Synthesis, crystal structure, and biological evaluation of optically active 2-amino-4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromen-3-carbonitriles: Antiepileptic, antidiabetic, and anticholinergics potentials

MAHARRAMOV, Abel; KAYA, Ruya; TASLIMI, Parham; KURBANOVA, Malahat; SADİGOVA, Arzu; Farzaliyev, Vagif; Sujayev, Afsun; Gülçin, İlhami

doi:10.1002/ardp.201800317

Makale Tam Makale Uluslararası 2019

Synthesis, crystal structure, and biological evaluation of optically active 2-amino-4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromen-3-carbonitriles: Antiepileptic, antidiabetic, and anticholinergics potentials

Abel MAHARRAMOV, Ruya KAYA, Parham TASLIMI, Malahat KURBANOVA, Arzu SADİGOVA, Vagif Farzaliyev, Afsun Sujayev, İlhami Gülçin

Archiv der Pharmazie Cilt 352 · Sayı 2 · 01.02.2019

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Özet

In the presence of chiral organic catalysts, the optically active 4H-chromine was synthesized from the multicomponent condensation of 5,5-dimethylcyclohexane-1,3-dione with malononitrile and methylene-active compound, and the specific angle of rotation of the compounds was determined in the AUTOPOL-III polarimeter and their structures were confirmed by the X-ray spectroscopic analysis method. These optically active 2-amino-4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromen-3-carbonitriles were effective inhibitors of alpha-glycosidase, the cytosolic carbonic anhydrase I and II isoforms (hCA I and II), and acetylcholinesterase (AChE) enzymes with K-i values in the range of 21.33 +/- 1.11 to 40.24 +/- 10.78 mu M for hCA I, 28.91 +/- 6.51 to 59.97 +/- 15.62 mu M for hCA II, 18.16 +/- 3.18 to 66.57 +/- 1.36 mu M for alpha-glycosidase, and 8.68 +/- 0.93 to 102.61 +/- 24.96 mu M for AChE.

Anahtar kelimeler

carbonic anhydrase alpha-glucosidase DERIVATIVES Acetylcholinesterase Butyrylcholinesterase Natural products ISOENZYMES I 1ST SYNTHESIS BROMOPHENOLS asymmetric synthesis ANHYDRASE INHIBITORY PROPERTIES metabolic enzymes antidiabetic potential optically active 4H-chromenes

Atıf için künye

MAHARRAMOV, A., KAYA, R., TASLIMI, P., KURBANOVA, M., SADİGOVA, A., Farzaliyev, V., Sujayev, A., & Gülçin, İ. (2019). Synthesis, crystal structure, and biological evaluation of optically active 2-amino-4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromen-3-carbonitriles: Antiepileptic, antidiabetic, and anticholinergics potentials. Archiv der Pharmazie, 352(2). https://doi.org/10.1002/ardp.201800317

BibTeX

@article{maharramov2019-68088,
  author = {MAHARRAMOV, Abel and KAYA, Ruya and TASLIMI, Parham and KURBANOVA, Malahat and SADİGOVA, Arzu and Farzaliyev, Vagif and Sujayev, Afsun and Gülçin, İlhami},
  title = {Synthesis, crystal structure, and biological evaluation of optically active 2-amino-4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromen-3-carbonitriles: Antiepileptic, antidiabetic, and anticholinergics potentials},
  journal = {Archiv der Pharmazie},
  year = {2019},
  volume = {352},
  number = {2},
  issn = {0365-6233},
  doi = {10.1002/ardp.201800317},
  url = {https://akademik.atauni.edu.tr/yayinlar/68088-synthesis-crystal-structure-and-biological-evaluation-of-optically-active-2}
}