The Chilean Sepedonium aff. chalcipori strain KSH 883, isolated from the endemic Boletus loyo Philippi, was studied in a polythetic approach based on chemical, molecular, and biological data. A taxonomic study of the strain using molecular data of the ITS, EF1-α, and RPB2 barcoding genes confirmed the position of the isolated strain within the S. chalcipori clade, but also suggested the separation of this clade into three different species. Two new linear 15-residue peptaibols, named chilenopeptins A (1) and B (2), together with the known peptaibols tylopeptins A (3) and B (4) were isolated from the semisolid culture of strain KSH 883. The structures of 1 and 2 were elucidated on the basis of HRESIMSⁿ experiments in conjunction with comprehensive 1D and 2D NMR analysis. Thus, the sequence of chilenopeptin A (1) was identified as Ac-Aib¹-Ser²-Trp³-Aib⁴-Pro⁵-Leu⁶-Aib⁷-Aib⁸-Gln⁹-Aib¹⁰-Aib¹¹-Gln¹²-Aib¹³-Leu¹⁴-Pheol¹⁵, while chilenopeptin B (2) differs from 1 by the replacement of Trp³ by Phe³. Additionally, the total synthesis of 1 and 2 was accomplished by a solid-phase approach, confirming the absolute configuration of all chiral amino acids as l. Both the chilenopeptins (1 and 2) and tylopeptins (3 and 4) were evaluated for their potential to inhibit the growth of phytopathogenic organisms.

中文翻译：

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Chilenopeptins A和B，来自智利Sepedonium aff的Peptaibols。chalcipori KSH 883

智利Sepedonium事务。根据化学，分子和生物学数据，采用多学科方法研究了从地方性牛肝菌（Boletus loyo Philippi）中分离出的拟青霉菌株KSH 883 。使用ITS，EF1-α和RPB2条形码基因的分子数据对该菌株进行分类学研究，证实了分离的菌株在S. chalcipori进化枝中的位置，但也建议将该进化枝分为三个不同的物种。两个新的线性15残基肽醇，分别命名为chilenopeptins A（1）和B（2），以及已知的肽醇tylopeptins A（3）和B（4））是从KSH 883菌株的半固体培养物中分离得到的。根据HRESIMS ⁿ实验并结合全面的1D和2D NMR分析，阐明了1和2的结构。因此，chilenopeptin A的（序列1）被确定为AC-AIB ¹ -Ser ² -色氨酸³ -Aib ⁴ -Pro ⁵ -Leu ⁶ -Aib ⁷ -Aib ⁸ -Gln ⁹ -Aib ¹⁰ -Aib ¹¹ -Gln ¹² -Aib ¹³ -Leu ¹⁴ -Pheol ¹⁵，而chilenopeptin B（2从）不同1由替换色氨酸³被Phe ³。另外，通过固相方法完成了1和2的总合成，确认了所有手性氨基酸的绝对构型都为1。评估了胆肽素（1和2）和酪肽（3和4）抑制植物病原性生物生长的潜力。