Isolation of the molecular species of monogalactosyldiacylglycerols from brown edible seaweed Sargassum horneri and their inhibitory effects on triglyceride accumulation in 3T3-L1 adipocytes.
Isolation of the molecular species of monogalactosyldiacylglycerols from brown edible seaweed Sargassum horneri and their inhibitory effects on triglyceride accumulation in 3T3-L1 adipocytes.
复制标题
DOI：
10.1021/jf503068n
复制
发表时间：
2014-11
影响因子：
6.1
通讯作者：
Ai-Cui Ma;Zhen Chen;Tao Wang;N. Song;Qian Yan;Yuchun Fang;H. Guan;Hong-Bing Liu
中科院分区：
文献类型：
--
作者：
Ai-Cui Ma;Zhen Chen;Tao Wang;N. Song;Qian Yan;Yuchun Fang;H. Guan;Hong-Bing Liu
本研究研究了褐藻马尾藻中单半乳糖二酰基甘油（MGDG）的化学成分及其对脂质积累的抑制作用。采用核磁共振、碱解、气相色谱-火焰离子化检测器和高效液相色谱-串联质谱等方法鉴定了总共10种MGDGs分子种类。 MGDG 的各个分子种类，包括 (2S)-1-O-肉豆蔻酰基-2-O-棕榈油酰基-3-O-β-D-吡喃半乳糖基-sn-甘油 (1)、(2S)-1-O-肉豆蔻酰基-2-O-亚油基-3-O-β-D-吡喃半乳糖基-sn-甘油 (3)、 (2S)-1-O-棕榈酰基-2-O-亚麻酰基-3-O-β-D-吡喃半乳糖基-sn-甘油(5)、(2S)-1-O-肉豆蔻酰基-2-O-油酰基-3-O-β-D-吡喃半乳糖基-sn-甘油(7)、 (2S)-1-O-棕榈酰基-2-O-棕榈油酰基-3-O-β-D-吡喃半乳糖基-sn-甘油(8)、(2S)-1-O-棕榈酰基-2-O-亚油酰基-3-O-β-D-吡喃半乳糖基-sn-甘油(9)，和 然后使用半制备型高效液相色谱法制备(2S)-1-O-棕榈酰-2-O-油酰-3-O-β-D-吡喃半乳糖基-sn-甘油(10)，并评估它们对3T3-L1脂肪细胞中甘油三酯(TG)积累和游离脂肪酸(FFA)水平的抑制作用。化合物3和9对TG和FFA积累有抑制作用，TG水平分别为1.568±0.2808和1.701±0.1460μmol/L，FFA水平分别为0.149±0.0258和0.198±0.0229mequiv/L，比其他化合物更有效。一级构效关系表明，sn-2位的亚油基[18:2(ω-6)]在抑制甘油三酯积累方面发挥着重要作用。
The chemical composition of monogalactosyldiacylglycerols (MGDGs) from brown alga Sargassum horneri and their inhibitory effects on lipid accumulation were investigated in this study. A total of 10 molecular species of MGDGs were identified using nuclear magnetic resonance, alkaline hydrolysis, gas chromatography-flame ionization detector, and high-performance liquid chromatography-tandem mass spectrometry methods. Individual molecular species of MGDGs, including (2S)-1-O-myristoyl-2-O-palmitoleoyl-3-O-β-D-galactopyranosyl-sn-glycerol (1), (2S)-1-O-myristoyl-2-O-linoleyl-3-O-β-D-galactopyranosyl-sn-glycerol (3), (2S)-1-O-palmitoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol (5), (2S)-1-O-myristoyl-2-O-oleyl-3-O-β-D-galactopyranosyl-sn-glycerol (7), (2S)-1-O-palmitoyl-2-O-palmitoleoyl-3-O-β-D-galactopyranosyl-sn-glycerol (8), (2S)-1-O-palmitoyl-2-O-linoleyl-3-O-β-D-galactopyranosyl-sn-glycerol (9), and (2S)-1-O-palmitoyl-2-O-oleyl-3-O-β-D-galactopyranosyl-sn-glycerol (10), were then furnished using semi-preparative high-performance liquid chromatography, and their inhibitory effects on triglyceride (TG) accumulation and free fatty acid (FFA) levels in 3T3-L1 adipocytes were evaluated. Compounds 3 and 9 showed inhibitory effects on TG and FFA accumulation, with TG levels of 1.568 ± 0.2808 and 1.701 ± 0.1460 μmol/L and FFA levels of 0.149 ± 0.0258 and 0.198 ± 0.0229 mequiv/L, respectively, which were more effective than other compounds. The primary structure-activity relationship suggested that linoleyl [18:2(ω-6)] in the sn-2 position played an important role on triglyceride accumulation inhibition.