Design, synthesis, molecular docking, and some metabolic enzyme inhibition properties of novel quinazolinone derivatives
Yazarlar (7)
Doç. Dr. Feyzi Sinan TOKALI
Kafkas Üniversitesi, Türkiye
Parham Taslimi
Türkiye
İbrahim Hakkı Demircioğlu
Türkiye
Muhammet Karaman
Kilis 7 Aralık Üniversitesi, Türkiye
Mehmet Serdar Gültekin
Atatürk Üniversitesi, Türkiye
Kıvılcım Şendil
Kafkas Üniversitesi, Türkiye
İlhami Gülçin
Atatürk Üniversitesi, Türkiye
| Makale Türü | Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale) | ||
| Dergi Adı | ARCHIV DER PHARMAZIE (Q3) | ||
| Dergi ISSN | 0365-6233 Wos Dergi Scopus Dergi | ||
| Dergi Tarandığı Indeksler | SCI-Expanded | ||
| Makale Dili | İngilizce | Basım Tarihi | 05-2021 |
| Cilt / Sayı / Sayfa | 354 / 5 / – | DOI | 10.1002/ardp.202000455 |
| Makale Linki | https://onlinelibrary.wiley.com/doi/full/10.1002/ardp.202000455 | ||
| Özet |
| 3-Amino-2-ethylquinazolin-4(3H)-one (3) was synthesized in two steps from the reaction of amide (2), which was obtained from the treatment of methyl anthranilate (1) with propionyl chloride, with hydrazine. From the reaction of 3-amino-2-ethylquinazolin-4(3H)-one (3) with various aromatic aldehydes, novel benzylidenaminoquinazolin-4(3H)-one (3a-n) derivatives were synthesized. The structures of the novel molecules were characterized using infrared spectroscopy, nuclear magnetic resonance spectroscopy ( H-NMR and C-NMR), and high-resolution mass spectroscopy. The novel compounds were tested against some metabolic enzymes, including α-glucosidase (α-Glu), acetylcholinesterase (AChE), and human carbonic anhydrases I and II (hCA I and II). The novel compounds showed K values in the range of 244-988 nM for hCA I, 194-900 nM for hCA II, 30-156 nM for AChE, and 215-625 nM for α-Glu. The binding affinities of the most active compounds were calculated as -7.636, -6.972, -10.080, and -8.486 kcal/mol for hCA I, hCA II, AChE, and α-Glu enzymes, respectively. The aromatic ring of the quinazoline moiety plays a critical role in the inhibition of the enzymes. |
| Anahtar Kelimeler |
| 3‐ | aminoquinazolin‐ | 4(3H)‐ | one | enzyme inhibition | metabolic enzymes | molecular docking | Schiff bases |
BM Sürdürülebilir Kalkınma Amaçları
| Atıf Sayıları | |
| WoS | 38 |