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来自塔洛霉酮A的菲萘酮和聚酯及其结构修正

Phenalenones and Polyesters from and Structure Revision of Talaromycesone A.

作者信息

Chaudhary Nirmal K, Vuong Daniel, Lacey Ernest, Piggott Andrew M, Karuso Peter

机构信息

School of Natural Sciences, Macquarie University, Sydney, New South Wales 2109, Australia.

Microbial Screening Technologies Pty. Ltd., Smithfield, New South Wales 2164, Australia.

出版信息

J Nat Prod. 2024 Dec 27;87(12):2738-2745. doi: 10.1021/acs.jnatprod.4c00885. Epub 2024 Dec 16.

Abstract

Investigation of the secondary metabolites of the filamentous fungus led to the isolation of two new phenalenone dimers, talarohemiketal A () and talaroazasone A (), and one new macrolide polyester, talaromacrolactone A (), along with the reported oxyphenalenone dimers talaromycesone A (), bacillisporin A (), bacillisporin B (), bacillisporin C (), -bacillisporin F (), and bacillisporin J (), the phenalenone monomer funalenone (), the polyesters 15G256α () and 15G256ν (), and 6-hydroxymellein (). Detailed analysis of 2D NMR correlations, supported by TDDFT calculations, led to the structural revision of talaromycesone A as from previously reported structure . In addition, the previously misassigned NMR spectra of compound have been corrected.

摘要

对丝状真菌的次生代谢产物进行研究,分离出了两种新的菲醌二聚体,塔拉罗半缩酮A()和塔拉罗氮杂环酮A(),以及一种新的大环内酯聚酯,塔拉罗大环内酯A(),同时还得到了已报道的氧化菲醌二聚体塔拉罗霉菌素A()、芽孢杆菌素A()、芽孢杆菌素B()、芽孢杆菌素C()、β-芽孢杆菌素F()和芽孢杆菌素J(),菲醌单体富纳伦酮(),聚酯15G256α()和15G256ν(),以及6-羟基蜜环菌素()。在TDDFT计算的支持下,对二维核磁共振相关进行详细分析,导致塔拉罗霉菌素A的结构从先前报道的结构修正为。此外,化合物先前错误归属的核磁共振谱也已得到校正。

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