A series of bio-organometallic-hydrazones of the general formula [{(η5-C5H4)-C(R)=N-N(H)-C6H4-4-SO2NH2}]MLn(MLn = Re(CO)3, Mn(CO)3, FeCp; R=H, CH3) were prepared by reaction of formyl/acetyl organometallic precursors with 4-hydrazino-benzenesulphonamide. All compounds were characterized by conventional spectroscopic techniques (infra-red, 1H and 13C NMR, mass spectrometry and elemental analysis). Biological evaluation as carbonic anhydrase (CA, EC 4.2.1.1) inhibitors agents was carried out using four human/h) isoforms, hCA I, II, IX and XII. The cytosolic isoforms hCA I and II were effectively inhibited by almost all derivatives with inhibition constants of 1.7-22.4 nM. Similar effects were observed for the tumour-associated transmembrane isoform hCA XII (KIs of 1.9-24.4 nM). hCA IX was less sensitive to inhibition with these compounds. The presence of bio-organometallic or metallo-carbonyl moieties in the molecules of these CAIs makes them amenable for interesting pharmacologic applications, for example for compounds with CO donating properties.

中文翻译：

---

作为碳酸酐酶抑制剂的 4-肼基苯磺酰胺的生物有机金属衍生物：合成、表征和生物学评价。


一系列生物有机金属腙，通式为 [{(η5-C5H4)-C(R)=NN(H)-C6H4-4-SO2NH2}]MLn(MLn = Re(CO)3, Mn(CO )3, FeCp; R=H, CH3) 通过甲酰基/乙酰基有机金属前体与 4-肼基-苯磺酰胺反应制备。所有化合物均通过常规光谱技术（红外、1H 和 13C NMR、质谱和元素分析）进行表征。使用四种人/小时亚型hCA I、II、IX和XII进行作为碳酸酐酶(CA、EC 4.2.1.1)抑制剂的生物学评价。几乎所有衍生物都能有效抑制胞浆同工型 hCA I 和 II，抑制常数为 1.7-22.4 nM。对于肿瘤相关的跨膜亚型 hCA XII（KI 为 1.9-24.4 nM）也观察到了类似的效果。 hCA IX 对这些化合物的抑制不太敏感。这些 CAI 分子中存在生物有机金属或金属羰基部分，使其适合有趣的药理学应用，例如具有 CO 供给特性的化合物。