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来自海绵源真菌的四种新吡喃酮

Four New Pyranones from the Sponge-Derived Fungus .

作者信息

Zhang Na, Wang Jiali, Jiang Jigang, Rong Xianguo, Ma Liying, Liu Desheng

机构信息

College of Pharmacy, Binzhou Medical University, Yantai 264003, China.

出版信息

ACS Omega. 2025 Apr 10;10(15):15725-15731. doi: 10.1021/acsomega.5c01349. eCollection 2025 Apr 22.

DOI:10.1021/acsomega.5c01349
PMID:40290966
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12019506/
Abstract

Four novel pyranone derivatives were isolated from fungi associated with the marine sponge species . The planar structures of these compounds were elucidated through comprehensive spectroscopic techniques, including HRESIMS, UV, IR, and 1D and 2D NMR. The absolute configuration of compound was determined via X-ray diffraction, while that of compound was determined using electronic circular dichroism (ECD) spectroscopy. Furthermore, all compounds were evaluated for their cytotoxic activity against human lung carcinoma cells (A549). At 30 μM, only compound exhibited slight cytotoxic activity, with an inhibition rate of (46 ± 3.63)%, compared to doxorubicin (positive control, (86 ± 1.81)%). In DPPH free radical scavenging assays, compound demonstrated a superior capacity than other derivatives, with a scavenging rate of (21.5 ± 3.03)% at 0.6 mg/mL, though still lower than vitamin C ((38.4 ± 2.96)%). Compounds , , and exhibited diminished scavenging activities, with rates of (16.1 ± 1.32)%, (13.6 ± 1.60)%, and (15.2 ± 2.79)%, respectively.

摘要

从与海洋海绵物种相关的真菌中分离出四种新型吡喃酮衍生物。通过包括高分辨电喷雾电离质谱(HRESIMS)、紫外光谱(UV)、红外光谱(IR)以及一维和二维核磁共振(1D和2D NMR)在内的综合光谱技术阐明了这些化合物的平面结构。化合物的绝对构型通过X射线衍射确定,而化合物的绝对构型则使用电子圆二色光谱(ECD)确定。此外,评估了所有化合物对人肺癌细胞(A549)的细胞毒性活性。在30 μM浓度下,只有化合物表现出轻微的细胞毒性活性,抑制率为(46 ± 3.63)%,相比之下阿霉素(阳性对照,(86 ± 1.81)%)。在二苯基苦味酰基自由基(DPPH)清除试验中,化合物表现出比其他衍生物更强的清除能力,在0.6 mg/mL时清除率为(21.5 ± 3.03)%,尽管仍低于维生素C((38.4 ± 2.96)%)。化合物、和的清除活性降低,清除率分别为(16.1 ± 1.32)%、(13.6 ± 1.60)%和(15.2 ± 2.79)%。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27df/12019506/e53f3040022b/ao5c01349_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27df/12019506/baec6c1d348c/ao5c01349_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27df/12019506/f6ef8b3ecf5b/ao5c01349_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27df/12019506/c7332c31bc28/ao5c01349_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27df/12019506/e53f3040022b/ao5c01349_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27df/12019506/baec6c1d348c/ao5c01349_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27df/12019506/f6ef8b3ecf5b/ao5c01349_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27df/12019506/c7332c31bc28/ao5c01349_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/27df/12019506/e53f3040022b/ao5c01349_0004.jpg

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本文引用的文献

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Enantiomeric α-pyrone derivatives with immunosuppressive activity from Talaromyces adpressus.
松生拟青霉中具有免疫抑制活性的对映体 α-吡喃酮衍生物。
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