Three unusual indole diketopiperazine alkaloids from a terrestrial-derived endophytic fungus, Aspergillus sp.

Three unusual indole diketopiperazine alkaloids from a terrestrial-derived endophytic fungus, Aspergillus sp.
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DOI:
10.1016/j.tetlet.2015.04.058
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发表时间:
2015-05-20
影响因子:
1.8
通讯作者:
Kong, Ling-Yi
Kong, Ling-Yi
中科院分区:
化学4区
文献类型:
--
作者:
Lhamo, Sonum;Wang, Xiao-Bing;Kong, Ling-Yi

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从内生真菌Aspergillus sp.中分离得到3个新的吲哚二酮哌嗪生物碱,命名为aspertryptanthrins A-C(1-3),通过光谱方法确定了它们的结构,并通过Rh-2(OCOCF 3)(4)诱导的ECD光谱以及实验和计算的ECD光谱的比较确定了它们的绝对构型。这些化合物属于吲哚二酮哌嗪类生物碱,代表了第一个含有色氨酸残基和邻氨基苯甲酸酯单元形成色胺酮骨架的样品,其中曲霉色胺酮C(3)是一个特别有趣的含有罕见的十六元环的分子骨架。(C)2015爱思唯尔有限公司版权所有。
Three new indole diketopiperazine alkaloids, named aspertryptanthrins A-C (1-3), were isolated from a terrestrial-derived endophytic fungus Aspergillus sp. Their structures were established by spectral methods, and the absolute configurations were determined via the Rh-2(OCOCF3)(4) induced ECD spectra and the comparison of experimental and calculated ECD spectra. Belonging to the indole diketopiperazine alkaloids, these compounds represented first samples containing tryptanthrin skeleton formed by tryptophan residue and anthranilate unite, while aspertryptanthrin C (3) was particularly an interesting molecular skeleton containing a rare 16-membered ring. (C) 2015 Elsevier Ltd. All rights reserved.