BIOSYNTHESIS AND TRANSFORMATION OF TREMORGENIC INDOLE-DITERPENOIDS BY PENICILLIUM-PAXILLI AND ACREMONIUM-LOLII
BIOSYNTHESIS AND TRANSFORMATION OF TREMORGENIC INDOLE-DITERPENOIDS BY PENICILLIUM-PAXILLI AND ACREMONIUM-LOLII
复制标题
DOI：
10.1016/s0031-9422(00)89639-9
复制
发表时间：
1994-07-01
期刊：
影响因子：
3.8
通讯作者：
WEEDON, CM
中科院分区：
文献类型：
--
作者：
MANTLE, PG;WEEDON, CM
从帕西利青霉中分离出两种新的代谢物，通过质谱和H-1 NMR鉴定其结构为7 α -羟基-13-去氧基帕西林和10 β -羟基-13-去氧基帕西林。色谱上相似的化合物也在产生帕罗西林的顶孢酵母发酵中被发现。另一种吲哚二萜，7 α -羟基paxilline，明显不引起震颤，从paxilline中分离出来，并在A. lolii中被色谱识别，通过放射性标记实验表明它是由引起震颤的霉菌毒素paxilline转化而来。讨论了新化合物在顶孢霉、曲霉、锁骨霉和青霉等多种吲哚-二萜代谢物生物合成相互关系中的意义。其他芳香氨基酸衍生的代谢物有色氨酸和酪醇，主要的甾醇是5 α -麦角糖- 7,22e -二烯-3 β -醇。
Two novel metabolites of Penicillium paxilli were isolated and the structures determined, by mass spectrometry and H-1 NMR spectroscopy, as 7 alpha-hydroxy-13-desoxy paxilline and 10 beta-hydroxy-13-desoxy paxilline. Chromatographically similar compounds were also recognized in fermentations of Acremonium lolii producing paxilline. Another indole-diterpenoid, 7 alpha-hydroxy paxilline, which was apparently not tremorgenic, was characterized from P. paxilli, and recognized chromatographically in A. lolii in which it was shown by radiolabelling experiments to arise from transformation of the tremorgenic mycotoxin paxilline. The significance of the new compounds in biosynthetic interrelationships between the various indole-diterpenoid metabolites of Acremonium, Aspergillus, Claviceps and Penicillium is discussed. Other notable aromatic amino acid-derived metabolites of A. lolii were tryptophol and tyrosol that were excreted from mycelia, the principal sterol of which was 5 alpha-ergosta-7,22E-dien-3 beta-ol.