A New Sesquiterpene from the Fungus Penicillium sp. LPFH-hzw-zw1

IF 1.5 4区 生物学 Q3 CHEMISTRY, APPLIED Records of Natural Products Pub Date : 2024-04-08 DOI:10.25135/rnp.453.2402.3149
Wei Zhang, Qi Wang
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Abstract

: An investigation of the secondary metabolites of the sea sediment-derived Penicillium sp. LPFH-ZW-1 resulted in the identification of a new compound, named penicipeneacid ( 1 ), along with seven known compounds. The structures of these compounds were established by extensive analysis of the 1D and 2D NMR data, combined with HRESIMS data. The absolute configuration of 1 was determined by comparing the experimental and predicted ECD spectra. The bicyclo[4.1.0]heptane nucleus in compounds 1 and 2 was rarely found in nature. The known compounds were identified to be sesquicaranoic acid B ( 2 ), 9-cycloneren-3,7,11-triol ( 3 ), fumiquinazoline J ( 4 ), versiquinazoline H ( 5 ), penipurdin A ( 6 ), questinol ( 7 ), and 2-hydroxy-4-ethoxybenzoic acid ( 8 ). Compounds 4 and 7 exhibited moderate cytotoxicity against MCF-7 and K562 tumor cell lines, with IC 50 values ranging from 12.6 to 37.1  M.
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来自青霉 LPFH-hzw-zw1 的一种新倍半萜
:通过对源于海洋沉积物的青霉菌 LPFH-ZW-1 的次级代谢物的研究,发现了一种名为 penicipeneacid ( 1 ) 的新化合物以及七种已知化合物。通过对一维和二维核磁共振数据以及 HRESIMS 数据的广泛分析,确定了这些化合物的结构。通过比较实验和预测的 ECD 光谱,确定了 1 的绝对构型。化合物 1 和 2 中的双环[4.1.0]庚烷核在自然界中很少发现。经鉴定,已知化合物包括芝桔梗酸 B(2)、9-环烯-3,7,11-三醇(3)、富马喹唑啉 J(4)、 versiquinazoline H(5)、penipurdin A(6)、questinol(7)和 2-羟基-4-乙氧基苯甲酸(8)。化合物 4 和 7 对 MCF-7 和 K562 肿瘤细胞株具有中等程度的细胞毒性,IC 50 值为 12.6 至 37.1  M。
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来源期刊
Records of Natural Products
Records of Natural Products 生物-医药化学
CiteScore
3.10
自引率
26.30%
发文量
78
审稿时长
4 months
期刊介绍: Records of Natural Products is a journal of natural product chemistry. Reviews, book reviews, research papers and short reports are considered on the substances of plants, microbes and animals. Discussions on the structure elucidation, synthesis of naturally occurring compounds and biological activity of natural compounds and plant extracts, biosynthesis of natural products and essential oils of aromatic plants as well as chemotaxonomy in the field of plants are welcomed in the journal. All published research articles in Records of Natural Products have undergone rigorous peer review, based on initial editor screening and anonymized refereeing by expert referees.
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