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与 - 相关的 SW67 的杂种聚酮及其假定的生物合成起源。

Hybrid Polyketides from a -Associated SW67 and Their Putative Biosynthetic Origin.

机构信息

School of Pharmacy, Sungkyunkwan University, Suwon 16419, Korea.

Leibniz Institute for Natural Product Research and Infection Biology e.V., Hans-Knöll-Institute (HKI), 07745 Jena, Germany.

出版信息

Mar Drugs. 2019 Oct 24;17(11):606. doi: 10.3390/md17110606.

DOI:10.3390/md17110606
PMID:31653089
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6891565/
Abstract

Five hybrid polyketides (, , and -) containing tetramic acid core including a new hybrid polyketide, cladosin L (), were isolated from the marine fungus SW67, which was isolated from the marine hydroid polyp of . The hybrid polyketides were isolated as a pair of interconverting geometric isomers. The structure of was determined based on 1D and 2D NMR spectroscopic and HR-ESIMS analyses. Its absolute configuration was established by quantum chemical electronic circular dichroism (ECD) calculations and modified Mosher's method. Tetramic acid-containing compounds are reported to be derived from a hybrid PKS-NRPS, which was also proved by analyzing our C-labeling data. We investigated whether compounds - could prevent cell damage induced by cisplatin, a platinum-based anticancer drug, in LLC-PK1 cells. Co-treatment with and ameliorated the damage of LLC-PK1 cells induced by 25 μM of cisplatin. In particular, the effect of compound at 100 μM (cell viability, 90.68 ± 0.81%) was similar to the recovered cell viability of 88.23 ± 0.25% with 500 μM -acetylcysteine (NAC), a positive control.

摘要

从海洋真菌 SW67 中分离得到了 5 种含有四氢酸核心的杂合聚酮化合物（、、和-），其中包括一种新的杂合聚酮化合物 cladosin L（）。这些杂合聚酮化合物作为一对互变异构的几何异构体被分离出来。根据 1D 和 2D NMR 光谱和 HR-ESIMS 分析确定了的结构。其绝对构型通过量子化学电子圆二色性（ECD）计算和改进的 Mosher 法确定。含四氢酸的化合物被报道来源于混合 PKS-NRPS，这也通过分析我们的 C 标记数据得到了证明。我们研究了化合物 - 是否可以预防顺铂（一种基于铂的抗癌药物）诱导的 LLC-PK1 细胞损伤。与 25 μM 顺铂共处理可改善 LLC-PK1 细胞的损伤。特别是，化合物在 100 μM 时的作用（细胞活力为 90.68 ± 0.81%）与阳性对照 500 μM N-乙酰半胱氨酸（NAC）的恢复细胞活力 88.23 ± 0.25%相似。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/9229d3f0a704/marinedrugs-17-00606-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/77830aa9ed94/marinedrugs-17-00606-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/f0c971d3dd2c/marinedrugs-17-00606-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/34f2a6531e87/marinedrugs-17-00606-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/1c84f51b50e0/marinedrugs-17-00606-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/8aeecd8b82a0/marinedrugs-17-00606-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/4318e0e63973/marinedrugs-17-00606-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/20eac228e008/marinedrugs-17-00606-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/9229d3f0a704/marinedrugs-17-00606-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/77830aa9ed94/marinedrugs-17-00606-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/f0c971d3dd2c/marinedrugs-17-00606-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/34f2a6531e87/marinedrugs-17-00606-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/1c84f51b50e0/marinedrugs-17-00606-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/8aeecd8b82a0/marinedrugs-17-00606-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/4318e0e63973/marinedrugs-17-00606-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/20eac228e008/marinedrugs-17-00606-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad14/6891565/9229d3f0a704/marinedrugs-17-00606-g008.jpg

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