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Synthesis and characterization of phenolic Mannich bases and effects of these compounds on human carbonic anhydrase isozymes I and II

被引：6
|
作者：
Buyukkidan, Nurgun [1 ]
Buyukkidan, Bulent [1 ]
Bulbul, Metin [1 ]
Ozer, Salih [1 ]
Yalcin, Hatice Gonca [1 ]
机构：
[1] Dumlupinar Univ, Fac Sci & Arts, Dept Chem, TR-43100 Kutahya, Turkey
来源：
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY | 2013年 / 28卷 / 02期
关键词：
Mannich base; 3,4-dimethylphenol; NMR; carbonic anhydrase; hydratase and esterase activities; TROUT ONCORHYNCHUS-MYKISS; ISOFORM-II; AMINO-ACIDS; ACTIVE-SITE; SALICYLIC-ACID; DRUG DESIGN; INHIBITION; ACTIVATORS; VITRO; XIV;
D O I：
10.3109/14756366.2012.693919
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：
Mannich bases 2a-f derived from 3,4-dimethylphenol (1), formaldehyde and different amines are prepared and subjected to spectral (IR, H-1 and C-13 NMR) and elemental analyses. The inhibition of two human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes I and II, with 1 and synthesized Mannich bases 2a-f and acetazolamide (AAZ) as a control compound was investigated in vitro by using the hydratase and esterase assays. In relation to hydratase and esterase activities of the half maximal inhibitory concentration (IC50) and the inhibition equilibrium constants (K-i) values were determined. Only two compounds (2a and 2e)exhibit weak hCA II inhibitory effects on esterase activity. IC50 and Ki values for 2a and 2e with respect to esterase activity of hCA II are0.88 x 10(3) and 6.3-7.6 mu M and 0.44 x 10(3) and 19.0-96.4 mu M, respectively. On the contrary, compounds 2b and 2d might be used as CA activators due to increasing esterase activity of hCA I and hCA II isozymes.
引用
收藏
页码：337 / 342
页数：6
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