Spirobisnaphthalenes effectively inhibit carbonic anhydrase

被引:27
作者
Gocer, Hulya [1 ]
Aslan, Abdulselam [2 ]
Gulcin, Ilhami [3 ,4 ]
Supuran, Claudiu T. [5 ,6 ]
机构
[1] Ibrahim Cecen Univ Agri, Cent Res Lab, TR-04100 Agri, Turkey
[2] Ibrahim Cecen Univ Agri, Sch Hlth, Agri, Turkey
[3] Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkey
[4] King Saud Univ, Coll Sci, Dept Zool, Riyadh 11451, Saudi Arabia
[5] Univ Florence, Dipartimento Chim Ugo Schiff, Florence, Italy
[6] Univ Florence, Neurofarba Dept, Sect Pharmaceut & Nutriceut Sci, Florence, Italy
关键词
Carbonic anhydrase; enzyme inhibition; enzyme purification; spirobisnaphthalenes; TROUT ONCORHYNCHUS-MYKISS; ERYTHROCYTES IN-VITRO; THERAPEUTIC APPLICATIONS; CLADOSPIRONE BISEPOXIDE; ABSOLUTE-CONFIGURATION; FUNGAL METABOLITES; ISOENZYMES I; DERIVATIVES; DEOXYPREUSSOMERINS; MELATONIN;
D O I
10.3109/14756366.2015.1043298
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
This study explores the correlation between human carbonic anhydrase (CA, EC 4.2.1.1) isoforms I and II (hCA I, II) and the inhibitory features of some spirobisnaphthalene derivatives. A group of spirobisnaphthalenes was synthesized and their hCA I and II inhibitory effects was investigated. The K-i values were similar for both CA isoenzymes, the compounds showing good inhibitory activity. K-i values ranged between 1.60 and 460.42 mu M for hCA I and between 0.39 and 419.42 mu M for hCA II, respectively. The spirobisnaphthalenes derivatives might be useful for designing CA inhibitors belonging to novel chemotypes compared to the highly investigated sulfonamides, sulfamates or coumarins.
引用
收藏
页码:503 / 507
页数:5
相关论文
共 78 条
[1]   Synthesis and Carbonic Anhydrase Inhibitory Effects of Novel Sulfamides Derived from 1-Aminoindanes and Anilines [J].
Akbaba, Yusuf ;
Bastem, Enes ;
Topal, Fevzi ;
Gulcin, Ilhami ;
Maras, Ahmet ;
Goksu, Suleyman .
ARCHIV DER PHARMAZIE, 2014, 347 (12) :950-957
[2]   Carbonic anhydrase inhibitory properties of novel sulfonamide derivatives of aminoindanes and aminotetralins [J].
Akbaba, Yusuf ;
Akincioglu, Akin ;
Gocer, Hulya ;
Goksu, Suleyman ;
Gulcin, Ilhami ;
Supuran, Claudiu T. .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2014, 29 (01) :35-42
[3]   Novel Sulphamides and Sulphonamides Incorporating the Tetralin Scaffold as Carbonic Anhydrase and Acetylcholine Esterase Inhibitors [J].
Akincioglu, Akin ;
Topal, Meryem ;
Guelcin, Ilhami ;
Goeksu, Sueleyman .
ARCHIV DER PHARMAZIE, 2014, 347 (01) :68-76
[4]   Novel sulfamides as potential carbonic anhydrase isoenzymes inhibitors [J].
Akincioglu, Akin ;
Akbaba, Yusuf ;
Gocer, Hulya ;
Goksu, Suleyman ;
Gulcin, Ilhami ;
Supuran, Claudiu T. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (06) :1379-1385
[5]   Synthesis and carbonic anhydrase inhibitory properties of sulfamides structurally related to dopamine [J].
Aksu, Kadir ;
Nar, Meryem ;
Tanc, Muhammet ;
Vullo, Daniela ;
Gulcin, Ilhami ;
Goksu, Suleyman ;
Tumer, Ferhan ;
Supuran, Claudiu T. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (11) :2925-2931
[6]  
Alterio V, 2012, J AM CHEM SOC, V112, P4421
[7]  
[Anonymous], 2007, EUR J ORG CHEM
[8]   Capsaicin: A Potent Inhibitor of Carbonic Anhydrase Isoenzymes [J].
Arabaci, Betul ;
Gulcin, Ilhami ;
Alwasel, Saleh .
MOLECULES, 2014, 19 (07) :10103-10114
[9]   Effect of vitamin E on carbonic anhydrase enzyme activity in rainbow trout (Oncorhynchus mykiss) erythrocytes in vitro and in vivo [J].
Aras-Hisar, S ;
Hisar, O ;
Beydemir, S ;
Gülcin, I ;
Yanik, T .
ACTA VETERINARIA HUNGARICA, 2004, 52 (04) :413-422
[10]   Synthesis of Biologically Active Nonnatural Palmarumycin Derivatives [J].
Aslan, Abdulselam ;
Altun, Sultan ;
Ahmed, Ishtiaq ;
Floerke, Ulrich ;
Schulz, Barbara ;
Krohn, Karsten .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (06) :1176-1188