Developments of small molecules as inhibitors for carbonic anhydrase isoforms

被引:24
作者
Buabeng, Emmanuel Ramsey [1 ,2 ]
Henary, Maged [1 ,2 ]
机构
[1] Georgia State Univ, Dept Chem, 100 Piedmont Ave SE, Atlanta, GA 30303 USA
[2] Georgia State Univ, Ctr Diagnost & Therapeut, 100 Piedmont Ave SE, Atlanta, GA 30303 USA
关键词
Carbonic anhydrases; Molecular hybridization; Isothermal titration calorimetry; 1; 2; 3-traizole; Bioisosterism; Erlenmeyer cyclocondensation; BIOLOGICAL EVALUATION; SELECTIVE-INHIBITION; CYTOTOXIC ACTIVITY; ACTIVE-SITE; IX; DESIGN; BENZENESULFONAMIDE; SULFONAMIDES; POTENT; IV;
D O I
10.1016/j.bmc.2021.116140
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
Carbonic anhydrases are ubiquitous, and their role in the hydration of carbon dioxide is essential for the survival of many tissues and organs. However, their association with many pathological diseases, especially in glaucoma, Alzheimer's, obesity, epilepsy, and tumorigenesis, has prompted the design and synthesis of novel carbonic anhydrase inhibitors (CAIs). Herein we describe (1) approaches used in the design of CAIs and (2) synthesis of small molecules as CAIs within the last five years. Despite the active research in this area, there are still more avenues to explore, especially selective inhibition of CA I, CA IX, and XII. These isoforms would continue to open up a diversity of carbonic anhydrase inhibitors containing 1,2,3-triazoles, imidazolone, pyrrolidone, thiadiazole, isatin, and glycoconjugates as part of their molecular frameworks.
引用
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页数:23
相关论文
共 88 条
[1]   Novel hydrazido benzenesulfonamides-isatin conjugates: Synthesis, carbonic anhydrase inhibitory activity and molecular modeling studies [J].
Abo-Ashour, Mahmoud E. ;
Eldehna, Wagdy M. ;
Nocentini, Alessio ;
Ibrahim, Hany S. ;
Bua, Silvia ;
Abou-Seri, Sahar M. ;
Supuran, Claudiu T. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 157 :28-36
[2]   High π-facial selectivity through chelation of magnesium ions in the DMD epoxidation of α,β-unsaturated imides with chiral pyrrolidinone auxiliaries [J].
Adam, W ;
Zhang, AM .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (01) :147-152
[3]   Update on carbonic anhydrase inhibitors: a patent review (2008-2011) [J].
Aggarwal, Mayank ;
McKenna, Robert .
EXPERT OPINION ON THERAPEUTIC PATENTS, 2012, 22 (08) :903-915
[4]  
Alessandro K, 2009, EUR J MED CHEM, V44, P3777
[5]   Synthesis of pyrazolo[3,4-d]pyrimidin-4(5H)-ones tethered to 1,2,3-triazoles and their evaluation as potential anticancer agents [J].
Allam, Muralidhar ;
Bhavani, A. K. D. ;
Mudiraj, Anwita ;
Ranjan, Nikhil ;
Thippana, Mallikarjuna ;
Babu, Phanithi Prakash .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 156 :43-52
[6]   A novel and one-pot synthesis of new 1-tosyl pyrrol-2-one derivatives and analysis of carbonic anhydrase inhibitory potencies [J].
Alp, Cemalettin ;
Ekinci, Deniz ;
Gultekin, Mehmet Serdar ;
Senturk, Murat ;
Sahin, Ertan ;
Kufrevioglu, Omer Irfan .
BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (12) :4468-4474
[7]  
[Anonymous], 1993, US Patent
[8]   Methods for the synthesis of 1-substituted 1H-imidazol-2(3H)-ones [J].
Antonova, Maria M. ;
Baranov, Vladimir V. ;
Kravchenko, Angelina N. .
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2015, 51 (05) :395-420
[9]   Inhibition studies on a panel of human carbonic anhydrases with N1-substituted secondary sulfonamides incorporating thiazolinone or imidazolone-indole tails [J].
Awadallah, Fadi M. ;
Bua, Silvia ;
Mahmoud, Walaa R. ;
Nada, Hossam H. ;
Nocentini, Alessio ;
Supuran, Claudiu T. .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2018, 33 (01) :629-638
[10]   Synthesis, carbonic anhydrase inhibition and cytotoxic activity of novel chromone-based sulfonamide derivatives [J].
Awadallah, Fadi M. ;
El-Waei, Tamer A. ;
Hanna, Mona M. ;
Abbas, Safinaz E. ;
Ceruso, Mariangela ;
Oz, Beyza Ecem ;
Guler, Ozen Ozensoy ;
Supuran, Claudiu T. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 96 :425-435