Synthesis and carbonic anhydrase inhibitory properties of novel 1,4-dihydropyrimidinone substituted diarylureas

被引：24

作者：

Celik, Fatma ^{[1
]}

Arslan, Mustafa ^{[1
]}

Yavuz, Emre ^{[2
]}

Demir, Dudu ^{[2
]}

Gencer, Nahit ^{[2
]}

机构：

[1] Sakarya Univ, Fac Arts & Sci, Dept Chem, Sakarya, Turkey

[2] Balikesir Univ, Sci & Art Fac, Dept Chem, TR-10145 Balikesir, Turkey

来源：

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY | 2014年 / 29卷 / 01期

关键词：

Carbonic anhydrase; dihydropyrimidinone; enzyme inhibitor; urea; ISOFORMS I; DIHYDROPYRIMIDINONES; PURIFICATION; COUMARINS; EFFICIENT; PARAOXONASE; ERYTHROCYTE; DERIVATIVES; HYPOXIA; DRUGS;

D O I：

10.3109/14756366.2012.746972

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：

A new series of 1,4-dihydropyrimidinone (DHPM) substituted diaryl urea and thiourea derivatives were synthesized and their inhibitory effects on the activity of purified human carbonic anhydrase (hCA) I and II were evaluated. 4-Nitrophenyl-1,4-DHPM was prepared with dimedone, nitrobenzaldehyde and urea or thiourea and nitro group was reduced to amine derivative. The compound was reacted with isocyanates and isothiocyanates to get the final products. The results showed that all the synthesized compounds inhibited the carbonic anhydrase isoenzyme activity; 4c (IC50 = 66.23 mu M for hCA I) and 4f (IC50 = 63.09 mu M for hCA II) have the most inhibitory effect. The synthesized compounds are very bulky to be able to bind near the zinc ion and they much more probably bind as the coumarins and activators.

引用

页码：18 / 22

页数：5

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