Design, synthesis, characterization, biological evaluation, and molecular docking studies of novel 1,2-aminopropanthiols substituted derivatives as selective carbonic anhydrase, acetylcholinesterase and a-glycosidase enzymes inhibitors
Date
26.08.2020Author
Huseynova, AfatKaya, Ruya
Taslimi, Parham
Farzaliyev, Vagif
Mammadyarova, Xadija
Sujayev, Afsun
Tüzün,Burak
Kocyigit, Umit M.
Alwasel, Saleh
Gülçin, lhami
Metadata
Show full item recordAbstract
In the article, various substituted derivatives of 1,2-aminopropanthiol (1a–g) have been prepared by a general
and efficientmethod, in one-steps, starting fromavailable thiirane and aromatic amines (aniline, o-toluidine) as a
convenient source of sulfur and nitrogen. The synthesized compounds were fully characterized by spectral and
analytical data. Seven novel compounds are synthesized. The biochemical properties indicating their potential
for constituting an anti-Alzheimer’s disease substance were also recorded revealing strong carbonic anhydrase I,
and II, a-glycosidase, and acetylcholinesterase inhibitory effects. These synthesized novel 1,2-aminopropanthiols
substituted derivatives (1a–g) were found to be effective inhibitors for the a-glycosidase, human carbonic anhydrase
I and II, and acetylcholinesterase enzymes, with Ki values in the range of 11.47±
0.87–24.09±6.37 mM for a-glycosidase, 29.30±4.67-79.01±4.49mM for hCA I, 14.27±2.82-30.85±12.24mM for
hCA II and 5.76±1.55–55.39±2.27 mMfor AChE, respectively. In the last step of this study,molecular docking calculationswere
obtained in order to compare the biological activities of indicatedmolecules against the enzymes
of acetylcholinesterase, butyrylcholinesterase and a-glycosidase.