Design, synthesis of novel peripherally tetra-chalcone substituted phthalocyanines and their inhibitory effects on acetylcholinesterase and carbonic anhydrases (hCA I and II)

In this work, phthalocyanine precursor (3), tetra-chalcone substituted metal-free (4) and metallo phthalocyanines (5, 6, 7) were synthesized for the first time and surveyed interactions against acetylcholinesterase (AChE, which are associated with Alzheimer's disease) and human CA isoenzymes I and II (hCA I and hCA II, which are ubiquitous cytosolic isoforms). The structures of the novel phthalonitrile (3) and phthalocyanines (4-7) were designated by FT-IR, NMR, UV-Vis, and mass spectroscopy. These phthalocyanines inhibited hCA I with inhibition constants in the range of 0.5621-0.6413 mu M and hCA II with inhibition constants in the range of 0.4823-0.6117 mu M. On the other hand, these phthalocyanines indicated notable inhibitory effect against AChE. (C) 2021 Elsevier B.V. All rights reserved.

Automated summary

Novel phthalocyanine compounds were synthesized and their interactions with AChE and hCA isoenzymes were investigated. The phthalocyanines showed inhibitory effects on hCA I and II, as well as significant inhibition against AChE.