Synthesis, Molecular Docking, Some Metabolic Enzyme Inhibition Properties, and Antioxidant Activity Studies of 1,4-Naphthoquinones

Ertik O., ONUL N., Asgarova K., YANARDAĞ R.

Russian Journal of Bioorganic Chemistry, vol.50, no.3, pp.1001-1015, 2024 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 50 Issue: 3
  • Publication Date: 2024
  • Doi Number: 10.1134/s1068162024030269
  • Journal Name: Russian Journal of Bioorganic Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, Biotechnology Research Abstracts, Chemical Abstracts Core
  • Page Numbers: pp.1001-1015
  • Keywords: 1,4-naphthoquinones, antioxidant activities, enzyme inhibition, molecular docking
  • Istanbul University Affiliated: Yes


Abstract: Objective: Naphthoquinones are compounds that are common in nature which have biological activity depending on the attachment of new substituted groups. Methods: In the present study, the inhibition effects of newly synthesized naphthoquinones derivatives (I), (IIa–IId) on alpha-glucosidase, alpha-amylase, xanthine oxidase, and trypsin and antioxidant properties were investigated by in vitro studies. Results and Discussion: The synthesized compounds (IIb) (784.04 ± 79.95 µM) and (IId) (477.55 ± 1.18µM) compounds on alpha-glucosidase activity were found to have a lower IC50 value when compared to the positive control—acarbose (1628.48 ± 32.89 µM) as well as molecular docking results. Compound (IId) (690.45 ± 5.48 µM) had high 2,2-diphenyl-1-picrylhydrazil (DPPH) scavenging activity, with an IC50 value lower than that of the positive control butylated hydroxytoluene (BHT, 961.92 ± 6.41 µM). The results indicated that synthesized compounds had a dose-dependent inhibition effect on the enzymes. Conclusions: In the in vitro studies, compounds (IIb) and (IId) were strong alpha-glucosidase inhibitors as well as compound (IId) had high DPPH scavenging activity.