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从红树林来源真菌 NSHSJ-2 中得到的抗氧化茚酮和二苯甲酮衍生物。

Antioxidative Indenone and Benzophenone Derivatives from the Mangrove-Derived Fungus NSHSJ-2.

机构信息

School of Chemistry, Sun Yat-Sen University, Guangzhou 510275, China.

Guangdong Key Laboratory of Animal Conservation and Resource Utilization, Guangdong Public Laboratory of Wild Animal Conservation and Utilization, Institute of Zoology, Guangdong Academy of Sciences, Guangzhou 510260, China.

出版信息

Mar Drugs. 2023 Mar 14;21(3):181. doi: 10.3390/md21030181.

Abstract

Seven new polyketides, including four indenone derivatives, cytoindenones A-C (, -), 3'-methoxycytoindenone A (), a benzophenone derivative, cytorhizophin J (), and a pair of tetralone enantiomers, (±)-4,6-dihydroxy-5-methoxy--tetralone (), together with a known compound () were obtained from the endophytic fungus NSHSJ-2 isolated from the fresh stem of the mangrove plant . Compound represented the first natural indenone monomer substituted by two benzene moieties at C-2 and C-3. Their structures were determined by the analysis of 1D and 2D NMR, as well as mass spectroscopic data, and the absolute configurations of (±)- were determined on the basis of the observed specific rotation value compared with those of the tetralone derivatives previously reported. In bioactivity assays, compounds , - showed potent DPPH· scavenging activities, with EC values ranging from 9.5 to 16.6 µM, better than the positive control ascorbic acid (21.9 µM); compounds - also exhibited DPPH· scavenging activities comparable to ascorbic acid.

摘要

从红树林植物新鲜茎中分离到的内生真菌 NSHSJ-2 中得到了七个新的聚酮化合物,包括四个茚酮衍生物、细胞茚酮 A-C(1-4)、3'-甲氧基细胞茚酮 A()、一个二苯甲酮衍生物、细胞红啡碱 J()和一对四氢酮对映体(±)-4,6-二羟基-5-甲氧基--四氢酮(),以及一个已知化合物()。化合物 1 代表第一个天然茚酮单体,其 C-2 和 C-3 位被两个苯环取代。通过 1D 和 2D NMR 以及质谱数据的分析确定了它们的结构,并且根据观察到的比旋光度与以前报道的四氢酮衍生物的比旋光度相比,确定了(±)-的绝对构型。在生物活性测定中,化合物 1-4 显示出很强的 DPPH·清除活性,EC 值范围为 9.5-16.6 μM,优于阳性对照抗坏血酸(21.9 μM);化合物 1-4 也表现出与抗坏血酸相当的 DPPH·清除活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e6f/10057025/960f12839ca6/marinedrugs-21-00181-g001.jpg

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