Synthesis and in vitro alpha-glucosidase and cholinesterases inhibitory actions of water-soluble metallophthalocyanines bearing ({6[3-(diethylamino)phenoxy]hexyl}oxy groups


KELEŞ T. , BIYIKLIOĞLU Z., AKKAYA D., ÖZEL A., BARUT B.

TURKISH JOURNAL OF CHEMISTRY, 2022 (Journal Indexed in SCI) identifier

  • Publication Type: Article / Article
  • Publication Date: 2022
  • Doi Number: 10.3906/kim-2111-75
  • Title of Journal : TURKISH JOURNAL OF CHEMISTRY
  • Keywords: Phthalocyanine, water-soluble, cholinesterases, alpha-Glucosidase, enzyme kinetic, CHOLINERGIC HYPOTHESIS, PHTHALOCYANINES, NEUROPROTECTION, AGGREGATION, DERIVATIVES, ANTIOXIDANT, DISEASE

Abstract

In this paper, we have prepared peripherally tetra-({6-[3-(diethylamino)phenoxy]hexyl oxy substituted cobalt(II), copper(II), manganese(III) phthalocyanines (3, 4, 5) and their water-soluble derivatives (3a, 4a, 5a). Then, in vitro alpha-glucosidase and cholinesterase inhibitory actions of the water-soluble 3a, 4a, 5a were examined using spectrophotometric methods. 4a had the highest inhibitory effects among the tested compounds against alpha-glucosidase due to IC50 values. 4a and 5a had 40 fold higher inhibitory effects than the positive control. For cholinesterases, the compounds showed significant inhibitory actions that of galantamine which was used as a positive control. According to the SI value, 3a inhibited acetylcholinesterase enzyme selectively. In kinetic studies, 4a was a mixed inhibitor for alpha-glucosidase, 3a was a competitive inhibitor for AChE, and 4a was a mixed inhibitor for BuChE. The therapeutic potential of these compounds has been demonstrated by in vitro studies, but these data should be supported by further studies.