首页> 外文期刊>RSC Advances >Chroman-4-one and pyrano[4,3-b]chromenone derivatives from the mangrove endophytic fungus Diaporthe phaseolorum SKS019
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Chroman-4-one and pyrano[4,3-b]chromenone derivatives from the mangrove endophytic fungus Diaporthe phaseolorum SKS019

机译:红树内生真菌 SKS019的Chroman-4-one和吡喃并[4,3- b ]色酮衍生物

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Seven new compounds: diaporchromanones A–D (1–4), (?)-phomopsichin A (5a), (+)-phomopsichin B (6a), and (±)-diaporchromone A (7), along with the known (+)-phomopsichin A (5b) and (?)-phomopsichin B (6b) were isolated from an endophytic fungus Diaporthe phaseolorum SKS019. The structures of the new compounds, including their absolute configurations, were determined on the basis of HRESIMS and NMR spectroscopic data, and experimental ECD and Rh2(OCOCF3)4-induced CD spectra analyses. Diaporchromanone A (1)/B (2), and C (3)/D (4) are two pairs of 3-epimers, and their structures possessing 3-substituted-chroman-4-one skeleton are rarely found in natural sources. (?)-Phomopsichin A (5a) and (+)-phomopsichin B (6a) are enantiomers of (+)-phomopsichin A (5b) and (?)-phomopsichin B (6b), respectively. All of the isolates were evaluated for their inhibitory effects against osteoclastogenesis in the RAW 264.7 cell line using luciferase reporter gene assays. Compounds 3–6b exhibited moderate inhibitory effects on osteoclastogenesis by suppressing the receptor activator of NF-κB by ligand-induced NF-κB activation.
机译:七个新化合物:diaporchromanones A–D(1-4),(?)-phopsicochin A(5a),(+)-phomopsichin B(6a)和(±)-diaporchromone A(7),以及已知的(从内生真菌 Diaporthe phaseolorum SKS019中分离出+)-磷霉素A(5b)和(?)-磷霉素B(6b)。根据HRESIMS和NMR光谱数据以及实验性ECD和Rh 2 (OCOCF < sub> 3 4 诱导的CD光谱分析。苯并二氢吡喃酮A(1)/ B(2)和C(3)/ D(4)是两对3表位异构体,在自然来源中很少发现它们具有3-取代-chroman-4-one骨架的结构。 (α)-磷菌素A(5a)和(+)-磷菌素B(6a)分别是(+)-磷菌素A(5b)和(α)-磷菌素B(6b)的对映体。使用萤光素酶报告基因测定法,评估了所有分离株对RAW 264.7细胞系中破骨细胞生成的抑制作用。化合物3–6b通过配体诱导的NF-κB活化抑制NF-κB受体活化剂,从而对破骨细胞产生中等程度的抑制作用。

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