Spectroscopic and single‐crystal X‐ray diffraction studies of enantiomeric copper(II) Schiff base one‐dimensional coordination polymers with 4‐(2‐aminoethyl)benzenesulfonamide appendage: Comprehensive biological evaluation (DNA binding, cleavage, superoxide dismutase mimetic activity, topoisomerase I inhibition and cytotoxicity)

• Published in: Applied organometallic chemistry Vol. 33; no. 7
• Main Authors: Afsan, Zeenat, Roisnel, Thierry, Tabassum, Sartaj, Arjmand, Farukh
• Format: Journal Article
• Language: English
• Published: Chichester Wiley Subscription Services, Inc 01.07.2019; Wiley-Blackwell
• Subjects: Anticancer properties; Binding; Chemical Sciences; Chemistry; Coordination polymers; Copper; Copper compounds; Crystallization; ct‐DNA binding; Cu(II) one‐dimensional coordination polymer; Deoxyribonucleic acid; DNA; Imines; Phenylalanine; Polymers; SOD assay; Superoxide dismutase; topoisomerase I; Toxicity; Vanillin; X-ray diffraction; ct-DNA binding; SOD assay; Cu(II) one-dimensional coordination polymer; topoisomerase I
• ISSN: 0268-2605; 1099-0739
• DOI: 10.1002/aoc.4958

New chiral Cu(II)‐based one‐dimensional coordination polymers [l‐C25H27CuN3O6S] (1a) and [d‐C25H27CuN3O6S] (1b) were designed and synthesized by in situ reaction of Schiff base (o‐vanillin and l‐/d‐phenylalanine) and appended ligand 4‐(2‐aminoethyl)benzenesulfonamide incorporated with Cu(II) ion. The enantiomeric complexes 1a and 1b were fully characterized using various spectroscopic techniques and single‐crystal X‐ray diffraction studies. The enantiomeric analogues 1a and 1b crystallized in chiral monoclinic P21 space group with z = 2 exhibiting a distorted square pyramidal environment around Cu(II) metal centre coordinated to N2O3 donor atoms with apical position occupied by adjacent bridging carboxylate oxygen, resulting in one‐dimensional polymeric chain structures. Comprehensive biological studies of 1a and 1b (DNA binding, superoxide dismutase (SOD), topoisomerase I and cytotoxic activity) were performed which revealed that 1a showed better prospects as a therapeutic drug candidate as compared to 1b as quantified by their comparative DNA binding (Kb, K and Ksv values), SOD mimetic activity (IC50 values of 0.160 and 0.198, respectively) and anticancer properties. Cu(II)‐based one‐dimensional enantiomeric coordination polymers derived from Schiff base (l‐/d‐phenylalanine and o‐vanillin) and 4‐(2‐aminoethyl)benzenesulfonamide were synthesized and thoroughly characterized as efficacious therapeutic drug candidates.