Fungal Duel between Penicillium brasilianum and Aspergillus nomius Results in Dual Induction of Miktospiromide A and Kitrinomycin A

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2023-09-22 DOI:10.1021/acs.jnatprod.3c00593

Michael S. Cowled, John A. Kalaitzis, Andrew Crombie, Rachel Chen, Nicolau Sbaraini, Ernest Lacey and Andrew M. Piggott*,

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Abstract

Cocultivation of the fungi Penicillium brasilianum MST-FP1927 and Aspergillus nomius MST-FP2004 resulted in the reciprocal induction of two new compounds, miktospiromide A (1) from A. nomius and kitrinomycin A (2) from P. brasilianum. A third new compound, kitrinomycin B (3), was also identified from an axenic culture of P. brasilianum, along with the previously reported compounds austalide K (4), 17S-dihydroaustalide K (5), verruculogen (6), and fumitremorgin B (7). The structures of 1–3 were elucidated by detailed spectroscopic analysis and DFT calculations, while 4–7 were identified by comparison to authentic standards. The genome of A. nomius MST-FP2004 was sequenced, and a putative biosynthetic gene cluster for 1 was identified. Compound 2 showed activity against murine melanoma NS-1 cells (LD₉₉ 7.8 μM) and the bovine parasite Tritrichomonas foetus (LD₉₉ 4.8 μM).

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巴西青霉和诺米曲霉菌的真菌决斗导致米托司罗胺A和Kitrinomycin A的双重诱导

巴西青霉MST-FP1927和挪威曲霉菌MST-FP2004的共培养导致两种新化合物的相互诱导，即来自挪威曲霉菌的米克螺旋酰胺A（1）和来自巴西曲霉菌的基特里霉素A（2）。第三种新化合物，基特里霉素B（3），也从巴西乳杆菌的无菌培养物中鉴定出来，以及先前报道的化合物austalide K（4）、17S二氢austalid K（5）、疣原（6）和烟精B（7）。1-3的结构通过详细的光谱分析和DFT计算得到了阐明，而4-7的结构通过与真实标准的比较得到了鉴定。对A.nomius MST-FP2004的基因组进行了测序，并鉴定了1的生物合成基因簇。化合物2显示出对小鼠黑色素瘤NS-1细胞（LD99 7.8μM）和牛寄生虫Tritrichomonas胎儿（LD99 4.8μM）的活性。

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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.