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从南非特有红藻物种劳伦西亚·阿尔弗雷德森中分离、鉴定新代谢产物及其抗增殖活性

Isolation, Characterization and Antiproliferative Activity of New Metabolites from the South African Endemic Red Algal Species Laurencia alfredensis.

作者信息

Dziwornu Godwin A, Caira Mino R, Mare Jo-Anne de la, Edkins Adrienne L, Bolton John J, Beukes Denzil R, Sunassee Suthananda N

机构信息

Department of Chemistry, University of Cape Town, Rondebosch 7701, South Africa.

Biomedical Biotechnology Research Unit, Department of Biochemistry and Microbiology, Rhodes University, Grahamstown 6140, South Africa.

出版信息

Molecules. 2017 Mar 23;22(4):513. doi: 10.3390/molecules22040513.

Abstract

The marine red algae of the genus have been widely studied for their structurally diverse and biologically active secondary metabolites. We report here the natural product investigation of the organic extract of a newly identified South African endemic species, . A sequence of column chromatography, preparative TLC and normal phase HPLC resulted in the isolation of eleven compounds comprising three labdane-type diterpenes (-), four polyether triterpenes (-), three cholestane-type ecdysteroids (-) and a glycolipid (). Compounds -, - and have not previously been reported, while compound is reported here for the first time from a natural source and the known compound isolated for the first time from the genus . The structural elucidation and the relative configuration assignments of the compounds were accomplished by extensive use of 1D- and 2D-NMR, HR-ESI-MS, UV and IR spectroscopic techniques, while the absolute configuration of compound was determined by single-crystal X-ray diffraction analysis. All compounds were evaluated against the MDA-MB-231 breast and HeLa cervical cancer cell lines. Compound exhibited low micromolar antiproliferative activity (IC = 9.3 µM) against the triple negative breast carcinoma and compound was similarly active (IC = 8.8 µM) against the cervical cancer cell line.

摘要

属的海洋红藻因其结构多样且具有生物活性的次生代谢产物而受到广泛研究。我们在此报告对一种新发现的南非特有物种的有机提取物进行的天然产物研究。通过一系列柱色谱、制备型薄层色谱和正相高效液相色谱,分离出了11种化合物,包括三种半日花烷型二萜(-)、四种聚醚三萜(-)、三种胆甾烷型蜕皮甾类(-)和一种糖脂()。化合物-、-和此前未见报道,而化合物在此首次从天然来源报道,已知化合物首次从该属分离得到。通过广泛使用一维和二维核磁共振、高分辨电喷雾电离质谱、紫外和红外光谱技术完成了化合物的结构解析和相对构型归属,而化合物的绝对构型通过单晶X射线衍射分析确定。所有化合物均针对MDA-MB-231乳腺癌细胞系和HeLa宫颈癌细胞系进行了评估。化合物对三阴性乳腺癌表现出低微摩尔浓度的抗增殖活性(IC = 9.3 μM),化合物对宫颈癌细胞系同样具有活性(IC = 8.8 μM)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8bf/6154597/33cc5588d70e/molecules-22-00513-g001.jpg

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