不同基原八爪金龙药材中黄酮、香豆素类化学成分分析
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篇名: 不同基原八爪金龙药材中黄酮、香豆素类化学成分分析
TITLE: Analysis of Chemical Constituents as Flavonoids and Coumarins in Radix Ardisiae from Different Sources
摘要: 目的:鉴定并分析不同基原八爪金龙药材中黄酮及香豆素类成分。方法:采用超高效液相色谱-四极杆-静电场轨道阱高分辨质谱法(UPLC-QE-HF-MS/MS)。色谱柱为ZorbaxEclipse-C18,流动相为乙腈-0.1%甲酸水溶液(梯度洗脱),柱温为30℃,流速为0.3mL/min,自动进样器温度为4℃,进样量为2μL。离子源为电喷雾离子源,扫描模式为正、负离子模式,加热器温度为325℃,鞘气压力为45arb,辅助气压力为15arb,吹扫气压力为1arb,电喷雾电压为3.5kV,毛细管温度为330℃,透镜电压为55%,扫描模式为一级全扫描(m/z100~1500)、数据依赖性二级质谱扫描(dd-MS2,TopN=10),分辨率为70000(一级质谱)、17500(二级质谱),碰撞模式为高能量碰撞解离。通过参考ChemSpider、mzCloud、mzVault、PubChem等国内外专业数据库,同时结合相关文献和对照品数据对化合物结构进行鉴定并比较含量。结果与结论:从朱砂根、百两金、红凉伞等3种不同基原的八爪金龙药材中共分离47个成分,鉴定出17个黄酮类化合物,包括9个黄酮醇类(槲皮素3-O-鼠李糖苷7-O-葡糖苷、杨梅素、芦丁、毛里求斯排草素、山柰酚、槲皮素、异鼠李素、槲皮苷、美恩西汀)、3个黄烷-3-醇类(表棓儿茶素、儿茶素、表没食子儿茶素没食子酸酯)、2个二氢黄酮类(黄颜木素、圣草酚)及3个其他类{3(-2,3-二氢苯并[1,4]二噁英-6-基)-7-羟基-2-三氟甲基-4-酮、墨沙酮、OriciacridoneF},10个香豆素类化合物{岩白菜素、([7-羟基-4-甲基-2-氧代-2H-色烯-6-基)氧基]乙酸、[7(-羧基甲氧基)-4-甲基-2-氧-2-羟色基-3-基]乙酸、4,9-二羟基7H-呋喃并[3,2-g]色烯-7-酮、6,7-二羟基-4-甲基香豆素、七叶内酯、秦皮素、7,8-二羟基-4-甲基香豆素、4-甲基伞形酮葡萄糖醛酸、二十烷酮}。含量分析结果显示,黄酮、香豆素类化合物中,3种不同基原八爪金龙药材中共有5个共有成分,分别为岩白菜素(2号峰)、[7(-羧基甲氧基)-4-甲基-2-氧-2-羟色基-3-基]乙酸(5号峰)、墨沙酮(16号峰)、槲皮素(18号峰)、Oriciac-ridoneF(26号峰),且共有成分的含量存在明显差异。除5个共有成分外,其余22个成分均为差异化学成分,分别为1、3、4、6~15、17、19~25、27号峰对应的化合物,其中3、6、8、23号峰对应的化合物仅存在于红凉伞中;12~15、19号峰对应的化合物仅存在于百两金中。UPLC-QE-HF-MS/MS法可高效、精确、快速地鉴别不同基原八爪金龙药材中黄酮类、香豆素类化学成分。
ABSTRACT: OBJECTIVE:To identif y and analyze the flavonoids and coumarins in Radix Ardisiae from different sources. METHODS:UPLC-QE-HF-MS/MS was adopted. The determination was performed on Zorbax Eclipse-C 18 column with mobile phase consisted of acetonitrile- 0.1% formic acid solution (gradient elution )at the flow rate of 0.3 mL/min. The column temperature was 30 ℃,and the temperature of injector was 4 ℃. The sample size was 2 µL;ESI source was applied in negative and positive scanning ion mode ,the heater temperature was 325 ℃,the sheath gas pressure was 45 arb,the auxiliary gas pressure was 15 arb,the purge gas pressure was 1 arb,the electrospray voltage was 3.5 kV,the capillary temperature was 330 ℃, S-lens RF level was 55%,scan mode was first-order full sca m/z 100-1 500,data-dependent secondary mass spectrometry scanning (dd-MS2,Top N =10),the resolution was 70 000 (first mass spectrometry ) , 17 500 (secondary mass spectrometry),the collision mode was high-energy collision dissociation. Through retrieving foreign and domestic databases as ChemSpider ,mzCloud,mzVault,PubChem,the structure of the compound was identified on the basis of related literatures and reference data ,and the conten ts were compared. RESULTS & CONCLUSIONS:A total of 47 components were separated from Radix Ardisiae of 3 kinds of sources as Ardisia crenata Sims,A. crispa(Thunb.)A. DC. ,A. crenata Sims var . bicolor (Walk)C. Y. Wu et C. Chen. A total of 17 flavonoids were identified ,including 9 flavonols (quercetin 3-O-rhamnoside-7-O-glucoside, myricetin, rutin, mauritanin, kaempferol, quercetin, isorhamnetin, quercetin,mearnsitrin),3 flavan-3-ols [(-)-epigallocatechin,catechin,epigallocatechin gallate )2 dihydroflavonoids [fustin , eriodictyol] and 3 other types [ 3-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-7-hydroxy-2-trifluoromethyl-chromen-4-one,methadone, oriciacridone F] ,10 coumarins {bergenin ,([ 7-hydroxy-4-methyl-2-oxo-2H-chromen-6-yl)oxy]acetic acid ,[7-(carboxymethoxy)- 4-methyl-2-oxo-2hydroxychromo-3-yl]acetic acid ,4,9-dihydroxy-7H-furo[3,2-g]chromen-7-one,6,7-dihydroxy-4-methylcoumarin, esculetin,fraxetin,7,8-dihydroxy-4-methylcoumarin,4-methylumbelliferyl glucuronide ,scoparone}. Results of content analysis showed that in flavonoids and coumarins ,there were 5 common components in Radix Ardisiae from 3 kinds of sources ,i.e. bergenin(peak 2),[7-(carboxymethoxy)-4-methyl-2-oxo-2-hydroxychromo-3-yl] acetic acid (peak 5),methadone(peak 16), quercetin(peak 18),oriciacridone F (peak 26);the contents of common components were significantly different. In addition to 5 common components ,there were 22 different chemical components ,which were compounds corresponding to peaks 1,3,4, 6-15,17,19-25 and 27,respectively. Among them ,compounds corresponding to peaks 3,6,8 and 23 were only found in A. crenata Sims var. bicolor(Walk)C. Y. Wu et C. Chen ;compounds corresponding to peaks 12-15,19 were only found in A. crispa (Thunb.)A. DC. UPLC-QE-HF-MS/MS method can efficiently ,accurately and quickly identify the flavonoids and coumarins in Radix Ardisiae from different sources.
期刊: 2021年第32卷第04期
作者: 李晓,石慧,丁晶鑫,俸婷婷,刘雄伟,刘畅,周英
AUTHORS: LI Xiao,SHI Hui,DING Jingxin ,FENG Tingting ,LIU Xiongwei ,LIU Chang ,ZHOU Ying
关键字: 八爪金龙;超高效液相色谱-四极杆-静电场轨道阱高分辨质谱法;黄酮类成分;香豆素类成分;结构鉴定;含量
KEYWORDS: Radix Ardisiae ;UPLC-QE-HF-MS/MS;Flavonoids;Coumarins;Structure identification ;Content
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