Inhibition Profiles of Some Symmetric Sulfamides Derived from Phenethylamines on Human Carbonic Anhydrase I, and II Isoenzymes

被引:10
作者
Topal, Fevzi [1 ]
Aksu, Kadir [2 ]
Gulcin, Ilhami [3 ]
Tumer, Ferhan [4 ]
Goksu, Suleyman [3 ]
机构
[1] Gumushane Univ, Gumushane Vocat Sch, Dept Chem & Chem Proc Technol, TR-29100 Gumushane, Turkey
[2] Ordu Univ, Fac Sci & Arts, Dept Chem, TR-52200 Ordu, Turkey
[3] Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkey
[4] Sutcu Imam Univ, Fac Sci & Arts, Dept Chem, TR-46100 Kahramanmaras, Turkey
关键词
ADME-Tox; Carbonic anhydrase; enzyme inhibition; phenethylamine; sulfamide; ACETYLCHOLINE ESTERASE; HCA I; DERIVATIVES; VITRO; PHENYLETHYLAMINE; PURIFICATION; BUTYRYLCHOLINESTERASE; LACTOPEROXIDASE; SULFONAMIDES; DISCOVERY;
D O I
10.1002/cbdv.202100422
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In this work, the inhibitory effect of some symmetric sulfamides derived from phenethylamines were determined against human carbonic anhydrase (hCA) I, and II isoenzymes, and compared with standard compound acetazolamide. IC50 values were obtained from the Enzyme activity (%)-[Symmetric sulfamides] graphs. Also, K-i values were calculated from the Lineweaver-Burk graphs. Some symmetric sulfamides compounds (11-18) demonstrated excellent inhibition effects against hCA I, and II isoenzymes. These compounds demonstrated effective inhibitory profiles with IC50 values in ranging from 21.66-28.88 nM against hCA I, 14.44-30.13 nM against hCA II. Among these compounds, the best K-i value for hCA I (K-i: 8.34 +/- 1.60 nM) and hCA II (K-i: 16.40 +/- 1.00 nM) is compound number 11. Besides, the IC50 value of acetazolamide used as a standard was determined as hCA I, hCA II 57.75 nM, 49.50 nM, respectively. Moreover, in silico ADME-Tox study showed that all synthesized compounds (11-18) had good oral bioavailability in light of Jorgensen's rule of three, and of Lipinski's rule of five.
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页数:10
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