Xu Tingting, Wu Xueming
School of Medicine & Holistic Integrative Medicine, Nanjing University of Chinese Medicine Nanjing 210023 China.
School of Pharmacy, Nanjing University of Chinese Medicine Nanjing 210023 China
RSC Adv. 2020 Jul 8;10(43):25780-25785. doi: 10.1039/d0ra04307a. eCollection 2020 Jul 3.
Mangiferin, a xanthonoid with various bioactivities. The low solubility of mangiferin limits the use in pharmacological fields. In this study, high-speed counter-current chromatography (HSCCC) was used to separate and purify mangiferin glycosides from the crude sample after enzymatic glycosylation of mangiferin. Two fructosyl mangiferin were successfully purified by HSCCC with a two-phase-solvent system composed of -butanol-methanol-water (6 : 1 : 6, v/v). A total of 18 mg of mangiferin (I), 73 mg of β-d-fructofuranosyl-(2 → 6)-mangiferin (II), and 58 mg of β-d-difructofuranosyl-(2 → 6)-mangiferin (III) were obtained in one-step separation from 150 mg of the crude sample with purities of 99.2%, 98.7% and 98.9%, respectively. The chemical structures were identified by HRMS, H-NMR, C-NMR and 2D NMR. Mangiferin glycosides showed higher antioxidant and antitumor activities compared to that of mangiferin by employing DPPH scavenging effect, reducing power and cytotoxicity assay. Therefore, these novel fructosyl mangiferin exhibit a great potential to be developed into new medicines.
芒果苷是一种具有多种生物活性的呫吨酮类化合物。芒果苷的低溶解度限制了其在药理学领域的应用。在本研究中，采用高速逆流色谱法（HSCCC）从芒果苷酶促糖基化后的粗样品中分离纯化芒果苷糖苷。通过高速逆流色谱法，使用由正丁醇 - 甲醇 - 水（6∶1∶6，v/v）组成的两相溶剂系统成功纯化了两种果糖基芒果苷。从150 mg粗样品中一步分离得到了18 mg芒果苷（I）、73 mgβ - D - 呋喃果糖基 -（2→6）- 芒果苷（II）和58 mgβ - D - 二呋喃果糖基 -（2→6）- 芒果苷（III），纯度分别为99.2%、98.7%和98.9%。通过高分辨质谱（HRMS）、氢核磁共振（H - NMR）、碳核磁共振（C - NMR）和二维核磁共振（2D NMR）对化学结构进行了鉴定。通过二苯基苦味酰基自由基（DPPH）清除效应、还原能力和细胞毒性测定，发现芒果苷糖苷比芒果苷表现出更高的抗氧化和抗肿瘤活性。因此，这些新型果糖基芒果苷具有开发成新药的巨大潜力。
