摘要
目的从玉竹中快速制备4种高异黄烷酮(Ⅰ、Ⅲ、Ⅳ、Ⅴ),并考察其显微红外光谱(IR)与显微拉曼光谱(Raman)。方法取10 kg玉竹用80%乙醇加热回流提取,经过硅胶柱层析分离,采用半制备液相色谱(HPLC)与制备薄层色谱(TLC)联用技术快速纯化,制备4种单体化合物,采集核磁共振谱(NMR)、质谱(MS)及紫外光谱(UV)进行结构鉴定,并利用显微IR与显微Raman进一步验证4种化合物的结构。结果制备的4种化合物分别为6-甲基-5,7-二羟基-4',8-二甲氧基高异黄烷酮(Ⅰ)、6,8-二甲基-4',5,7-三羟基高异黄烷酮(Ⅲ)、6-甲基-4',5,7-三羟基-8-甲氧基高异黄烷酮(Ⅳ)、6-甲基-4',5,7-三羟基高异黄烷酮(Ⅴ),纯度均大于99.0%。4种化合物的IR特征峰主要来自ν-OH、ν-C=O、ν-O-CH3;Raman特征峰主要来自ν=CH、ν-CH、γ=CH、β-CH、νC=C,两者互补,可以得到更全面的结构信息。结论本制备方法简便、快速,单体纯度高,适于从天然药物中提取制备少量不稳定化合物,且首次采用显微IR与显微Raman结合,提供了反映4种高异黄烷酮结构的振动光谱信息。
Objective To rapidly prepare 4 homoisoflavanones(Ⅰ,Ⅲ,Ⅳ,andⅤ)from Polygonati Odorati Rhizoma,and determine the spectral characteristics of their micro infrared spectra(IR)and micro Raman spectra.Methods Ten kg Polygonati Odorati Rhizoma was extracted by 80%ethanol,separated by silica gel column chromatography,and rapidly purified by semi-preparative high performance liquid chromatography and preparative thin layer chromatography.Four monomer compounds were prepared and identified by NMR,MS and UV spectra.The structures of the 4 compounds were further verified by the complementary,rapid and non-destructive characteristics of micro IR and micro Raman.Results The 4 compounds were 6-methyl-5,7-dihydroxy-4',8-dimethoxy homoisoflavanone(Ⅰ),6,8-dimethyl-4',5,7-trihydroxy homoisoflavanone(Ⅲ),4',5,7-trihydroxy-6-methoxy homoisoflavanone(Ⅳ),and 6-methyl-4',5,7-trihydroxy homoisoflavanone(Ⅴ)with high purity over 99.0%.The IR characteristic peaks of the 4 compounds mainly came fromν-OH,ν-C=O andν-O-CH3,while Raman characteristic peaks were mainly come fromν=CH,ν-CH,γ=CH,β-CH andνC=C,which complemented each other and and more comprehensive structural information could be obtained.Conclusion The method is simple,rapid and has high purity,and is suitable for preparing a small number of unstable monomers from traditional Chinese medicine in laboratory.The microstructural information of the 4 homoisoflavanones is quickly reflected by combining micro IR with micro Raman.
作者
瞿志杰
张颖
吕振
李莉
梁鑫
向炎菊
徐涛
QU Zhi-jie;ZHANG Ying;LV Zhen;LI Li;LIANG Xin;XIANG Yan-ju;XU Tao(College of Pharmacy,Pharmaceutical Engineering Technology Research Center,Harbin University of Commerce,Harbin 150076;College of Pharmacy,Qiqihar Medical University,Qiqihar Heilongjiang 161006)
出处
《中南药学》
CAS
2020年第1期32-38,共7页
Central South Pharmacy
基金
黑龙江省自然科学基金资助(No.LH2019H127)
齐齐哈尔医学院院内科研基金(No.QY2016M-01)
关键词
玉竹
高异黄烷酮
快速制备
红外光谱
拉曼光谱
Polygonati Odorati Rhizoma
homoisoflavanone
rapid preparation
infrared spectrum
Raman spectrum
