Wittmann Steffen, Heinisch Lothar, Scherlitz-Hofmann Ina, Stoiber Thomas, Ankel-Fuchs Dorothe, Möllmann Ute
Hans Knöll-Institute for Natural Products Research, Jena, Germany.
Biometals. 2004 Feb;17(1):53-64. doi: 10.1023/a:1024409517626.
Different mono-, bis- or triscatecholates and mixed mono- or biscatecholate hydroxamates were synthesized as potential siderophores for mycobacteria. SiderOphore activity was tested by growth promotion assays using wild type strains and iron transport mutants of mycobacteria as well as Gram-negative bacteria. Some triscatecholates and biscatecholate hydroxamates were active in mutants of Mycobacterium smegmatis deficient in mycobactin and exochelin biosynthesis or exochelin permease, respectively, indicating an uptake route independent of the exochelin/mycobactin pathway. Structure activity relationships were studied. Ampicillin conjugates of some of these compounds were inactive against mycobacteria but active against Gram-negative bacteria.
合成了不同的单儿茶酚盐、双儿茶酚盐或三儿茶酚盐以及混合的单儿茶酚盐或双儿茶酚盐异羟肟酸酯，作为分枝杆菌潜在的铁载体。通过使用分枝杆菌的野生型菌株和铁转运突变体以及革兰氏阴性菌进行生长促进试验来测试铁载体活性。一些三儿茶酚盐和双儿茶酚盐异羟肟酸酯分别在耻垢分枝杆菌中缺乏分枝杆菌素和外螯合素生物合成或外螯合素通透酶的突变体中具有活性，这表明存在一条独立于外螯合素/分枝杆菌素途径的摄取途径。研究了构效关系。这些化合物中的一些氨苄青霉素缀合物对分枝杆菌无活性，但对革兰氏阴性菌有活性。
