Kinetic Studies, Antioxidant Activities, Enzyme Inhibition Properties and Molecular Docking of 1,3-Dihydro-1,3-Dioxoisoindole Derivatives


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Yakan H., Ozturk S., Uyar Tolgay E., Yenigun S., Marah S., Doruk T., ...More

ACTA CHIMICA SLOVENICA, vol.70, no.1, pp.29-43, 2023 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 70 Issue: 1
  • Publication Date: 2023
  • Doi Number: 10.17344/acsi.2022.7808
  • Journal Name: ACTA CHIMICA SLOVENICA
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Central & Eastern European Academic Source (CEEAS), Chemical Abstracts Core, EMBASE, MEDLINE, Directory of Open Access Journals, DIALNET
  • Page Numbers: pp.29-43
  • Keywords: Acid-Catalyzed Hydrolysis, Antioxidant Activity, Arylphthalimides, Enzyme Inhibitor, Kinetic Studies, Molecular Docking.
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

The acid catalyzed hydrolysis of the N-(p-substitutedphenyl) phthalimides in three different acids was investigated at 50.0 +/- 0.1 degrees C. Two different antioxidant activity tests as DPPH center dot and ABTS(center dot+) scavenging activities, and three various enzyme inhibition activity tests as urease, acetylcholinesterase (AChE), and butyrylcholinesterase (BChE) inhibition activities, were applied. Compound 3c (2.03 mu g/mL) has higher antioxidant activity than other compounds and standards according to DPPH test. In AChE assay, compounds 3a and 3b (13.13 and 9.59 mu g/mL) has higher enzyme inhibition activity than the standard Galantamine (14.37 mu g/mL). In BChE and urease tests, all compounds (6.84-13.60 and 10.49-17.73 mu g/mL) have higher enzyme inhibition activity than the standard Galantamine (49.40 mu g/mL) and thiourea (26.19 mu g/mL), respectively. The molecule interaction for each of the three compounds with the active sites of AChE, BChE, and urease enzymes was examined via molecular docking simulations.