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来自海绵源真菌的2,5-二酮哌嗪

2,5-Diketopiperazines From a Sponge-Derived Fungus .

作者信息

Wang Chao-Yi, Liu Xiao-Han, Zheng Yao-Yao, Ning Xing-Yan, Zhang Ya-Hui, Fu Xiu-Mei, Li Xin, Shao Chang-Lun, Wang Chang-Yun

机构信息

Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao, China.

Laboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technology, Qingdao, China.

出版信息

Front Microbiol. 2022 May 20;13:808532. doi: 10.3389/fmicb.2022.808532. eCollection 2022.

DOI:10.3389/fmicb.2022.808532
PMID:35668768
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9164150/
Abstract

Three new 2,5-diketopiperazines, speramide C (), 3,21--taichunamide F (), and 2--amoenamide C (), along with four known analogs (-), were obtained from the sponge-derived fungus GDST-2013-0501 collected from the South China Sea. The chemical structures of new compounds were elucidated by analyzing NMR and MS spectroscopy data, and their absolute configurations were determined by electronic circular dichroism (ECD) calculations. Compound represents the first prenylated indole alkaloid with an ethylene oxide ring at the isopentenyl side chain. Compound displayed DNA topoisomerase I inhibitory activity and antibacterial activity against . The low cytotoxic or non-cytotoxic compound displayed DNA topoisomerase I inhibitory activity, which could provide a starting point for the development of antitumor agents.

摘要

从采自中国南海的海绵来源真菌GDST-2013-0501中获得了3个新的2,5-二酮哌嗪类化合物,即speramide C()、3,21--太春酰胺F()和2--氨酰胺C(),以及4个已知类似物(-)。通过分析核磁共振(NMR)和质谱(MS)光谱数据阐明了新化合物的化学结构,并通过电子圆二色光谱(ECD)计算确定了它们的绝对构型。化合物代表了第一个在异戊烯基侧链带有环氧乙烷环的异戊烯基化吲哚生物碱。化合物表现出DNA拓扑异构酶I抑制活性和对的抗菌活性。低细胞毒性或无细胞毒性的化合物表现出DNA拓扑异构酶I抑制活性,这可为抗肿瘤药物的开发提供一个起点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/1420fb40e38b/fmicb-13-808532-g0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/165184e1ce97/fmicb-13-808532-g0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/7e6e80f665ed/fmicb-13-808532-g0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/3fb094ccc66e/fmicb-13-808532-g0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/6ba526835c1c/fmicb-13-808532-g0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/d1a176e668d2/fmicb-13-808532-g0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/15d89485d861/fmicb-13-808532-g0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/1420fb40e38b/fmicb-13-808532-g0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/165184e1ce97/fmicb-13-808532-g0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/7e6e80f665ed/fmicb-13-808532-g0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/3fb094ccc66e/fmicb-13-808532-g0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/6ba526835c1c/fmicb-13-808532-g0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/d1a176e668d2/fmicb-13-808532-g0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/15d89485d861/fmicb-13-808532-g0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14f4/9164150/1420fb40e38b/fmicb-13-808532-g0007.jpg

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