A new aristololactam, aristololactam Ⅶ （1）, was isolated from the root and rhizome of Asarum maximum Hemsl. On the basis of spectroscopic analysis, its structure was identified as 10-amino-7,8-dimethoxy-3,4-methyle...A new aristololactam, aristololactam Ⅶ （1）, was isolated from the root and rhizome of Asarum maximum Hemsl. On the basis of spectroscopic analysis, its structure was identified as 10-amino-7,8-dimethoxy-3,4-methylenedioxy-phenanthrene-1- earboxylie acid laetam.展开更多
More than 80 aristolochic acids(AAs) and aristololactams(ALs) have been found in plants of the Aristolochiaceae family, but relatively few have been fully studied. The present study aimed at developing and validating ...More than 80 aristolochic acids(AAs) and aristololactams(ALs) have been found in plants of the Aristolochiaceae family, but relatively few have been fully studied. The present study aimed at developing and validating a liquid chromatography tandem mass spectrometry(LC/MS^n) for the analysis of these compounds. We characterized the fragmentation behaviors of 31 AAs, ALs, and their analogues via high performance liquid chromatography coupled with electrospray ionization mass spectrometry. We summarized their fragmentation rules and used these rules to identify the constituents contained in Aristolochia contorta, Ar. debilis, Ar. manshurensis, Ar. fangchi, Ar. cinnabarina, and Ar. mollissima. The AAs and ALs showed very different MS behaviors. In MS1 of AAs, the characteristic pseudomolecular ions were [M + NH_4]^+, [M + H]^+, and [M + H - H_2O]^+. However, only [M + H]^+ was found in the MS1 of ALs, which was simpler than that of AAs. Distinct MSn fragmentation patterns were found for AAs and ALs, showing the same skeleton among the different substituent groups. The distribution of the 31 constituents in the 6 species of Aristolochia genus was reported for the first time. 25 Analogues of AAs and ALs were detected in this genus. A hierarchical schemes and a calculating formula of the molecular formula of these nitrophenanthrene carboxylic acids and their lactams were proposed. In conclusion, this method could be applied to identification of similar unknown constituents in other plants.展开更多
From the roots of Aristolochia triangularis, two new alkaloids triangularine A and triangularine B together with thirteen known alkaloids namely aristololactam AII, AIIIa, AIA, Ia, IIA, BII, CII, cepharadione A,...From the roots of Aristolochia triangularis, two new alkaloids triangularine A and triangularine B together with thirteen known alkaloids namely aristololactam AII, AIIIa, AIA, Ia, IIA, BII, CII, cepharadione A, 4,5 dioxodehydroasimilobine; aristolochic acid D (IVa), magnoflorine; N, N dimethyllindcarpine and oblongine were isolated, their structures were identified by means of spectral analysis and chemical conversion.展开更多
目的:研究光茎栓果菊Launaea acaulis(Roxb.)Babcock ex Kerr.的化学成分。方法:运用ODS、Sephadex LH-20葡聚糖凝胶等柱色谱和高效液相色谱技术对光茎栓果菊进行分离纯化,并根据理化性质和NMR、MS波谱数据鉴定化合物结构。结果:从光茎...目的:研究光茎栓果菊Launaea acaulis(Roxb.)Babcock ex Kerr.的化学成分。方法:运用ODS、Sephadex LH-20葡聚糖凝胶等柱色谱和高效液相色谱技术对光茎栓果菊进行分离纯化,并根据理化性质和NMR、MS波谱数据鉴定化合物结构。结果:从光茎栓果菊中分离得到10个化合物,分别鉴定为:七叶内酯(1)、马兜铃酸C(2)、马兜铃内酰胺Ⅲa(3)、马兜铃内酰胺AⅡ(4)、aristolactamⅢa N-β-D-glucoside(5)、对羟基苯乙酸(6)、香豆素(7)、N-β-D-马兜铃内酰胺葡萄糖苷(8)、对羟基苯乙酸甲酯(9)、胡萝卜苷(10)。结论:化合物1~10均为首次从栓果菊属植物中分离得到。展开更多
Aristolochic acids （AAs） and aristololactams （ALs） are commonly found in some Aristolochiaceae plants, and they have been reported to be AA nephropathy （AAN）, nephrotoxicity and carcinogenicity. In the present s...Aristolochic acids （AAs） and aristololactams （ALs） are commonly found in some Aristolochiaceae plants, and they have been reported to be AA nephropathy （AAN）, nephrotoxicity and carcinogenicity. In the present study, we established an ultra high performance liquid chromatography （UHPLC） coupled with quadmpole/time-of-flight mass spectrometry （Q/TOF-MS） method for the rapid analysis of eight AA analogues in 19 samples originated from the five Aristolochiaceae plants, the roots and rhizomes ofAsarum sieboldii Miq. var. seoulense Nakai, the fruits ofAristolochia contorta Bunge or A. debilis Sieb. et Zucc., the roots ofAristolochia debilis Sieb. et Zucc., the stems ofAristolochia manshuriensis Kom., and the roots of Aristolochiafangchi Y. C. Wu ex L. D. Chou et S. M. Hwang. A total of five AAs and three ALs were identified by co-chromatography of sample extract and comparing the retention time, UV spectra, and characteristic molecular ions and fragment ions with those of authentic standards, or tentatively identified by MS/MS determination along with Mass Fragment software. Moreover, the method was validated for the simultaneous quantification or semi-quantification of them. The samples significantly differed in the quality and quantity of AA analogues, which aUowed the possibility of showing their chemical distinctness, and it might be helpful in their standardization and quality control. Furthermore, in order to holistically compare the difference between the five Aristolochiaceae plants, dataset obtained from UHPLC-Q/TOF-MS was processed with principal component analysis （PCA） and orthogonal partial least squared discriminant analysis （OPLS-DA）.展开更多
基金National Natural Science Foundation of China (Grant No. 30371748)the 985 Project of Peking University and the National Eleventh Five-year Key Technologies R&D Program of China (Grant No. 2006BAI14B01)
文摘A new aristololactam, aristololactam Ⅶ （1）, was isolated from the root and rhizome of Asarum maximum Hemsl. On the basis of spectroscopic analysis, its structure was identified as 10-amino-7,8-dimethoxy-3,4-methylenedioxy-phenanthrene-1- earboxylie acid laetam.
基金supported by the National Natural Science Foundation of China(Grant Nos.30873466,81173494&81274073)National Science and Technology Major Project(No 2014ZX09304307-001-012)
文摘More than 80 aristolochic acids(AAs) and aristololactams(ALs) have been found in plants of the Aristolochiaceae family, but relatively few have been fully studied. The present study aimed at developing and validating a liquid chromatography tandem mass spectrometry(LC/MS^n) for the analysis of these compounds. We characterized the fragmentation behaviors of 31 AAs, ALs, and their analogues via high performance liquid chromatography coupled with electrospray ionization mass spectrometry. We summarized their fragmentation rules and used these rules to identify the constituents contained in Aristolochia contorta, Ar. debilis, Ar. manshurensis, Ar. fangchi, Ar. cinnabarina, and Ar. mollissima. The AAs and ALs showed very different MS behaviors. In MS1 of AAs, the characteristic pseudomolecular ions were [M + NH_4]^+, [M + H]^+, and [M + H - H_2O]^+. However, only [M + H]^+ was found in the MS1 of ALs, which was simpler than that of AAs. Distinct MSn fragmentation patterns were found for AAs and ALs, showing the same skeleton among the different substituent groups. The distribution of the 31 constituents in the 6 species of Aristolochia genus was reported for the first time. 25 Analogues of AAs and ALs were detected in this genus. A hierarchical schemes and a calculating formula of the molecular formula of these nitrophenanthrene carboxylic acids and their lactams were proposed. In conclusion, this method could be applied to identification of similar unknown constituents in other plants.
文摘From the roots of Aristolochia triangularis, two new alkaloids triangularine A and triangularine B together with thirteen known alkaloids namely aristololactam AII, AIIIa, AIA, Ia, IIA, BII, CII, cepharadione A, 4,5 dioxodehydroasimilobine; aristolochic acid D (IVa), magnoflorine; N, N dimethyllindcarpine and oblongine were isolated, their structures were identified by means of spectral analysis and chemical conversion.
文摘为了探索超声提取马兜铃药材中马兜铃酸(AAs,Aristolochic Acids)及马兜铃内酰胺(AL,Aristololactam)的最佳提取工艺,通过单因素实验考察超声提取时间、超声功率、甲醇浓度、提取温度4个因素对目标化合物提取量的影响;在此基础上,采用响应面分析法对提取时间、超声功率、甲醇浓度进行优化。当液料比为20 m L/g、提取温度30℃时,优化的工艺参数为甲醇浓度(v/v)53%、提取时间59 min、超声功率85%。实验结果表明,曲面回归方程拟合性好,实验误差小,可用于马兜铃药材中AAs及AL的提取,并对马兜铃药理毒理作用的进一步研究具有重要的参考价值。
基金The National Science and Technology Support Program during the Twelfth Five-Year Plan of China(Grant No.2011BAI03B05)the Distinguished Professor Foundation of Liaoning Province of China of 2011Innovative Drug Incubation Base Plan Project from Liaoning Province of China of 2013(Grant No.2013226027)
文摘Aristolochic acids （AAs） and aristololactams （ALs） are commonly found in some Aristolochiaceae plants, and they have been reported to be AA nephropathy （AAN）, nephrotoxicity and carcinogenicity. In the present study, we established an ultra high performance liquid chromatography （UHPLC） coupled with quadmpole/time-of-flight mass spectrometry （Q/TOF-MS） method for the rapid analysis of eight AA analogues in 19 samples originated from the five Aristolochiaceae plants, the roots and rhizomes ofAsarum sieboldii Miq. var. seoulense Nakai, the fruits ofAristolochia contorta Bunge or A. debilis Sieb. et Zucc., the roots ofAristolochia debilis Sieb. et Zucc., the stems ofAristolochia manshuriensis Kom., and the roots of Aristolochiafangchi Y. C. Wu ex L. D. Chou et S. M. Hwang. A total of five AAs and three ALs were identified by co-chromatography of sample extract and comparing the retention time, UV spectra, and characteristic molecular ions and fragment ions with those of authentic standards, or tentatively identified by MS/MS determination along with Mass Fragment software. Moreover, the method was validated for the simultaneous quantification or semi-quantification of them. The samples significantly differed in the quality and quantity of AA analogues, which aUowed the possibility of showing their chemical distinctness, and it might be helpful in their standardization and quality control. Furthermore, in order to holistically compare the difference between the five Aristolochiaceae plants, dataset obtained from UHPLC-Q/TOF-MS was processed with principal component analysis （PCA） and orthogonal partial least squared discriminant analysis （OPLS-DA）.
