Synthesis and some enzyme inhibition effects of isoxazoline and pyrazoline derivatives including benzonorbornene unit
| Autor: | Yadigar Adiloglu, Abdullah Menzek, Mirali Akbar Yavari, İlhami Gülçin, Ruya Saglamtas, Ahmet Tutar |
|---|---|
| Přispěvatelé: | Belirlenecek |
| Rok vydání: | 2021 |
| Předmět: |
Carbonic Anhydrase I
Nitrile Stereochemistry Health Toxicology and Mutagenesis Natural-Products Pyrazoline Toxicology GPI-Linked Proteins Biochemistry Isozyme Carbonic Anhydrase II chemistry.chemical_compound Structure-Activity Relationship 3-dipolar cycloaddition Carbonic anhydrase High-Temperature Bromination Animals isoxazoline pyrazoline Carbonic Anhydrase Inhibitors Molecular Biology enzyme inhibition Butyrylcholinesterase chemistry.chemical_classification Crystal-Structure biology Rearrangement Reactions Carbonic-Anhydrase General Medicine 1st Synthesis Acetylcholinesterase Enzyme chemistry Bromophenols 1 3-Dipolar cycloaddition Electrophorus biology.protein Molecular Medicine Cycloaddition Reactions Cholinesterase Inhibitors Antioxidant |
| Zdroj: | Journal of biochemical and molecular toxicologyREFERENCES. 36(2) |
| ISSN: | 1099-0461 |
| Popis: | Four new and four known isoxazoline derivatives were synthesized from the reactions of benzonorbornadiene with nitrile oxides formed from the corresponding benzaldehydes. Three new and one known pyrazoline derivatives were also synthesized from the reactions of the benzonorbornadiene with nitrile imines formed from the corresponding compounds. The synthesized nitrogen-based novel heterocyclic compounds were evaluated against the human carbonic anhydrase isoenzymes I and II (hCA I and hCA II), acetylcholinesterase (AChE), and butyrylcholinesterase (BChE) enzymes. The synthesized nitrogen-based novel heterocyclic compounds showed IC50 values in the range of 2.69-7.01 against hCA I, 2.40-4.59 against hCA II, 0.81-1.32 mu M against AChE, and 20.83-1.70 mu M against BChE enzymes. On the contrary, nitrogen-based novel heterocyclic compounds demonstrated K-i values between 2.93 +/- 0.59-8.61 +/- 1.39 against hCA I, 2.05 +/- 0.62-4.97 +/- 0.95 against hCA II, 0.34 +/- 0.02-0.92 +/- 0.17 nM against AChE, and 0.50 +/- 0.04-1.20 +/- 0.16 mu M against BChE enzymes. The synthesized nitrogen-based novel heterocyclic compounds exhibited effective inhibition profiles against both indicated metabolic enzymes. These results may contribute to the development of new drugs particularly to treat some disorders, which are widespread in the world including glaucoma and Alzheimer's diseases. |
| Databáze: | OpenAIRE |
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