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Fungal transformation of fluoranthene.

机译:荧蒽的真菌转化。

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The fungus Cunninghamella elegans ATCC 36112 metabolized approximately 80% of the 3-14C-labeled fluoranthene (FA) added within 72 h of incubation. C. elegans metabolized FA to trans-2,3-dihydroxy-2,3-dihydrofluoranthene (trans-2,3-dihydrodiol), 8- and 9-hydroxyfluoranthene trans-2,3-dihydrodiol, 3-fluoranthene-beta-glucopyranoside, and 3-(8-hydroxyfluoranthene)-beta-glucopyranoside. These metabolites were separated by thin-layer and reversed-phase high-performance liquid chromatography and identified by 1H nuclear magnetic resonance, UV, and mass spectral techniques. The major pathway involved hydroxylation to form a glucoside conjugate of 3-hydroxyfluoranthene and a glucoside conjugate of 3,8-dihydroxyfluoranthene which together accounted for 52% of the total ethyl acetate-soluble metabolites. C. elegans initially metabolized FA in the 2,3 position to form fluoranthene trans-2,3-dihydrodiol, which has previously been shown to be a biologically active compound in mammalian and bacterial genotoxicity tests. However, C. elegans formed predominantly glucoside conjugates of the phenolic derivatives of FA, which suggests that this fungus has the potential to detoxify FA.
机译:在温育72小时内,秀丽线虫ATCC 36112代谢了约80%的3-14C标记的荧蒽(FA)。秀丽隐杆线虫将FA代谢为反式-2,3-二羟基-2,3-二氢荧蒽(反式-2,3-二氢二醇),8和9-羟基荧蒽反式-2,3-二氢二醇,3-荧蒽-β-吡喃葡萄糖苷和3-(8-羟基荧蒽)-β-吡喃葡萄糖苷。这些代谢物通过薄层和反相高效液相色谱进行分离,并通过1H核磁共振,UV和质谱技术进行鉴定。主要途径涉及羟基化以形成3-羟基荧蒽的葡糖苷缀合物和3,8-二羟基荧蒽的葡糖苷缀合物,其合计占乙酸乙酯可溶的代谢物总量的52%。秀丽隐杆线虫最初在2,3位代谢FA形成荧蒽反式2,3-二氢二醇,先前已在哺乳动物和细菌的遗传毒性测试中显示为生物活性化合物。然而,秀丽隐杆线虫主要形成FA的酚衍生物的葡糖苷结合物,这表明该真菌具有使FA解毒的潜力。

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