Characterization of new oxidation products of 9H-carbazole and structure related compounds by biphenyl-utilizing bacteria
作者： Doreen Waldau , Karen Methling , Annett Mikolasch , Frieder Schauer
DOI: 10.1007/S00253-008-1723-8
关键词: Transformation (genetics) 、 Dibenzothiophene 、 Bacteria 、 Yield (chemistry) 、 Incubation 、 Biphenyl 、 Fluorene 、 Chemistry 、 Organic chemistry 、 Biotransformation 、 Stereochemistry
摘要: 9H-Carbazole and its derivatives are useful for versatile pharmacological applications. To obtain different of 9H-carbazole, 24 isolates biphenyl-utilizing bacteria have been investigated regarding their ability to produce hydroxylated 9H-carbazole metabolites. Our analyses showed that was primarily converted into 9H-carbazol-1-ol (15 strains) 9H-carbazol-3-ol (9 strains), while carbazol-9-ol formed as a minor product (12 strains). The formation by the spontaneous release from corresponding dihydrodiols provided first-time detection 3-hydroxy-1,2,3,9-tetrahydrocarbazol-4-one. dependence yields on parameters exemplarily analyzed Ralstonia sp. SBUG 290. Biphenyl-grown cells higher oxidation activities than cultivated with organic acids or nutrient broth, co-cultivation 290 biphenyl led an enhanced yield 9H-carbazol-1-ol. tested bacterial strains were also studied biotransformation two structure-related compounds 9H-fluorene dibenzothiophene. Twenty-one transformed 9H-fluoren-9-ol fluoren-9-one. Three accumulated benzo[c]chromen-6-one novel dead-end during incubation 9H-fluorene, 9H-fluoren-9-ol, Dibenzothiophene has mainly dibenzothiophene-5-oxide, additional metabolites indicated transformation followed so called Kodama pathway.
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