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首页> 外文期刊>Chemistry: A European journal >Structure and Biosynthesis of Xenoamicins from Entomopathogenic Xenorhabdus
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Structure and Biosynthesis of Xenoamicins from Entomopathogenic Xenorhabdus

机译：致病性异色杆菌的异诺霉素的结构和生物合成

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摘要

During the search for novel natural products from entomopathogenic Xenorhabdus doucetiae DSM17909 and X. mauleonii DSM17908 novel peptides named xenoamicins were identified in addition to the already known antibiotics xenocoumacin and xenorhabdin. Xenoamicins are acylated tridecadepsipeptides consisting of mainly hydrophobic amino acids. The main derivative xenoamicin A (1) was isolated from X. mauleonii DSM17908, and its structure elucidated by detailed 1D and 2D NMR experiments. Detailed MS experiments, also in combination with labeling experiments, confirmed the determined structure and allowed structure elucidation of additional derivatives. Moreover, the xenoamicin biosynthesis gene cluster was identified and analyzed in X. doucetiae DSM17909, and its participation in xenoamicin biosynthesis was confirmed by mutagenesis. Advanced Marfey's analysis of 1 showed that the absolute configuration of the amino acids is in agreement with the predicted stereochemistry deduced from the nonribosomal peptide synthetase XabABCD. Biological testing revealed activity of 1 against Plasmodium falciparum and other neglected tropical diseases but no antibacterial activity.
机译：在从致病性致病性希诺氏杆菌DSM17909和莫氏杆菌X.DSM17908中寻找新型天然产物的过程中，除了已知的抗生素异诺古丁霉素和异诺哈丁以外，还鉴定了名为异诺霉素的新型肽。 Xenoamicins是主要由疏水性氨基酸组成的酰化三聚肽。从毛兰酸假单胞菌DSM17908中分离了主要衍生物异诺霉素A（1），并通过详细的1D和2D NMR实验阐明了其结构。详细的MS实验，也与标记实验相结合，确认了确定的结构，并阐明了其他衍生物的结构。此外，在x.doucetiae DSM17909中鉴定并分析了异农霉素生物合成基因簇，并通过诱变证实了其参与异农霉素生物合成。先进的Marfey对1的分析表明，氨基酸的绝对构型与从非核糖体肽合成酶XabABCD推导的预测立体化学相符。生物测试显示，抗恶性疟原虫和其他被忽视的热带病的活性为1，但没有抗菌活性。

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