59.97 ± 15.62 μM for hCA II, 18.16 ± 3.18 to 66.57 ± 1.36 μM for α‐glycosidase, and 8.68 ± 0.93 to 102.61 ± 24.96 μM for AChE.