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Preparative separation of mangiferin glycosides by high speed counter current chromatography and comparison of their antioxidant and antitumor activities
RSC Advances ( IF 3.9 ) Pub Date : 2020-7-8 , DOI: 10.1039/d0ra04307a Tingting Xu 1 , Xueming Wu 2
RSC Advances ( IF 3.9 ) Pub Date : 2020-7-8 , DOI: 10.1039/d0ra04307a Tingting Xu 1 , Xueming Wu 2
Affiliation
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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 n-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, 1H-NMR, 13C-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.
中文翻译：
高速逆流色谱法制备芒果苷的制备及其抗氧化和抗肿瘤活性比较
Mangiferin，一种具有多种生物活性的黄酮类化合物。芒果苷的低溶解度限制了在药理学领域的使用。本研究采用高速逆流色谱（HSCCC）从芒果苷酶促糖基化后的粗样品中分离纯化芒果苷。使用由正丁醇-甲醇-水（6 : 1 : 6, v/v）组成的两相溶剂系统，HSCCC 成功纯化了两种果糖基芒果苷。总共18毫克芒果苷（I），73毫克β- D-呋喃果糖基-（2→6）-芒果苷（II）和58毫克β- D-呋喃果糖基-（2→6）-芒果苷（III ）) 从 150 mg 粗样品中一步分离获得，纯度分别为 99.2%、98.7% 和 98.9%。通过HRMS、1 H-NMR、13 C-NMR和2D NMR鉴定化学结构。与芒果苷相比，芒果苷通过DPPH清除作用、还原力和细胞毒性测定显示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。
更新日期：2020-07-08
中文翻译：
高速逆流色谱法制备芒果苷的制备及其抗氧化和抗肿瘤活性比较
Mangiferin，一种具有多种生物活性的黄酮类化合物。芒果苷的低溶解度限制了在药理学领域的使用。本研究采用高速逆流色谱（HSCCC）从芒果苷酶促糖基化后的粗样品中分离纯化芒果苷。使用由正丁醇-甲醇-水（6 : 1 : 6, v/v）组成的两相溶剂系统，HSCCC 成功纯化了两种果糖基芒果苷。总共18毫克芒果苷（I），73毫克β- D-呋喃果糖基-（2→6）-芒果苷（II）和58毫克β- D-呋喃果糖基-（2→6）-芒果苷（III ）) 从 150 mg 粗样品中一步分离获得，纯度分别为 99.2%、98.7% 和 98.9%。通过HRMS、1 H-NMR、13 C-NMR和2D NMR鉴定化学结构。与芒果苷相比，芒果苷通过DPPH清除作用、还原力和细胞毒性测定显示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。
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