Phenalenones and Polyesters from Talaromyces stipitatus and Structure Revision of Talaromycesone A.

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2024-12-16 DOI:10.1021/acs.jnatprod.4c00885

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

引用次数: 0

Abstract

Investigation of the secondary metabolites of the filamentous fungus Talaromyces stipitatus led to the isolation of two new phenalenone dimers, talarohemiketal A (1) and talaroazasone A (2), and one new macrolide polyester, talaromacrolactone A (3), along with the reported oxyphenalenone dimers talaromycesone A (4), bacillisporin A (5), bacillisporin B (6), bacillisporin C (7), epi-bacillisporin F (8), and bacillisporin J (9), the phenalenone monomer funalenone (10), the polyesters 15G256α (11) and 15G256ν (12), and 6-hydroxymellein (13). Detailed analysis of 2D NMR correlations, supported by TDDFT calculations, led to the structural revision of talaromycesone A as 4 from previously reported structure 14. In addition, the previously misassigned NMR spectra of compound 8 have been corrected.

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

通过对丝状真菌 Talaromyces stipitatus 的次级代谢物的研究，分离出了两种新的苯丙酮二聚体 talarohemiketal A (1) 和 talaroazasone A (2)，以及一种新的大环内酯聚酯 talaromacrolactone A (3)、以及已报道的酚醛酮二聚体 Talaromycesone A (4)、bacillisporin A (5)、bacillisporin B (6)、bacillisporin C (7)、epi-bacillisporin F (8) 和 bacillisporin J (9)、酚醛酮单体 funalenone (10)、聚酯 15G256α (11) 和 15G256ν (12) 以及 6-hydroxymellein (13)。在 TDDFT 计算的支持下，对二维核磁共振相关性进行了详细分析，从而将 Talaromycesone A 的结构从之前报告的结构 14 修改为 4。此外，之前错误标注的化合物 8 的核磁共振光谱也得到了纠正。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文去求助

来源期刊

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.