Cohaerins A and B, azaphilones from the fungus Hypoxylon cohaerens, and comparison of HPLC-based metabolite profiles in Hypoxylon sect. Annulata

Cohaerins A and B, azaphilones from the fungus Hypoxylon cohaerens, and comparison of HPLC-based metabolite profiles in Hypoxylon sect. Annulata
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DOI:
10.1016/j.phytochem.2005.02.006
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发表时间:
2005-04-01
期刊:
影响因子:
3.8
通讯作者:
Asakawa, Y
Asakawa, Y
中科院分区:
生物学2区
文献类型:
--
作者:
Quang, DN;Hashimoto, T;Asakawa, Y

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氮杂环丙酮类化合物,命名为Cohaerins A和B,是从木质子囊菌的子囊中分离得到的。它们的绝对结构通过波谱方法(2D-核磁共振、NIS、IR、UV-CD)确定,并通过乙酰化反应确认。次生木组几个分类群的子房代谢物图谱。还使用二极管阵列和MS检测的分析高效液相色谱生成了环状结构。Cohaerins在其他Hypox lon spp.和其他Xylariaceae中均未发现。然而,即使是在200多年前收集的霍尔木耳的正型材料中,它们也存在。联萘BNT也广泛存在于圆环组及其衍生物--苯并[整体]荧光酮A和元酮,以及可能的相关化合物中。这些真菌缺乏木犀科的其他类型的氮杂环酮类色素,如丝裂红素和达尔丁素,后者广泛存在于次木兰组的某些类群中。次二甲基亚胺。因此,化学分类数据在很大程度上支持当前的通用概念。经鉴定,元宝松的原始来源为环状次木香。(C)2005爱思唯尔有限公司。保留所有权利。
Azaphilones, named cohaerins A and B were isolated from stromata of the xylariaceous ascomycete Hypoxylon cohaerens. Their absolute structures were determined by spectroscopic methods (2D NMR, NIS, IR, UV CD), and subsequently confirmed by acetylation. Stromatal metabolite profiles of several taxa of Hypoxylon sect. Annulata were also generated using analytical HPLC with diode array and MS detection. The cohaerins were neither found in other Hypox lon spp., nor in other Xylariaceae. However, they were present even in holotype material of H. cohaerens, collected over 200 years ago. The binaphthalene BNT was also omnipresent in sect Annulata, and its derivatives, the benzo[integral]fluoranthenes daldinone A and truncatone, as well as presumably related compounds. These fungi were found devoid of other types of azaphilone pigments of the Xylariaceae, such as mitorubrins and daldinins, the latter of which are widespread in certain groups of Hypoxylon sect. Hypoxylon. Hence, chemotaxonomic data largely support the current generic concept. The original source of truncatone was identified as Hypoxylon annulatum. (c) 2005 Elsevier Ltd. All rights reserved.