1,3-dipolar cycloaddition reactions of the compound obtaining from cyclopentadiene-PTAD and biological activities of adducts formed selectively
Yükleniyor...
Dosyalar
Tarih
2021
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Wiley
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
After known adduct (4) was synthesized by cycloaddition reaction of cyclopentadiene with 4-phenyl-1,2,4-triazoline-3,5-dione, seven new isoxazoline derivatives were synthesized from reactions of 4 with corresponding oximes prepared from benzaldehyde derivatives in the existence of the aqueous NaOCl in CH2Cl2 at 0 degrees C-RT via nitrile oxides. Four new pyrazoline derivatives were also synthesized from reactions of 4 with corresponding prepared reagents via nitrile imines. Selectively, each of all isoxazole and pyrazoline derivatives was synthesized by 1,3-dipolar cycloaddition reactions of compound 4 with the corresponding reagents. Based on the results of their biological activity analyses, K-i values for acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and alpha-glucosidase (alpha-Gly) enzymes were obtained in this range 32.15 +/- 5.73-107.44 +/- 19.52 22.57 +/- 4.30-186.07 +/- 23.51, and 69.08 +/- 8.54-528.07 +/- 38.46 nM, respectively. Besides that, these compounds were subjected to molecular docking to describe the interaction against AChE, BChE, and alpha-Gly enzymes in which important interactions were visualized and evaluated with residues of the binding region in each target enzyme.
Açıklama
Anahtar Kelimeler
Alpha-Glucosidase Inhibitors, Carbonic-Anhydrase, Crystal-Structure, Isoxazole Derivatives, Swiss-Model, Acetylcholinesterase, Butyrylcholinesterase, Antioxidant
Kaynak
JOURNAL OF HETEROCYCLIC CHEMISTRY
WoS Q Değeri
Q3
Scopus Q Değeri
Q3
Cilt
Sayı
Künye
Yavari, M. A., Taslimi, P., Bayrak, C., Taskin‐Tok, T., & Menzek, A. (2021). 1, 3‐Dipolar cycloaddition reactions of the compound obtaining from cyclopentadiene‐PTAD and biological activities of adducts formed selectively. Journal of Heterocyclic Chemistry.
