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hemimycalins C-E;来自红海海洋海绵 sp. 的具有海因和 2-亚氨基咪唑烷-4-酮骨架的细胞毒性和抗微生物生物碱

Hemimycalins C-E; Cytotoxic and Antimicrobial Alkaloids with Hydantoin and 2-Iminoimidazolidin-4-one Backbones from the Red Sea Marine Sponge sp.

机构信息

Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Saudi Arabia.

Department of Medical Laboratory Sciences, Faculty of Applied Medical Sciences, King Abdulaziz University, Jeddah 21589, Saudi Arabia.

出版信息

Mar Drugs. 2021 Dec 2;19(12):691. doi: 10.3390/md19120691.

DOI:10.3390/md19120691
PMID:34940689
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8705819/
Abstract

In the course of our continuing efforts to identify bioactive secondary metabolites from Red Sea marine sponges, we have investigated the sponge sp. The cytotoxic fraction of the organic extract of the sponge afforded three new compounds, hemimycalins C-E (-). Their structural assignments were obtained via analyses of their one- and two-dimensional NMR spectra and HRESI mass spectrometry. Hemimycalin C was found to differ from the reported hydantoin compounds in the configuration of the olefinic moiety at C-5-C-6, while hemimycalins D and E were found to contain an 2-iminoimidazolidin-4-one moiety instead of the hydantoin moiety in previously reported compounds from the sponge. Hemimycalins C-E showed significant antimicrobial activity against and and cytotoxic effects against colorectal carcinoma (HCT 116) and the triple-negative breast cancer (MDA-MB-231) cells.

摘要

在我们不断努力从红海海洋海绵中鉴定具有生物活性的次生代谢产物的过程中,我们研究了海绵 sp。海绵有机提取物的细胞毒性部分得到了三种新化合物,hemimycalins C-E(-)。通过分析它们的一维和二维 NMR 光谱和 HRESI 质谱,确定了它们的结构。hemimycalin C 与报道的海因类化合物在 C-5-C-6 处的烯属部分的构型不同,而 hemimycalins D 和 E 则含有 2-亚氨基咪唑烷-4-酮部分,而不是以前从海绵中报道的化合物中的海因部分。hemimycalins C-E 对 和 具有显著的抗菌活性,并对结肠直肠癌细胞(HCT 116)和三阴性乳腺癌(MDA-MB-231)细胞具有细胞毒性作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/624c/8705819/041bcf4f275c/marinedrugs-19-00691-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/624c/8705819/901352e7b556/marinedrugs-19-00691-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/624c/8705819/5770ae106b74/marinedrugs-19-00691-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/624c/8705819/906d0c047c91/marinedrugs-19-00691-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/624c/8705819/3d4759c61285/marinedrugs-19-00691-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/624c/8705819/041bcf4f275c/marinedrugs-19-00691-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/624c/8705819/901352e7b556/marinedrugs-19-00691-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/624c/8705819/5770ae106b74/marinedrugs-19-00691-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/624c/8705819/906d0c047c91/marinedrugs-19-00691-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/624c/8705819/3d4759c61285/marinedrugs-19-00691-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/624c/8705819/041bcf4f275c/marinedrugs-19-00691-g005.jpg

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