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一株海洋来源真菌 Penicillium sp. TJ403-1 中新颖的 Breviane 型螺环二萜。

A New Breviane Spiroditerpenoid from the Marine-Derived Fungus Penicillium sp. TJ403-1.

机构信息

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, China.

出版信息

Mar Drugs. 2018 Mar 29;16(4):110. doi: 10.3390/md16040110.

DOI:10.3390/md16040110
PMID:29596354
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5923397/
Abstract

Marine-derived fungi are a promising and untapped reservoir for discovering structurally interesting and pharmacologically active natural products. In our efforts to identify novel bioactive compounds from marine-derived fungi, four breviane spiroditerpenoids, including a new compound, brevione O (), and three known compounds breviones I (), J (), and H (), together with a known diketopiperazine alkaloid brevicompanine G (), were isolated and identified from an ethyl acetate extract of the fermented rice substrate of the coral-derived fungus sp. TJ403-1. The absolute structure of was elucidated by HRESIMS, one- and two-dimensional NMR spectroscopic data, and a comparison of its electronic circular dichroism (ECD) spectrum with the literature. Moreover, we confirmed the absolute configuration of by single-crystal X-ray crystallography. All the isolated compounds were evaluated for isocitrate dehydrogenase 1 (IDH1) inhibitory activity and cytotoxicity, and compound showed significant inhibitory activities against HL-60, A-549, and HEP3B tumor cell lines with IC values of 4.92 ± 0.65, 8.60 ± 1.36, and 5.50 ± 0.67 µM, respectively.

摘要

海洋来源的真菌是一个有前途且未被充分开发的资源库,可从中发现具有结构新颖和药理活性的天然产物。在努力从海洋来源的真菌中鉴定新型生物活性化合物的过程中,我们从珊瑚来源真菌 TJ403-1 的发酵米基质的乙酸乙酯提取物中分离并鉴定了四种短尾囊螺二萜类化合物,包括一个新化合物 brevione O () 和三个已知化合物 breviones I (), J (), 和 H (), 以及一种已知的二酮哌嗪生物碱 brevicompanine G ()。通过高分辨质谱、一维和二维 NMR 波谱数据以及与文献的电子圆二色谱 (ECD) 光谱比较,阐明了 的绝对结构。此外,我们通过单晶 X 射线晶体学确定了 的绝对构型。所有分离得到的化合物均进行了异柠檬酸脱氢酶 1 (IDH1) 抑制活性和细胞毒性评估,化合物 对 HL-60、A-549 和 HEP3B 肿瘤细胞系表现出显著的抑制活性,IC 值分别为 4.92 ± 0.65、8.60 ± 1.36 和 5.50 ± 0.67 µM。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e36/5923397/eee008038ea2/marinedrugs-16-00110-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e36/5923397/a7a43f28e571/marinedrugs-16-00110-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e36/5923397/55105b50184d/marinedrugs-16-00110-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e36/5923397/50cf8fbc04d0/marinedrugs-16-00110-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e36/5923397/eee008038ea2/marinedrugs-16-00110-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e36/5923397/a7a43f28e571/marinedrugs-16-00110-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e36/5923397/55105b50184d/marinedrugs-16-00110-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e36/5923397/50cf8fbc04d0/marinedrugs-16-00110-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e36/5923397/eee008038ea2/marinedrugs-16-00110-g004.jpg

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