Pullenvalenes E-H: Triterpenyl-Aminoglycosides from an Australian Soil-Derived Fungus, Clonostachys sp.

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2024-11-12 DOI:10.1021/acs.jnatprod.4c01068

Yanan Wang, Jolynn Kiong, Amila Agampodi Dewa, Angela A Salim, Zeinab G Khalil, Robert J Capon

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Abstract

Chemical profiling of soil-derived microbes collected under the auspices of the Australian citizen science initiative Soils for Science detected two fungi, Clonostachys sp. S4S-07771A07 and Coccidiodes sp. S4S-14879B01, capable of producing pullenvalenes, a rare class of triterpene glycoside. Cultivation profiling followed by scaled up cultivation and fractionation of the former yielded the known pullenvalenes A-D (1-4) and the new analogues E-H (5-8), with structures secured by detailed spectroscopic analysis and biogenetic considerations. This study reveals that the pullenvalenes 1-8 are produced by several genera of fungi (Clonostachys, Coccidiodes and Talaromyces) recovered from different geographic locations and substrates. We also draw attention to structural and biosynthetic similarities with the known Red Sea sponge metabolites neviotines A-D (9-12) and abudinols A-B (13-14), prompting speculation that the latter may be products of sponge-associated fungi.

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Pullenvalenes E-H: Triterpenyl-Aminoglycosides from an Australian Soil-Derived Fungus, Clonostachys sp.

在澳大利亚公民科学计划 Soils for Science 的支持下，对收集到的土壤微生物进行了化学分析，发现 Clonostachys sp.对前者进行培养剖面分析，然后进行放大培养和分馏，得到了已知的拉烯缬烯类 A-D（1-4）和新的类似物 E-H（5-8），并通过详细的光谱分析和生物遗传学考虑确定了其结构。这项研究揭示了从不同地理位置和基质中发现的几个真菌属（Clonostachys、Coccidiodes 和 Talaromyces）都能产生拉烯瓦烯 1-8。我们还注意到，这些物质在结构上和生物合成上与已知的红海海绵代谢物 neviotines A-D （9-12）和 abudinols A-B （13-14）有相似之处，因此推测后者可能是海绵相关真菌的产物。

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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.