Prete Sonia Del, Vullo Daniela, Osman Sameh M, Scozzafava Andrea, AlOthman Zeid, Capasso Clemente, Supuran Claudiu T
Istituto di Biochimica delle Proteine - CNR, Via P. Castellino 111, 80131 Napoli, Italy.
Università degli Studi di Firenze, Laboratorio di Chimica Bioinorganica, Rm. 188, Via della Lastruccia 3, I-50019 Sesto Fiorentino (Firenze), Italy.
Bioorg Med Chem. 2014 Sep 1;22(17):4537-43. doi: 10.1016/j.bmc.2014.07.048. Epub 2014 Aug 7.
The oral pathogenic bacterium Porphyromonas gingivalis, encodes for two carbonic anhydrases (CAs, EC 4.2.1.1) one belonging to the γ-class (PgiCA) and another one to the β-class (PgiCAb). This last enzyme has been cloned and characterized here for its inhibition profile with the main class of CA inhibitors, the sulfonamides. Many of the clinically used sulfonamides as well as simple aromatic/heterocyclic sulfonamides were ineffective as PgiCAb inhibitors whereas better inhibition was observed with simple derivatives such as sulfanilamide, metanilamide, 4-aminoalkylbenzenesulfonamides (KIs of 364-475nM). The halogenosulfanilamides incorporating heavy halogens, 4-hydroxy- and 4-hydroxyalkyl-benzenesulfonamides, were also micromolar, ineffective PgiCAb inhibitors. The best inhibitors of the β-class enzyme were acetazolamide and ethoxzolamide, with KIs of 214-280nM. Interestingly, the γ-class enzyme was much more sensitive to sulfonamide inhibitors compared to the β-class one, PgiCAb. Identification of potent and possibly selective inhibitors of PgiCAb/PgiCA may lead to pharmacological tools useful for understanding the physiological role(s) of these enzymes, since this bacterium is the main causative agent of periodontitis and few treatment options are presently available.
口腔致病细菌牙龈卟啉单胞菌编码两种碳酸酐酶(CAs,EC 4.2.1.1),一种属于γ类(PgiCA),另一种属于β类(PgiCAb)。本文对后一种酶进行了克隆,并对其与主要类型的碳酸酐酶抑制剂即磺胺类药物的抑制谱进行了表征。许多临床使用的磺胺类药物以及简单的芳香族/杂环磺胺类药物作为PgiCAb抑制剂无效,而磺胺、间胺黄、4-氨基烷基苯磺酰胺等简单衍生物表现出较好的抑制作用(抑制常数为364 - 475 nM)。含有重卤素的卤代磺胺、4-羟基和4-羟基烷基苯磺酰胺也是微摩尔级的无效PgiCAb抑制剂。β类酶的最佳抑制剂是乙酰唑胺和乙氧唑胺,抑制常数为214 - 280 nM。有趣的是,与β类酶PgiCAb相比,γ类酶对磺胺类抑制剂更为敏感。鉴定PgiCAb/PgiCA的有效且可能具有选择性的抑制剂可能会产生有助于理解这些酶生理作用的药理学工具,因为这种细菌是牙周炎的主要病原体,而目前可用的治疗选择很少。