当前位置: X-MOL 学术Bioorgan. Chem. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Glycosyl glycerides from the aerial parts of Malva verticillata and their chemopreventive effects
Bioorganic Chemistry ( IF 4.5 ) Pub Date : 2018-03-13 , DOI: 10.1016/j.bioorg.2018.03.013
Jung-Hwan Ko , Se Min Cho , Sun-Woo Joo , Hyoung-Geun Kim , Yeong-Geun Lee , Se Chan Kang , Nam-In Baek

A new glycosyl glyceride (5) along with twelve known ones (14 and 613) including two sulfoquinovosyl glycerides (1 and 2) were isolated from the aerial parts of Malva verticillata. Based on several spectroscopic methods, compound 5 was identified to be (2S)-1-O-β-d-galactopyranosyl-3-O-isostearoyl glyceride, and named malvaglycolipid A. Compounds 1 and 2 contained a unique sugar, (6-deoxy-6-sulfo)-α-d-glucopyranose, which very rarely occurs in natural sources. This is the first report for the isolation of compounds 1 and 2 from natural sources and the structure determination using NMR experiment. It was also of note that no glycosyl glyceride has previously been isolated from the family of Malvaeae. Most glycosyl glycerides showed cytotoxicity to HepG2, AGS, HCT-15, and A549 human cancer cells. Especially, compounds 1, 2, and 11 exhibited significant cytotoxicity to AGS cells, with IC50 values of 33.7 ± 0.64 μM, 11.1 ± 0.07 μM, and 10.6 ± 0.10 μM, respectively. The n-BuOH fraction and compounds 1, 2, and 11 increased the number of apoptotic cells in the Tali assay and had a significant effect on the levels of proteins related to apoptosis including PARP, caspase-3, Bcl-2, Bax, and β-actin.



中文翻译:

锦葵属植物空中部分的糖基甘油酯及其化学预防作用

一种新的糖基甘油酯(5)以12点公知的(沿1 - 46 - 13)包括二sulfoquinovosyl甘油酯(12)从的地上部分分离野葵。基于几种光谱方法,化合物5被鉴定为(2 S)-1- O - β - d-吡喃半乳糖基-3 - O-异硬脂酰甘油酯,并命名为malvaglycolipidpid A.化合物12包含独特的糖,(6脱氧-6-磺基) - α -d-吡喃葡萄糖,在自然资源中很少发生。这是有关从天然来源分离化合物12以及使用NMR实验确定结构的第一份报告。还值得注意的是,以前从未从锦葵科中分离出糖基甘油酯。大多数糖基甘油酯显示出对HepG2,AGS,HCT-15和A549人癌细胞的细胞毒性。特别是,化合物12,和11显示出显著细胞毒性AGS细胞,用IC 50个分别33.7±0.64μM的值,11.1±0.07μM,和10.6±0.10μM。所述Ñ -BuOH馏分和化合物12Tali分析中的1111增加了凋亡细胞的数量,并且对与凋亡相关的蛋白质(包括PARP,caspase-3,Bcl-2,Bax和β-actin)的水平有显着影响。

更新日期:2018-03-13
down
wechat
bug