基于核磁共振代谢组学技术的款冬茎和叶的化学成分比较
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摘要
目的采用核磁共振代谢组学技术对款冬茎和叶的化学成分进行比较。方法对款冬茎和叶进行核磁共振化学分析,然后通过主成分分析(PCA)、偏最小二乘法判别分析(PLS-DA)、正交偏最小二乘法判别分析(OPLS-DA)等多元统计分析手段结合单变量分析确定款冬茎和叶的差异成分。结果款冬茎和叶核磁共振图谱共指认出40个化合物,多元统计和单变量分析结果显示,款冬叶中缬氨酸、亮氨酸、异亮氨酸、脯氨酸、绿原酸、3,5-二咖啡奎尼酸、3,4-二咖啡奎尼酸、款冬酮等的含量高于茎,而α-葡萄糖、β-葡萄糖的含量低于款冬茎,款冬茎和叶之间无明显差异的化合物有苹果酸、蔗糖、胆碱等。结论本实验从整体物质组成角度比较了款冬茎和叶部位的化学成分差异,研究结果可为款冬茎、叶部位的资源利用奠定基础。
OBJECTIVE To compare the chemical compositions of the stems( STL) and leaves( LTL) of Tussilago farfara L.using NMR-based metabolomic approach. METHODS The STL and LTL were analyzed by NMR,then the differential components were determined by multivariate statistical methods,including PCA,PLS-DA,OPLS-DA,and univariate analysis. RESULTS Fifty compounds were tentatively identified in the NMR spectra of STL and LTL. Multivariate coupled with univariate analysis revealed that some metabolites,such as valine,leucine,isoleucine,proline,chlorogenic acid,3,5-O-dicaffeoylquinic acid,3,4-O-dicaffeoylquinic acid,and tussilagone,were present at higher levels in the LTF,while the STF contained higher levels of α-glucose and β-glucose. For some metabolites,such as malic acid,sucrose and choline,no significant differences were observed between STF and LTF. CONCLUSION This study reveals the chemical differences between STF and LTF in a holistic way,and lays the scientific foundation for the resource utilization of the stems and leaves of T. farfara L.
OBJECTIVE To compare the chemical compositions of the stems( STL) and leaves( LTL) of Tussilago farfara L.using NMR-based metabolomic approach. METHODS The STL and LTL were analyzed by NMR,then the differential components were determined by multivariate statistical methods,including PCA,PLS-DA,OPLS-DA,and univariate analysis. RESULTS Fifty compounds were tentatively identified in the NMR spectra of STL and LTL. Multivariate coupled with univariate analysis revealed that some metabolites,such as valine,leucine,isoleucine,proline,chlorogenic acid,3,5-O-dicaffeoylquinic acid,3,4-O-dicaffeoylquinic acid,and tussilagone,were present at higher levels in the LTF,while the STF contained higher levels of α-glucose and β-glucose. For some metabolites,such as malic acid,sucrose and choline,no significant differences were observed between STF and LTF. CONCLUSION This study reveals the chemical differences between STF and LTF in a holistic way,and lays the scientific foundation for the resource utilization of the stems and leaves of T. farfara L.
引文
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[23] CHATTERJEE S,SRIVASTAVA S,KHALID A,et al. Comprehensive metabolic fingerprinting of Withanias omnifera leaf and root extracts[J]. Phytochemistry,2010,71(10):1085-1094.
[24] MI X,LI Z Y,QIN X M,et al. Monitoring of chemical components with different color traits of Tussilago farfara using NMRbased metabolomics[J]. Acta Pharm Sin(药学学报),2013,48(11):1692-1697.
[25] LI A P,LI Z Y,XING J,et al. Chemical characterization of different vinegars by NMR-based metabolomic approach[J]. Food Sci(食品科学),2013,34(12):247-253.
[26] ZHI H J,SUN H F,ZHI P,et al. Monitoring of chemical components changes during Tussilago farfara L. development using NMR-based metabolomics[J]. Bull Bot Res(植物研究),2012,32(4):458-466.
[27] WU D,ZHANG C F,ZHANG M,et al. Study on chemical constituents of the fower buds of tussiago Farfara[J]. Chin Pharm J(中国药学杂志),2008,43(4):260-263.
[28] LI Z Y,ZHI H J,ZHANG F S,et al. Metabolomic profiling of the antitussive and expectorant plant Tussilago farfara L. by nuclear magnetic resonance spectroscopy and multivariate data analysis[J]. J Pharm Biomed Anal,2013,75:158-164.
[29] JIA Y,XING J,LEI Z H,et al. Current status in studies on quality evaluation methods of Farfarae Flos[J]. Chin Tradit Herb Drugs(中草药),2017,48(21):4578-4583.
[2] CUI L. Shennong's Herbal(神农本草经)[M]. Tianjing:Tianjin Ancient Books Publishing House,2009:203-204.
[3] ZHANG Z Z,ZHI H J,QIN X M,et al. Chemical comparison of different Farfarae Flos by NMR-based metabolomic approaches[J]. Acta Pharm Sin(药学学报),2015,50(5):599-604.
[4] LI Z Y,CUI Y F,QIN X M. Challenge of quality evaluation of traditional Chinese medicinal materials and application progress on metabolomic approach in its quality valuation[J]. Chin Tradit Herb Drugs(中草药),2018,49(10):2221-2229.
[5] LI J,LI J,JIA J P,et al. Comparison of flower buds and leaves of Tussilago farfara L. by UHPLC-Q extractive hybrid quadrupole orbitrap MS[J]. Acta Pharm Sin(药学学报),2018,53(3):444-452.
[6] ZHI H J,QIN X M,SUN H F,et al. Metabolic fingerprinting of Tussilago farfara L. using1H-NMR spectroscopy and multivariate data analysis[J]. Phytochem Anal,2012,23(5):92-501.
[7] LI Z Y,LI A P,ZHANG F S,et al. Comparison of flower buds and leaves of Tussilago farfara L. by UHPLC-Q extractive hybrid quadrupole orbitrap MS[J]. Chin Tradit Herb Drugs(中草药),2013,44(7):785-789.
[8] CHEN J K,ZENG R. Application of metabolomics approach to study on chemical constituents in different parts of Gentian acrasicaulis based on UPLC-ESI-HRMSn[J]. Chin Tradit Herb Drugs(中草药),2018,49(10):2328-2335.
[9] YANG S O,SHIN Y S,HYUN S H,et al. NMR-based metabolic profiling and differentiation of ginseng roots according to cultivation ages[J]. J Pharm Biomed Anal,2012,58(1):19-26.
[10] JIANG Y,VAYSSE J,GILARD V,et al. Quality assessment of commercial Magnoliae officinalis Cortex by1H-NMR-based metabolomics and HPLC methods[J]. Phytochem Anal,2012,23(4):387-395.
[11] CHANG W T,CHIO Y H,HEIJDEN R V,et al. Traditional processing strongly affects metabolite composition by hydrolysis in Rehmannia glutinosa roots[J]. Pharm Soc Japan,2011,59(5):546-552.
[12] HUA Y J,HOU Y,WANG S N,et al.1H-NMR based metabolomic analysis of chemical compositions in cultivated and wild Pseudostellariae Radix[J]. Chin Pharm J(中国药学杂志),2017,52(4):272-276.
[13] TIAN D,LI Z Y,FAN S C,et al. NMR-based analysis of water soluble extracts of different Astragali Radix[J]. Acta Pharm Sin(药学学报),2014,49(1):89-94.
[14] JIA J P,ZHANG F S,LI Z Y,et al. Effect of deactivation of enzymes on chemical composition of Forsythiae Fructus using~1HNMR-based metabolomics approach[J]. Chin Tradit Herb Drugs(中草药),2016,27(8):1375-1381.
[15] LI J,ZHANG S,QIN X M,et al. Comparison on chemical constituents in raw and honey baked Farfarae Flos by NMR-based metabolomic approach[J]. Chin Tradit Herb Drugs(中草药),2015,46(20):3009-3017.
[16] VERPOORTE R,CHOI Y H,KIM H K. NMR-based metabolomics at work in phytochemistry[J]. Phytochem Rev,2007,6:3-14.
[17] KIM H K,SAIFULLA H,KHAN S,et al. Metabolic classification of South American llex species by NMR-based metabolomics[J]. Phytochemistry,2010,71(7):773-784.
[18] LIN N Q,CAO M,FRDRICH M,et al. Metabolomic investigation of the ethnopharmacological use of Artemisia afra with NMR spectroscopy and multivariate data analysis[J]. J Ethnopharmacol,2010,128(1):230-235.
[19] LOPEZ-GRESA M P,MALTESE F,BELLES J M,et al. Metabolic response of tomato leaves upon different plant-pathogen interactions[J]. Phytochem Anal,2010,21(1):89-94.
[20] PARK H R,YOO M Y,SEO J H,et al. Sesquiterpenoids isolated from the flower buds of Tussilago farfara L. inhibit diacylglycerol acyltransferase[J]. J Agric Food Chem,2008,56(22):10493-10497.
[21] ANTER J O,STEVENSON R. Arnidiol and faradiol[J]. J Org Chem,1962,27:3204-3208.
[22] YAOITA Y,KIKUCHI M. Triterpenoids from flower buds of Tussilago farfara L[J]. J Nat Med,1998,52:273-275.
[23] CHATTERJEE S,SRIVASTAVA S,KHALID A,et al. Comprehensive metabolic fingerprinting of Withanias omnifera leaf and root extracts[J]. Phytochemistry,2010,71(10):1085-1094.
[24] MI X,LI Z Y,QIN X M,et al. Monitoring of chemical components with different color traits of Tussilago farfara using NMRbased metabolomics[J]. Acta Pharm Sin(药学学报),2013,48(11):1692-1697.
[25] LI A P,LI Z Y,XING J,et al. Chemical characterization of different vinegars by NMR-based metabolomic approach[J]. Food Sci(食品科学),2013,34(12):247-253.
[26] ZHI H J,SUN H F,ZHI P,et al. Monitoring of chemical components changes during Tussilago farfara L. development using NMR-based metabolomics[J]. Bull Bot Res(植物研究),2012,32(4):458-466.
[27] WU D,ZHANG C F,ZHANG M,et al. Study on chemical constituents of the fower buds of tussiago Farfara[J]. Chin Pharm J(中国药学杂志),2008,43(4):260-263.
[28] LI Z Y,ZHI H J,ZHANG F S,et al. Metabolomic profiling of the antitussive and expectorant plant Tussilago farfara L. by nuclear magnetic resonance spectroscopy and multivariate data analysis[J]. J Pharm Biomed Anal,2013,75:158-164.
[29] JIA Y,XING J,LEI Z H,et al. Current status in studies on quality evaluation methods of Farfarae Flos[J]. Chin Tradit Herb Drugs(中草药),2017,48(21):4578-4583.
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