高速逆流色谱法从山茱萸中制备分离和纯化环烯醚萜苷
Preparative isolation and purification of iridoid glycosides from Fructus Corni by high-speed countercurrent chromatography.
作者信息
Liang Jinru, He Jiao, Zhu Sha, Zhao Wenna, Zhang Yongmin, Ito Yoichiro, Sun Wenji
机构信息
Biomedicine Key Laboratory of shaanxi province, Northwest University, Xi'an 710069, China.
Institut Parisien de Chimie Moléculaire, Université Pierre et Marie Curie-Paris 6 (UMR CNRS 7201), 4 place Jussieu, 75005 Paris, France.
出版信息
J Liq Chromatogr Relat Technol. 2013 Mar 1;36(8):983-999.
Abstract
Using a two-phase solvent system composed of dichloromethane-methanol-n-butanol-water-acetic acid (5:5:3:4:0.1, ), high-speed countercurrent chromatography was successfully performed for isolation and purification of three iridoid glycosides from Fructus Corni for the first time. From 100 mg of a crude extract of Fructus Corni 7.9 mg of sweroside, 13.1 mg of morroniside, and 10.2 mg of loganin were obtained in less than 3 h with purities of 92.3, 96.3 and 94.2%, respectively. These target compounds were identified by ESI-MS, H NMR and C NMR.
摘要
采用由二氯甲烷 - 甲醇 - 正丁醇 - 水 - 乙酸（5:5:3:4:0.1）组成的两相溶剂系统，首次成功地运用高速逆流色谱法从山茱萸中分离纯化出三种环烯醚萜苷。在不到3小时的时间内，从100毫克山茱萸粗提取物中分别获得了7.9毫克獐牙菜苷、13.1毫克莫诺苷和10.2毫克马钱子苷，纯度分别为92.3%、96.3%和94.2%。这些目标化合物通过电喷雾电离质谱（ESI-MS）、氢核磁共振（¹H NMR）和碳核磁共振（¹³C NMR）进行了鉴定。
相似文献
1
Preparative isolation and purification of iridoid glycosides from Fructus Corni by high-speed countercurrent chromatography.高速逆流色谱法从山茱萸中制备分离和纯化环烯醚萜苷
J Liq Chromatogr Relat Technol. 2013 Mar 1;36(8):983-999.
2
Preparative purification of morroniside and loganin from Fructus corni by combination of macroporous absorption resin and HSCCC.大孔吸附树脂与高速逆流色谱联用从山茱萸中制备纯化莫诺苷和马钱苷
J Chromatogr Sci. 2009 May-Jun;47(5):333-6.
3
A green ionic liquid-based vortex-forced MSPD method for the simultaneous determination of 5-HMF and iridoid glycosides from Fructus Corni by ultra-high performance liquid chromatography.基于绿色离子液体的涡旋强制 MSPE 方法用于通过超高效液相色谱法同时测定山茱萸中 5-HMF 和环烯醚萜苷。
Food Chem. 2018 Apr 1;244:190-196. doi: 10.1016/j.foodchem.2017.10.057. Epub 2017 Oct 13.
4
[Establishment of quality standard for Corni Fructus based on the multiple bioactive constituents].基于多种生物活性成分建立山茱萸质量标准
Zhongguo Zhong Yao Za Zhi. 2015 Aug;40(15):3017-21.
5
Quality evaluation of raw and processed Corni Fructus by UHPLC-QTOF-MS and HPLC coupled with color determination.采用 UHPLC-QTOF-MS 和 HPLC 结合比色法对生品和炮制品山茱萸的质量进行评价。
J Pharm Biomed Anal. 2022 Sep 5;218:114842. doi: 10.1016/j.jpba.2022.114842. Epub 2022 May 20.
6
Preparative isolation and purification of alkaloids from Picrasma quassiodes (D. Don) Benn. by high-speed countercurrent chromatography.利用高速逆流色谱法从苦木中制备分离和纯化生物碱
J Liq Chromatogr Relat Technol. 2012;35(11):1597-1606. doi: 10.1080/10826076.2011.621150. Epub 2012 Jun 22.
7
[Comparative study on decoction and dissolution of crude and processed corni fructus].山茱萸生品与炮制品水煎出物及溶出物的比较研究
Zhongguo Zhong Yao Za Zhi. 2013 Nov;38(22):3888-92.
8
Rapid simultaneous identification and determination of the multiple compounds in crude Fructus Corni and its processed products by HPLC-MS/MS with multiple reaction monitoring mode.采用高效液相色谱-串联质谱多重反应监测模式快速同时鉴定和测定生品及炮制品山茱萸中的多种化合物。
Pharm Biol. 2013 Mar;51(3):273-8. doi: 10.3109/13880209.2012.720689. Epub 2012 Nov 7.
9
HSCCC Separation of the Two Iridoid Glycosides and Three Phenolic Compounds from Veronica ciliata and Their in Vitro Antioxidant and Anti-Hepatocarcinoma Activities.高速逆流色谱法从细叶婆婆纳中分离两种环烯醚萜苷和三种酚类化合物及其体外抗氧化和抗肝癌活性
Molecules. 2016 Sep 15;21(9):1234. doi: 10.3390/molecules21091234.
10
Simultaneous Determination of 11 High-Polarity Components from Fructus Corni: A Quantitative LC-MS/MS Method for Improved Quality Control.同时测定山茱萸中11种高极性成分：一种用于改进质量控制的定量液相色谱-串联质谱法
J Chromatogr Sci. 2018 Jan 1;56(1):56-64. doi: 10.1093/chromsci/bmx083.
引用本文的文献
1
Sweroside: unveiling broad therapeutic potential-from mechanistic insights to clinical potential.獐牙菜苷：揭示广泛的治疗潜力——从作用机制洞察到临床潜力
Front Pharmacol. 2025 Jul 29;16:1594278. doi: 10.3389/fphar.2025.1594278. eCollection 2025.
2
A review of the sources and pharmacological research of morroniside.山茱萸苷的来源及药理研究综述
Front Pharmacol. 2024 Sep 4;15:1423062. doi: 10.3389/fphar.2024.1423062. eCollection 2024.
3
A comprehensive review of : health benefits, phytochemistry, and pharmacological effects for functional drug and food development.关于功能性药物和食品开发的健康益处、植物化学和药理作用的全面综述。
Front Nutr. 2024 Jan 11;10:1309963. doi: 10.3389/fnut.2023.1309963. eCollection 2023.
4
Iridoid Derivatives as Anticancer Agents: An Updated Review from 1970-2022.环烯醚萜衍生物作为抗癌剂：1970 - 2022年的最新综述
Cancers (Basel). 2023 Jan 26;15(3):770. doi: 10.3390/cancers15030770.
5
HSCCC Separation of the Two Iridoid Glycosides and Three Phenolic Compounds from Veronica ciliata and Their in Vitro Antioxidant and Anti-Hepatocarcinoma Activities.高速逆流色谱法从细叶婆婆纳中分离两种环烯醚萜苷和三种酚类化合物及其体外抗氧化和抗肝癌活性
Molecules. 2016 Sep 15;21(9):1234. doi: 10.3390/molecules21091234.
6
Separation of catalpol from Rehmannia glutinosa Libosch. by high-speed countercurrent chromatography.采用高速逆流色谱法从地黄中分离梓醇。
J Chromatogr Sci. 2015 May-Jun;53(5):725-9. doi: 10.1093/chromsci/bmu114. Epub 2014 Sep 11.
7
Rapid preparative separation of six bioactive compounds from Gentiana crassicaulis Duthie ex Burk. using microwave-assisted extraction coupled with high-speed counter-current chromatography.采用微波辅助提取-高速逆流色谱联用技术快速制备分离獐牙菜中的 6 种生物活性化合物。
J Sep Sci. 2013 Dec;36(24):3934-40. doi: 10.1002/jssc.201300897.
本文引用的文献
1
Loganin protects against hydrogen peroxide-induced apoptosis by inhibiting phosphorylation of JNK, p38, and ERK 1/2 MAPKs in SH-SY5Y cells.毛兰素通过抑制 SH-SY5Y 细胞中 JNK、p38 和 ERK1/2 MAPKs 的磷酸化来防止过氧化氢诱导的细胞凋亡。
Neurochem Int. 2011 Mar;58(4):533-41. doi: 10.1016/j.neuint.2011.01.012. Epub 2011 Jan 15.
2
Evaluation of loganin, iridoid glycoside from Corni Fructus, on hepatic and renal glucolipotoxicity and inflammation in type 2 diabetic db/db mice.评价山茱萸中的马钱苷（环烯醚萜苷）对 2 型糖尿病 db/db 小鼠肝肾功能糖脂毒性和炎症的作用。
Eur J Pharmacol. 2010 Dec 1;648(1-3):179-87. doi: 10.1016/j.ejphar.2010.08.044. Epub 2010 Sep 15.
3
Isolation of antioxidants from Psoralea corylifolia fruits using high-speed counter-current chromatography guided by thin layer chromatography-antioxidant autographic assay.采用薄层色谱-抗氧化剂自身显影法指导的高速逆流色谱法从补骨脂果实中分离抗氧化剂。
J Chromatogr A. 2010 Aug 20;1217(34):5470-6. doi: 10.1016/j.chroma.2010.06.041. Epub 2010 Jun 23.
4
Neuroprotective effect of morroniside on focal cerebral ischemia in rats.莫诺苷对大鼠局灶性脑缺血的神经保护作用。
Brain Res Bull. 2010 Oct 30;83(5):196-201. doi: 10.1016/j.brainresbull.2010.07.003. Epub 2010 Jul 14.
5
Effects of morroniside isolated from Corni Fructus on renal lipids and inflammation in type 2 diabetic mice.山茱萸果核正丁醇部位成分莫诺苷对 2 型糖尿病小鼠肾脏脂质和炎症的影响。
J Pharm Pharmacol. 2010 Mar;62(3):374-80. doi: 10.1211/jpp.62.03.0013.
6
Loganin improves learning and memory impairments induced by scopolamine in mice.毛兰素可改善东莨菪碱诱导的小鼠学习记忆障碍。
Eur J Pharmacol. 2009 Oct 1;619(1-3):44-9. doi: 10.1016/j.ejphar.2009.06.062. Epub 2009 Aug 7.
7
Cognitive-enhancing activity of loganin isolated from Cornus officinalis in scopolamine-induced amnesic mice.山茱萸中分离出的马钱苷对东莨菪碱诱导的记忆缺失小鼠的认知增强活性。
Arch Pharm Res. 2009 May;32(5):677-83. doi: 10.1007/s12272-009-1505-6. Epub 2009 May 27.
8
Morroniside protects human neuroblastoma SH-SY5Y cells against hydrogen peroxide-induced cytotoxicity.莫诺苷可保护人神经母细胞瘤SH-SY5Y细胞免受过氧化氢诱导的细胞毒性作用。
Eur J Pharmacol. 2009 Jun 24;613(1-3):19-23. doi: 10.1016/j.ejphar.2009.04.013. Epub 2009 Apr 18.
9
Preparative isolation and purification of two benzoxazinoid glucosides from Acanthus ilicifolius L. by high-speed counter-current chromatography.利用高速逆流色谱法从老鼠簕中制备分离和纯化两种苯并恶嗪类糖苷。
J Chromatogr A. 2008 Sep 26;1205(1-2):177-81. doi: 10.1016/j.chroma.2008.08.010. Epub 2008 Aug 9.
10
Morroniside prevents peroxide-induced apoptosis by induction of endogenous glutathione in human neuroblastoma cells.莫诺苷通过诱导人神经母细胞瘤细胞内源性谷胱甘肽来预防过氧化物诱导的细胞凋亡。
Cell Mol Neurobiol. 2008 Feb;28(2):293-305. doi: 10.1007/s10571-007-9168-7. Epub 2007 Jul 24.
Zotero 插件