New sulfonamides containing organometallic-acylhydrazones: synthesis, characterisation and biological evaluation as inhibitors of human carbonic anhydrases

被引:20
作者
Huentupil, Yosselin [1 ]
Pena, Luis [1 ]
Novoa, Nestor [1 ]
Berrino, Emanuela [2 ]
Arancibia, Rodrigo [1 ]
Supuran, Claudiu T. [2 ]
机构
[1] Univ Concepcion, Lab Quim Inorgan & Organometal, Dept Quim Analit & Inorgan, Fac Ciencias Quim, Concepcion, Chile
[2] Univ Firenze, Dipartimento Neurofarba, Florence, Italy
关键词
Organometallic-acylhydrazones; sulfonamides; carbonic anhydrase; inhibitors; CRYSTAL-STRUCTURES; ISOFORMS I; ISOZYME-I; COORDINATION-COMPOUNDS; COMPLEXES; PATENT; DERIVATIVES; 5-NITROTHIOPHENE; ANTIBACTERIAL; CYRHETRENYL;
D O I
10.1080/14756366.2018.1555156
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 series of organometallic acylhydrazones was prepared, incorporating Re(CO)(3), Mn(CO)(3) and ferrocenyl moieties, which were subsequently reacted with amino-sulfonamides in order to obtain carbonic anhydrase (CA, EC 4.2.1.1) inhibitors possessing organometallic moieties in their molecules. The new derivatives were investigated as inhibitors of four human (h) CA isoforms with pharmaceutical applications, such as the cytosolic hCA I, II and VII and the mitochondrial hCA VA. An interesting inhibitory profile against these isoforms was obtained, with some of these metal complexes acting as subnanomolar or low nanomolar inhibitors. They were also thoroughly characterised from the chemical point of view, making them of interest for further developments in the field of metal complexes of sulfonamides with CA inhibitory action.
引用
收藏
页码:451 / 458
页数:8
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