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海洋海绵 Cinachyrella sp. 中的新 2-甲氧基乙炔酸和吡唑生物碱

New 2-Methoxy Acetylenic Acids and Pyrazole Alkaloids from the Marine Sponge Cinachyrella sp.

机构信息

Institute of Pharmaceutical Biology and Biotechnology, Heinrich Heine University, Universitätsstraße 1, 40225 Düsseldorf, Germany.

Department of Marine Biology, Faculty of Marine Sciences, Tarbiat Modares University, 46414-356 Noor, Iran.

出版信息

Mar Drugs. 2017 Nov 11;15(11):356. doi: 10.3390/md15110356.

DOI:10.3390/md15110356
PMID:29137125
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5706045/
Abstract

Three new 2-methoxy acetylenic acids (1-3) and a known derivative (4), in addition to three new natural pyrazole alkaloids (5-7) were isolated from an Indonesian marine sponge of the genus Cinachyrella. Compounds 5 and 6 have previously been reported as synthetic compounds. The structures of the new compounds were established on the basis of one- and two-dimensional NMR spectroscopy as well as by mass spectrometric data. The absolute configuration of the new acetylenic acid derivatives (1-3) was established by ECD spectroscopy. All isolated compounds were evaluated for their cytotoxicity against L5178Y mouse lymphoma cells. Compounds 1-4 exhibited strong activity with an IC50 value of 0.3 µM. A plausible biosynthetic pathway for the pyrazole metabolites 5-7 is proposed.

摘要

从印度尼西亚 cinachyrella 属海洋海绵中分离得到三种新的 2-甲氧基炔酸(1-3)和一种已知衍生物(4),以及三种新的天然吡唑生物碱(5-7)。化合物 5 和 6 以前曾被报道为合成化合物。新化合物的结构是基于一维和二维 NMR 光谱以及质谱数据确定的。新的炔酸衍生物(1-3)的绝对构型是通过 ECD 光谱确定的。所有分离得到的化合物都进行了对 L5178Y 小鼠淋巴瘤细胞的细胞毒性评估。化合物 1-4 表现出很强的活性,IC50 值为 0.3 μM。提出了吡唑代谢物 5-7 的可能生物合成途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3855/5706045/e3cf12a2adc2/marinedrugs-15-00356-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3855/5706045/0cd8631bd492/marinedrugs-15-00356-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3855/5706045/08dde3678764/marinedrugs-15-00356-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3855/5706045/0e45c54f6e78/marinedrugs-15-00356-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3855/5706045/e3cf12a2adc2/marinedrugs-15-00356-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3855/5706045/0cd8631bd492/marinedrugs-15-00356-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3855/5706045/08dde3678764/marinedrugs-15-00356-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3855/5706045/0e45c54f6e78/marinedrugs-15-00356-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3855/5706045/e3cf12a2adc2/marinedrugs-15-00356-g004.jpg

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