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从海洋贝类相关真菌 BB5 中分离得到的单体 Rubins A-C。

Monarubins A-C from the Marine Shellfish-Associated Fungus BB5.

机构信息

School of Traditional Chinese Medicine, Guangdong Pharmaceutical University, Guangzhou 510006, China.

School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China.

出版信息

Mar Drugs. 2020 Feb 3;18(2):100. doi: 10.3390/md18020100.

DOI:10.3390/md18020100
PMID:32028626
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7073648/
Abstract

Three new compounds, monarubins A-C (, and ), together with ten known compounds, including four alkaloids (-), two isocoumarins ( and ) and four polyketides (-), were isolated from marine shellfish-associated fungus BB5. The structures were determined on the basis of the 1D and 2D NMR, MS, UV and IR data. The absolute configurations of compounds , and were determined by ECD calculations. The NMR data of compounds deoxyhydroxyaspergillic acid () and 2-hydroxy-6-(1-hydroxy-1-methylpropyl)-3--buthylpyrazine () were first reported. All of the isolated compounds were evaluated for their cytotoxic activities against human nasopharyngeal carcinoma cell lines CNE1, CNE2, SUNE1 and HONE1 and hepatocellular carcinoma cell lines QGY7701 and HepG2. Monarubin B () displayed potent cytotoxicities against the cancer cell lines HepG2 and QGY7701 with IC values of 1.72 and 0.71 μΜ, respectively; lunatinin () showed moderate cytotoxic activities against the cancer cell lines HepG2, QGY7701 and SUNE1 with the IC values of 9.60, 7.12 and 28.12 μΜ, respectively.

摘要

从海洋贝类相关真菌 BB5 中分离得到三种新化合物,分别为 monarubins A-C(、和),以及十种已知化合物,包括四种生物碱(-)、两种异香豆素(和)和四种聚酮化合物(-)。根据 1D 和 2D NMR、MS、UV 和 IR 数据确定了这些结构。通过 ECD 计算确定了化合物、和的绝对构型。首次报道了脱氧羟基aspergillic 酸()和 2-羟基-6-(1-羟基-1-甲基丙基)-3--丁基吡嗪()的 NMR 数据。对分离得到的所有化合物进行了人鼻咽癌细胞系 CNE1、CNE2、SUNE1 和 HONE1 以及肝癌细胞系 QGY7701 和 HepG2 的细胞毒性活性评价。Monarubin B()对肝癌细胞系 HepG2 和 QGY7701 具有较强的细胞毒性,IC 值分别为 1.72 和 0.71 μΜ;lunatinin()对 HepG2、QGY7701 和 SUNE1 三种癌细胞系具有中等细胞毒性,IC 值分别为 9.60、7.12 和 28.12 μΜ。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5310/7073648/ba7407eae275/marinedrugs-18-00100-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5310/7073648/34d450b52a09/marinedrugs-18-00100-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5310/7073648/21e3b2733f6b/marinedrugs-18-00100-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5310/7073648/b5e48afae5c6/marinedrugs-18-00100-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5310/7073648/dbbea9c8e88f/marinedrugs-18-00100-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5310/7073648/ba7407eae275/marinedrugs-18-00100-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5310/7073648/34d450b52a09/marinedrugs-18-00100-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5310/7073648/21e3b2733f6b/marinedrugs-18-00100-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5310/7073648/b5e48afae5c6/marinedrugs-18-00100-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5310/7073648/dbbea9c8e88f/marinedrugs-18-00100-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5310/7073648/ba7407eae275/marinedrugs-18-00100-g005.jpg

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