New quinoxalin-1,3,4-oxadiazole derivatives: Synthesis, characterization, in vitro biological evaluations, and molecular modeling studies

Mirzazadeh, Roghieh; Asgari, Mohammad S.; Barzegari, Ebrahim; Pedrood, Keyvan; Mohammadi-Khanaposhtani, Maryam; Sherafati, Maedeh; Larijani, Bagher; Rastegar, Hossein; Rahmani, Hojjat; Mahdavi, Mohammad; Taslimi, Parham; Uc, Eda M.; Gülçin, İlhami

doi:10.1002/ardp.202000471

Makale Tam Makale Uluslararası 2021

New quinoxalin-1,3,4-oxadiazole derivatives: Synthesis, characterization, in vitro biological evaluations, and molecular modeling studies

Roghieh Mirzazadeh, Mohammad S. Asgari, Ebrahim Barzegari, Keyvan Pedrood, Maryam Mohammadi-Khanaposhtani, Maedeh Sherafati, Bagher Larijani, Hossein Rastegar, Hojjat Rahmani, Mohammad Mahdavi, Parham Taslimi, Eda M. Uc, İlhami Gülçin

Archiv der Pharmazie Cilt 354 · Sayı 9 · 01.09.2021

DOI ile aç

Özet

A new series of quinoxalin-1,3,4-oxadiazole (10a-l) derivatives was synthesized and evaluated against some metabolic enzymes including human carbonic anhydrase (hCA) isoenzymes I and II (carbonic anhydrases I and II), cholinesterase (acetylcholinesterase and butyrylcholinesterase), and alpha-glucosidase. Obtained data revealed that all the synthesized compounds were more potent as compared with the used standard inhibitors against studied target enzymes. Among the synthesized compounds, 4-fluoro derivative (10f) against hCA I, 4-chloro derivative (10i) against hCA II, 3-fluoro derivative (10e) against acetylcholinesterase and butyrylcholinesterase, and 3-bromo derivative (10k) against alpha-glucosidase were the most potent compounds with inhibitory activity around 1.8- to 7.37-fold better than standard inhibitors. Furthermore, docking studies of these compounds were performed at the active site of their target enzymes.

Anahtar kelimeler

AGENTS carbonic anhydrase alpha-glucosidase 1 CHOLINESTERASE CRYSTAL-STRUCTURE INHIBITORY PROPERTIES 3 SALTS 4-oxadiazole quinoxalin

Atıf için künye

Mirzazadeh, R., Asgari, M. S., Barzegari, E., Pedrood, K., Mohammadi-Khanaposhtani, M., Sherafati, M., Larijani, B., Rastegar, H., Rahmani, H., Mahdavi, M., Taslimi, P., Uc, E. M., & Gülçin, İ. (2021). New quinoxalin-1,3,4-oxadiazole derivatives: Synthesis, characterization, in vitro biological evaluations, and molecular modeling studies. Archiv der Pharmazie, 354(9). https://doi.org/10.1002/ardp.202000471

BibTeX

@article{mirzazadeh2021-67923,
  author = {Mirzazadeh, Roghieh and Asgari, Mohammad S. and Barzegari, Ebrahim and Pedrood, Keyvan and Mohammadi-Khanaposhtani, Maryam and Sherafati, Maedeh and Larijani, Bagher and Rastegar, Hossein and Rahmani, Hojjat and Mahdavi, Mohammad and Taslimi, Parham and Uc, Eda M. and Gülçin, İlhami},
  title = {New quinoxalin-1,3,4-oxadiazole derivatives: Synthesis, characterization, in vitro biological evaluations, and molecular modeling studies},
  journal = {Archiv der Pharmazie},
  year = {2021},
  volume = {354},
  number = {9},
  issn = {0365-6233},
  doi = {10.1002/ardp.202000471},
  url = {https://akademik.atauni.edu.tr/yayinlar/67923-new-quinoxalin-134-oxadiazole-derivatives-synthesis-characterization-in-vitro}
}