文献类型：期刊文献

英文题名：Samholides, Swinholide-Related Metabolites from a Marine Cyanobacterium cf. Phormidium sp.

作者：Tao, Yiwen[1,2,5];Li, Pinglin[3,4,5];Zhang, Daojing[5,6];Glukhov, Evgenia[5];Gerwick, Lena[5];Zhang, Chen[5];Murray, Thomas F.[7];Gerwick, William H.[5,8]

机构：[1]Guangzhou Med Univ, Sch Pharmaceut Sci, Key Lab Mol Target & Clin Pharmacol, Guangzhou 511436, Guangdong, Peoples R China;[2]Guangzhou Med Univ, Affiliated Hosp 5, Guangzhou 511436, Guangdong, Peoples R China;[3]Ocean Univ China, Sch Med & Pharm, Key Lab Marine Drugs, Chinese Minist Educ, Qingdao 266003, Peoples R China;[4]Qingdao Natl Lab Marine Sci & Technol, Lab Marine Drugs & Bioprod, Qingdao 266235, Peoples R China;[5]Univ Calif San Diego, Scripps Inst Oceanog, Ctr Marine Biotechnol & Biomed, La Jolla, CA 92093 USA;[6]East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China;[7]Creighton Univ, Sch Med, Dept Pharmacol, Omaha, NE 68178 USA;[8]Univ Calif San Diego, Skaggs Sch Pharm & Pharmaceut Sci, La Jolla, CA 92093 USA

年份：2018

卷号：83

期号：6

起止页码：3034

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20181204927573);WOS:【SCI-EXPANDED(收录号:WOS:000428002800003)】；

基金：We thank Y. Su (UCSD Chemistry and Biochemistry Mass Spectrometry Facility) for some of the HRMS data, N. Moss for help in obtaining an IR spectrum, and B. Duggan and A. Mrse for assistance with NMR technical support. This work was supported by National Institutes of Health Grant No. CA100851 (W.H.G.), Guangdong Natural Science Foundation (2016A030313588), Special Fiscal Fund of Guangdong Provincial Oceanic and Fishery Administration in 2017 (A201701607), Fund of the Education Bureau of Guangzhou City (1201610155), National Natural Science Foundation of China (Grant No. 41522605), the project of "AoShan" excellent scholar for Qingdao National Laboratory for Marine Science and Technology, and the Chinese Scholarship Council (CSC) for financial support of this work. We thank the National Fisheries and Parks Service for permits for sample collection in American Samoa.

语种：英文

外文关键词：Alkylation - Cells - Spectroscopic analysis - Diseases - Metabolites - Cell culture

摘要：Cancer cell cytotoxicity was used to guide the isolation of nine new swinholide-related compounds, named samholides A-I (1-9), from an American Samoan marine cyanobacterium cf. Phormidium sp. Their structures were determined by extensive analysis of 1D and 2D NMR spectroscopic data. The new compounds share an unusual 20-demethyl 44-membered lactone ring composed of two monomers, and they demonstrate structural diversity arising from geometric isomerization of double bonds, sugar units with unique glyceryl moieties and varied methylation patterns. All of the new samholides were potently active against the H-460 human lung cancer cell line with IC50 values ranging from 170 to 910 nM. The isolation of these new swinholide-related compounds from a marine cyanobacterium reinvigorates questions concerning the evolution and biosynthetic origin of these natural products.