Aminopyrazole‐substituted metallophthalocyanines: Preparation, aggregation behavior, and investigation of metabolic enzymes inhibition properties

• DOI: 10.1002/ardp.201800292
• Publication Date: 2019-01-02T08:20:14Z
• Authors: Emre Güzel; Ümit M. Koçyiğit; Barış S. Arslan; Mehmet Ataş; Parham Taslimi; Faik Gökalp; Mehmet Nebioğlu; İlkay Şişman; İlhami Gulçin
• Keywords: Phthalonitrile; Butyrylcholinesterase; Carbonic Anhydrase I; Trolox

The synthesis, characterization, aggregation behavior, theoretical studies, and investigation of antimicrobial, antidiabetic, anticholinergic properties 4-(2-(5-amino-4-(4-bromophenyl)-3-methyl-1H-pyrazol-1-yl)ethoxy)phthalonitrile (2) its soluble aminopyrazole-substituted peripheral metallo (Mn, Co, Ni)-phthalocyanine complexes (3-5) are reported for the first time. synthesized compounds phthalocyanine were characterized spectroscopically. new phthalonitrile derivative metallophthalocyanine found to be effective inhibitors α-glycosidase, acetylcholinesterase (AChE), human carbonic anhydrase I II isoforms (hCA II), butyrylcholinesterase (BChE) with Ki values in range 1.55 ± 0.47 10.85 3.43 nM 8.44 0.32 21.31 7.91 hCA I, 11.73 2.82 31.03 4.81 II, 101.62 26.58 326.54 89.67 AChE, 68.68 11.15 109.53 19.55 BChE. This is study peripherally substituted phthalocyanines containing an aminopyrazole group as potential enzyme inhibitor. Also, antimicrobial activities evaluated against six microorganisms (four bacteria two Candida species) using broth microdilution method. gram-positive detected more sensitive than gram-negative yeasts compounds.