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1--海洋海绵中的烷基甘油醚及其细胞毒性活性。

1--Alkylglycerol Ethers from the Marine Sponge and Their Cytotoxic Activity.

机构信息

Department of Oncology, Hematology and Bone Marrow Transplantation with Section Pneumology, Hubertus Wald Tumorzentrum-University Cancer Center Hamburg (UCCH), University Medical Center Hamburg-Eppendorf, 20251 Hamburg, Germany.

Martini-Klinik, Prostate Cancer Center, University Hospital Hamburg-Eppendorf, 20251 Hamburg, Germany.

出版信息

Mar Drugs. 2022 Jun 22;20(7):409. doi: 10.3390/md20070409.

DOI:10.3390/md20070409
PMID:35877702
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9319591/
Abstract

The cytotoxicity-bioassay-guided fractionation of the ethanol extract from the marine sponge , whose 1--alkyl--glycerol ethers (AGEs) have not been investigated so far, led to the isolation of a complex lipid fraction containing, along with previously known compounds, six new lipids of the AGE type. The composition of the AGE fraction as well as the structures of 6 new and 22 previously known compounds were established using H and C NMR, GC/MS, and chemical conversion methods. The new AGEs were identified as: 1--(Z-docos-15-enyl)--glycerol (), 1--(Z-docos-17-enyl)--glycerol (), 1--(Z-tricos-15-enyl)--glycerol (), 1--(Z-tricos-16-enyl)--glycerol (), 1--(Z-tricos-17-enyl)--glycerol (), and 1--(Z-tetracos-15-enyl)--glycerol (). The isolated AGEs show weak cytotoxic activity in THP-1, HL-60, HeLa, DLD-1, SNU C4, SK-MEL-28, and MDA-MB-231 human cancer cells. A further cytotoxicity analysis in JB6 P Cl41 cells bearing mutated MAP kinase genes revealed that ERK2 and JNK1 play a cytoprotective role in the cellular response to the AGE-induced cytotoxic effects.

摘要

迄今尚未研究过的海洋海绵乙醇提取物的细胞毒性生物测定指导的分段,导致分离出含有先前已知化合物的复杂脂质部分,以及六种新型 AGE 型脂质。使用 H 和 C NMR、GC/MS 和化学转化方法确定了 AGE 部分的组成以及 6 种新型和 22 种先前已知化合物的结构。新型 AGE 被鉴定为:1-(Z-二十二碳-15-烯基)-甘油()、1-(Z-二十二碳-17-烯基)-甘油()、1-(Z-二十三碳-15-烯基)-甘油()、1-(Z-二十三碳-16-烯基)-甘油()、1-(Z-二十三碳-17-烯基)-甘油()和 1-(Z-二十四碳-15-烯基)-甘油()。分离出的 AGE 在 THP-1、HL-60、HeLa、DLD-1、SNU C4、SK-MEL-28 和 MDA-MB-231 人类癌细胞中显示出较弱的细胞毒性活性。在携带突变 MAP 激酶基因的 JB6 P Cl41 细胞中进行的进一步细胞毒性分析表明,ERK2 和 JNK1 在细胞对 AGE 诱导的细胞毒性作用的反应中起细胞保护作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a306/9319591/48aca27619f0/marinedrugs-20-00409-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a306/9319591/b0df2ad9d3de/marinedrugs-20-00409-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a306/9319591/7716b83a8b83/marinedrugs-20-00409-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a306/9319591/48aca27619f0/marinedrugs-20-00409-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a306/9319591/b0df2ad9d3de/marinedrugs-20-00409-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a306/9319591/7716b83a8b83/marinedrugs-20-00409-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a306/9319591/48aca27619f0/marinedrugs-20-00409-g003.jpg

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Metabolites. 2021 May 6;11(5):299. doi: 10.3390/metabo11050299.
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Natural and Enantiopure Alkylglycerols as Antibiofilms Against Clinical Bacterial Isolates and Quorum Sensing Inhibitors of ATCC 12472.天然及对映体纯的烷基甘油作为针对临床细菌分离株的抗生物膜剂及ATCC 12472群体感应抑制剂
Antibiotics (Basel). 2021 Apr 13;10(4):430. doi: 10.3390/antibiotics10040430.
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Gracilosulfates A-G, Monosulfated Polyoxygenated Steroids from the Marine Sponge .
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Plasmalogens, platelet-activating factor and beyond - Ether lipids in signaling and neurodegeneration.醚脂类在信号转导和神经退行性变中的作用:血小板激活因子和其他相关物质。
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