Synthesis and Carbonic Anhydrase Inhibitory Effects of Novel Sulfamides Derived from 1-Aminoindanes and Anilines
Özet
Three 1-aminoindanes, four anilines and BnOH or t-BuOH were reacted with chlorosulfonyl isocyanate to give sulfamoyl carbamates. Pd-C catalysed hydrogenolysis reactions of carbamates or deprotection of the Boc group of the carbamates with CF3CO2H afforded seven novel sulfamides. Human carbonic anhydrase (hCA) isoenzymes I and II (hCA I and hCA II) were purified from fresh human blood erythrocytes with one-step affinity chromatography on Sepharose 4B-tyrosine-sulfanilamide. The inhibitory properties of the novel sulfamides on both isoenzymes were determined using the esterase activity with 4-nitrophenyl acetate (NPA) as substrate. The tested novel sulfamides derived from 1-aminoindanes and anilines effectively inhibited hCA I and II competitively in the nanomolar range. Among these compounds, the novel sulfamide derivative 17 showed the most potent inhibitory effect against hCA I (K-i: 153.88 nM), while sulfamide derivative 26 showed the highest inhibitory potential against hCA II (K-i: 117.80 nM).
Anahtar kelimeler
Atıf için künye
Akbaba, Y., BASTEM, E., TOPAL, F., Gülçin, İ., Maraş, A., & Göksu, S. (2014). Synthesis and Carbonic Anhydrase Inhibitory Effects of Novel Sulfamides Derived from 1-Aminoindanes and Anilines. Archiv der Pharmazie, 347(12), 950–957. https://doi.org/10.1002/ardp.201400257
BibTeX
@article{akbaba2014-67965,
author = {Akbaba, Yusuf and BASTEM, Enes and TOPAL, Fevzi and Gülçin, İlhami and Maraş, Ahmet and Göksu, Süleyman},
title = {Synthesis and Carbonic Anhydrase Inhibitory Effects of Novel Sulfamides Derived from 1-Aminoindanes and Anilines},
journal = {Archiv der Pharmazie},
year = {2014},
volume = {347},
number = {12},
pages = {950--957},
issn = {0365-6233},
doi = {10.1002/ardp.201400257},
url = {https://akademik.atauni.edu.tr/yayinlar/67965-synthesis-and-carbonic-anhydrase-inhibitory-effects-of-novel-sulfamides-derived}
}