Synthesis, Crystal Structures and Binding Studies of Flufenamic‐ Acid‐Based Metal Complexes

Abstract

Synthesis and structural characterization of four new coordination solids of flufenamic acid (ffa), a nonsteroidal anti‐inflammatory drug molecule with biologically significant cobalt and zinc along with an auxiliary N‐donor ligand (4ap or 2ap) are reported: Co3(ffa)6(4ap)2 1, Zn3(ffa)6(4ap)2 2, Co3(ffa)6(2ap)2 3 and Zn3(ffa)6(2ap)2 4. All the four compounds are molecular solids built of analogous linear, trinuclear metal carboxylates. Crystal packing of all the solids were dominated by weak interactions viz. C−F⋅⋅⋅H−C, C−F⋅⋅⋅F−C and C−H⋅⋅⋅H−C; however the positioning of the amino group in the auxiliary ligand led to a different crystal packing in the two pairs of solids containing the same aminopyridine. Two of the four coordination complexes showed higher binding affinity with bovine serum albumin protein in comparison to free ffa.

Transition Metal Complexes with Flufenamic Acid for Pharmaceutical Applications—A Novel Three-Centered Coordination Polymer of Mn(II) Flufenamate

“…It is well recognized that coordination of metal ions with pharmaceutically active substances may improve their activities and profoundly moderate toxicities [ 23 , 24 ]. While numerous metal–NSAIDS complexes were synthesized and thoroughly analyzed [ 25 , 26 , 27 , 28 , 29 ], only a few species with flufenamic acid have been reported, namely cobalt [ 30 ] nickel [ 19 ], copper [ 31 , 32 , 33 , 34 , 35 , 36 ] and zinc [ 14 , 36 , 37 , 38 ] complexes.…”