Design, synthesis, characterization, DNA binding, acetyl and butyryl cholinesterase activities of metal chelates with 1,10-Phenanthroline derivative

• Published in: Inorganic chemistry communications 2020-12, Vol.122, p.108232, Article 108232
• Main Authors: Edinsha Gladis, E.H., Nagashri, K., Joseph, J.
• Format: Article
• Language: English
• Subjects: Acetylcholinesterase; Antimicrobial; Biomimetic; Butyrylcholinesterase; Complexes
• ISSN: 1387-7003; 1879-0259
• DOI: 10.1016/j.inoche.2020.108232

The prepared ligand and its metal complexes constitute the ligand framework, the 1,10-Phenanthroline derivative (planarity and conjugation) makes structure-based ligand architecture manifest higher pharmacological activities as compared to standards. [Display omitted] •Novel highly conjugated metal complexes of the type, [M(L)] are synthesised and characterized.•Metal complexes exhibited higher antimicrobial, antioxidant, anti inflammatory and α-glucosidase, AChE & BuChE inhibition activities.•Synthesized ligand act as best metal chelator for anti-Alzheimer’s agents.•Copper complexes showed higher DNA binding affinity through intercalation mode. Metal chelates comprised of highly conjugated planar 1,10-Phenanthroline derivative, [ML] where L is ligand (1,10-Phenanthroline derivative); M = Cu2+, Co2+, Ni2+ & Zn2+, were prepared. They were subjected to the composition measurement and different spectroscopic techniques for structural elucidation. Based on spectroscopic and analytical measurements confirmed that a distorted square planar arrangement for the Cu2+, Co2+, Ni2+ & Zn2+ chelates. The antimicrobial efficacy of prepared complexes were assessed against C. albicans, E. coli, B. subtilis, A. flavus, S. aureus, and A. niger. The anti-mycobacterial efficacy of ligand title chelates was evaluated against H37Rv and related to standard with the aid of MABA assay. The acetylcholinesterase (AChE) inhibitory effect of the ligand was examined to find out the beneficial efficiency of compound in the management of neurodegenerative syndromes. The synthesized ligand exhibited selective inhibition (AChE & BuChE), IC50 values of 0.20 and 3.20 µM as compared to standard, Rivastigmine and Galantamine. Further, the in vitro anti-inflammatory efficiency of metal chelates were performed with the help of egg albumin method. The α-glucosidase inhibition activity was also carried out for the prepared metal chelates. The inherent binding constants of metal chelates with DNA was calculated based molar extinction coefficient (Kb), 4.11, 3.62, 3.85 and 2.9 × 105 mol−1 for Cu2+, Co2+, Ni2+ & Zn2+ chelates, respectively, demonstrating that the metal chelates intensely bound to DNA. Studies of DNA cleavage were also conducted on pUC 18 DNA.