El-Kashak Walaa A, Elshamy Abdelsamed I, Mohamed Tarik A, El Gendy Abd El-Nasser G, Saleh Ibrahim A, Umeyama Akemi
Natural Compounds Chemistry Department, National Research Centre, 33 El Bohouth St., Dokki, Giza, 12622, Egypt.
Natural Compounds Chemistry Department, National Research Centre, 33 El Bohouth St., Dokki, Giza, 12622, Egypt; Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima, 770-8514, Japan.
Carbohydr Res. 2017 Aug 7;448:74-78. doi: 10.1016/j.carres.2017.05.023. Epub 2017 Jun 9.
A new 8-ionized hydroxylated 9,10-anthraquinone namely, 1-hydroxy-3-methyl-9,10-anthraquinone-6-O-β-D-glucopyranoside-8-olate (Rumpictuside A, 1) along with five known flavonoids, apigenin 7-O-β-D-glucoside (2), vitexin (3), quercetin 3-O-β-D-glucouronide (4), orientin (5), and isorientin (6) were isolated from Rumex pictus. The structures of isolated compounds were identified by the extensive spectroscopic techniques such as, UV, FT-IR, 1D, 2D NMR and HR-FAB-ESI-MS. The ionized hydroxyl group in the new anthraquinone (1) was rarely found for anthraquinone glycosides isolated from natural sources. All the isolated compounds were found inactive against influenza A virus infection. Compounds 2-6 exhibited significant antioxidant activity against DPPH and ABTS. The alcoholic extract exhibited moderate activity while the new anthraquinone 1 showed the lowest activity against both assays.
从皱叶酸模中分离出一种新的8-离子化羟基化9,10-蒽醌，即1-羟基-3-甲基-9,10-蒽醌-6-O-β-D-吡喃葡萄糖苷-8-醇化物（皱叶酸模苷A，1）以及五种已知的黄酮类化合物，芹菜素7-O-β-D-葡萄糖苷（2）、牡荆素（3）、槲皮素3-O-β-D-葡萄糖醛酸苷（4）、东方蓼黄素（5）和异东方蓼黄素（6）。通过紫外光谱（UV）、傅里叶变换红外光谱（FT-IR）、一维核磁共振（1D NMR）、二维核磁共振（2D NMR）和高分辨快原子轰击电喷雾电离质谱（HR-FAB-ESI-MS）等广泛的光谱技术鉴定了分离得到的化合物的结构。从天然来源分离得到的蒽醌糖苷中很少发现新蒽醌（1）中的离子化羟基。所有分离得到的化合物对甲型流感病毒感染均无活性。化合物2-6对1,1-二苯基-2-三硝基苯肼（DPPH）和2,2'-联氮双（3-乙基苯并噻唑啉-6-磺酸）二铵盐（ABTS）表现出显著的抗氧化活性。醇提取物表现出中等活性，而新蒽醌1对这两种测定法均表现出最低活性。
