The synthesis of novel piperazine-benzodioxole substituted phthalocyanines and investigation of their alpha-amylase and tyrosinase inhibition properties

DEĞİRMENCİOĞLU İ., Tuncay F., Cakmak U., KOLCUOĞLU Y.

JOURNAL OF ORGANOMETALLIC CHEMISTRY, vol.951, 2021 (SCI-Expanded, Scopus) identifier identifier

  • Publication Type: Article / Article
  • Volume: 951
  • Publication Date: 2021
  • Doi Number: 10.1016/j.jorganchem.2021.122012
  • Journal Name: JOURNAL OF ORGANOMETALLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, Compendex
  • Keywords: Phthalocyanine, A-amylase, Tyrosinase, Inhibition, METAL-FREE, BIOLOGICAL-ACTIVITY, ZINC(II), ANALOGS, BINDING
  • Karadeniz Technical University Affiliated: Yes

Abstract

In this study, novel 1-(benzo[d][1,3]dioxol-5-ylmethyl)piperazine substituted phthalocyanine Zn(II), Pb(II) and Co(II) complexes (ZnPc, PbPc, CoPc) were synthesized and proposed structures were confirmed by FT-IR, NMR, UV-vis and MS instrumental techniques. The inhibition potentials of these newly synthesized Pc compounds on, alpha-amylase and tyrosinase enzymes were investigated. PbPc molecule was found to be most active against alpha-amylase (IC50 value 7.3 +/- 0.3 mu M) and tyrosinase (IC50 value 6.7 +/- 0.6 mu M). Kinetic studies showed that the inhibition mechanism of PbPc molecule on tyrosinase and alpha-amylase activity was mixed-type. (C) 2021 Elsevier B.V. All rights reserved.