A new macrocyclic glycoside named helilobatoside A (1) and 5 known phenyl glycosides as 3,5-dimethoxy-4-hydroxyphenyl-1-O-β-d-glucopyranoside (2), tachioside (3), isotachioside (4), 1-(4-hydroxy-3-methoxyphenyl)-1-propanone-3-O-β-d-glucopyranoside (5), and 1-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone-3-O-β-d-glucopyranoside (6), were isolated from the wood of Heliciopsis lobata (Merr.) Sleumer. Their chemical structures were elucidated using a combination of high-resolution electrospray ionization mass spectrometry, 1-dimensional (1D) and 2D nuclear magnetic resonance (NMR) spectral data as well as by comparison with data in the previous literature. This is the first time the ¹³C NMR data of compounds 5 and 6 were reported and also were assigned by heteronuclear single quantum correlation and heteronuclear multiple bond correlation spectra. Compounds 2-6 were first isolated from Heliciopsis genus. The isolated compounds were evaluated for their antioxidant and hepatoprotective activities in vitro. Compound 2 showed potential as an antioxidant in a 2,2-diphenyl-1-picryl-hydrazyl-hydrate assay (half-maximal inhibitory concentration [IC₅₀] = 6.07 ± 0.17 µg/mL) and in thio-barbituric acid reactive substances assay (IC₅₀ = 89.55 ± 8.26 µg/mL). This compound could also reduce the toxic effects of carbon tetrachloride on HepG2 survival and significantly protect the viability of cells up to 52.25 ± 4.36% at the 100 µg/mL treatment (P < 0.05). Thus, with obtained results, the hepatoprotective activity of compound 2 could be related to radical scavenging and limited the lipid peroxidative activities.

一种新的大环糖苷，称为Helilobatoside A（1）和5种已知的苯基糖苷，分别为3,5-二甲氧基-4-羟基苯基-1- O-β - d-吡喃葡萄糖苷（2），茶苷（3），异速虫苷（4），1 -（4-羟基-3-甲氧基苯基）-1-丙烷-3- O-β - d-吡喃葡萄糖苷（5）和1-（4-羟基-3,5-二甲氧基苯基）-1-丙酮-3- O - β- d吡喃葡萄糖苷（6），从所述的木材中分离假山龙眼属野葛（先生）Sleumer。使用高分辨率电喷雾电离质谱，一维（1D）和2D核磁共振（NMR）光谱数据以及与以前文献中的数据相结合，阐明了它们的化学结构。这是首次报道化合物5和6的¹³ C NMR数据，并且还通过异核单量子相关光谱和异核多键相关光谱进行分配。化合物2 - 6首先分离自假山龙眼属的属。评价分离的化合物的体外抗氧化和肝保护活性。化合物2在2,2,2-二苯基-1-吡啶基-肼基水合物测定中显示出作为抗氧化剂的潜力（半数最大抑制浓度[IC ₅₀ ] = 6.07±0.17 µg / mL），在硫代-巴比妥酸反应性物质测定（IC中）₅₀ = 89.55±8.26 µg / mL）。该化合物还可以降低四氯化碳对HepG2存活的毒性作用，并在100 µg / mL处理下显着保护高达52.25±4.36％的细胞活力（P <0.05）。因此，通过获得的结果，化合物2的肝保护活性可能与自由基清除有关，并限制了脂质的过氧化活性。