胡峻;张权;齐梦蝶;康利平;南铁贵;杨健;袁媛;詹志来;刘勇;黄璐琦;

• 1:北京中医药大学
• 2:中国中医科学院中药资源中心道地药材国家重点实验室培育基地

摘要(Abstract)：

应用超高效液相色谱-四极杆飞行时间串联质谱联用技术(UPLC-Q-TOF-MS)对川西吊石苣苔的化学成分进行定性研究。采用Waters ACQUITY UPLC-BEH-C18S色谱柱(2.1 mm×100 mm,1.7μm),以0.1%甲酸水-乙腈为流动相梯度洗脱,检测波长210~400 nm,ESI负离子模式进行检测,根据精确分析量及碎片信息,结合数据库匹配进行结构鉴定。结果从川西吊石苣苔中共鉴定出57个成分,其中42个苯乙醇苷类成分,5个苯甲醇苷类成分,6个黄酮类成分,4个其他类型化合物,其中有43个化合物为苦苣苔科中首次发现,并初步推测了1个新苯甲醇苷类化合物。该研究首次对川西吊石苣苔化学成分进行整体研究,为该植物的深入研究奠定基础。

关键词(KeyWords)： 液质联用;川西吊石苣苔;化学成分

Abstract:

Keywords:

基金项目(Foundation): 中医药行业科研专项(201407003)

作者(Author): 胡峻;张权;齐梦蝶;康利平;南铁贵;杨健;袁媛;詹志来;刘勇;黄璐琦;

Email:

参考文献(References)：

• [1]中国药材公司.中国中药资源志要[M].北京:科学出版社,1994:1177.
• [2]Liu Y,Wagner H,Bauer R.Nevadensinglycosides from Lysionotus pauciflorus[J].Phytochemistry,1996,42(4):1203.
• [3]Liu Y,Wagner H,Bauer R.Phenylpropanoids and flavonoid glycosides from Lysionotus pauciflorus[J].Phytochemistry,1998,48(2):339.
• [4]Liu P,Deng R X,Duan H Q,et al.Phenylethanoid glycosides from the roots of Phlomis umbrosa[J].J Asian Nat Prod Res,2009,11(1):69.
• [5]Juliao,Lisieux de S,Piccinelli,et al.Phenylethanoid glycosides from Lantana fucata with in vitro anti-inflammatory activity[J].J Nat Prod,2009,72(8):1424.
• [6]Liu Y,Seligmann O,Wagner H,et al.Paucifloside,a new phenylpropanoid glycoside from Lysionotus pauciflorus[J].Nat Prod Lett,1995,7(1):23.
• [7]Zubair,Muhammad,Nybom H,et al.Detection of genetic and phytochemical differences between and within populations of Plantago major L.(plantain)[J].Sci Hortic-Amsterdam,2012,136:9.
• [8]Porter,Elaine A K,Geoffrey C V,et al.Phenylethanoid glycosides in tepals of Magnolia salicifolia and their occurrence in flowers of Magnoliaceae[J].Phytochemistry,2015,117:185.
• [9]Li C T,Liu Y Q,Abdulla,et al.Determination of phenylethanoid glycosides in Lagotis brevituba Maxim.by high-performance liquid chromatography-electrospray ionization tandem mass spectrometry[J].Anal Lett,2014,47(11):1862.
• [10]Wan J F,Yuan J Q,Mei Z N,et al.Phenolic glycosides from Boschniakia himalaica[J].Chin Chem Lett,2012,23(5):579.
• [11]Jaiswal R,Kuhnert N.Identification and characterization of the phenolic glycosides of Lagenaria siceraria Stand.(Bottle Gourd)fruit by liquid chromatography-tandem mass spectrometry[J].J Agr Food Chem,2014,62(6):1261.
• [12]Zhao J,Guo J,Zhang Y,et al.Chemical constituents from the roots and stems of Stauntonia brachyanthera Hand-Mazz and their bioactivities[J].J Func Foods,2015,14:374.
• [13]Yang J H,Kondratyuk T P,Jermihov K C,et al.Bioactive compounds from the fern Lepisorus contortus[J].J Nat Prod,2011,74(2):129.
• [14]Mathuram V,Patra A,Kundu A B.A phenyl propanoid glycoside from Nyctanthes arbortristis[J].J Ind Chem Soci,1997,74(8):653.
• [15]Phakeovilay,Chiobouaphong D,Wannaporn S,et al.Phenylethanoid and flavone glycosides from Ruellia tuberosa L.[J].J Nat Med,2013,67(1):228.
• [16]Xia Y G,Yang B Y,Liang J K,et al.Caffeoyl phenylethanoid glycosides from unripe fruits of Forsythia suspensa[J].Chem Nat Comp,2015,51(4):656.
• [17]Cai H,Xie Z Y,Liu G H,et al.Isolation,identification and activities of natural antioxidants from Callicarpa kwangtungensis Chun[J].PLo S ONE,2014,9(3):e930001.
• [18]Zubair M,Nybom H A,Maria R,et al.Detection of genetic and phytochemical differences between and within populations of Plantago major L.(plantain)[J].Sci Horti(Amsterdam),2012,136:9.
• [19]Zhou Z L,Zhang H L.Phenolic and iridoid glycosides from the rhizomes of Cyperus rotundus L[J].Med Chem Res,2013,22(10):4830.
• [20]Jensen,Soren R A,Dirk C O,et al.Veronica:iridoids and cornoside as chemosystematic markers[J].Biochem Syst Ecol,2005,33(10):1031.
• [21]Barros J,Marconi R M,Renata R S,et al.Anti-inflammatory and antioxidant activities of Lantana radula Swartz and its phenylethanoid glycosides[J].J Med Plants Res,2014,8(47):1354.
• [22]Stanoeva J P,Stefova M,Stefkov G K,et al.Chemotaxonomic contribution to the Sideritis species dilemma on the Balkans[J].Biochem Syst Ecol,2015,61:477.
• [23]Nazemiyeh H,Shoeb M,Movahhedin N,et al.Phenolic compounds and their glycosides from Stachys schtschegleevii(Lamiaceae)[J].Biochemical Syst Ecol,2006,34(9):721.
• [24]Zhang J Y,Li C,Che Y Y,et al.LTQ-Orbitrap-based strategy for traditional Chinese medicine targeted class discovery,identification and herbomics research:a case study on phenylethanoid glycosides in three different species of Herba Cistanches[J].RSC Advances,2015,5(98):80816.
• [25]Sinaphet B,Noiarsa P,Rujirawat S,et al.Dolichandroside,a new phenolic triglycoside from Dolichandrone serrulata(DC.)Seem[J].J Nat Med,2006,60(3):251.
• [26]Taskova R M,Kokubun T,Ryan K G,et al.Phenylethanoid and iridoid glycosides in the New Zealand snow hebes(Veronica,Plantaginaceae)[J].Chem Pharm Bull,2010,58(5):703.
• [27]Suo M R,Ohta T,Takano F,et al.Bioactive phenylpropanoid glycosides from Tabebuia avellanedae[J].Molecules,2013,18:7336.
• [28]郗峰,邓君,王彦涵.藏药短管兔耳草中1个新苯乙醇苷类化合物[J].中国中药杂志,2009,34(16):2054.
• [29]Huang Q,Qiao X B,Xu X J.Potential synergism and inhibitors to multiple target enzymes of Xuefu Zhuyu Decoction in cardiac disease therapeutics:a computational approach[J].Bioorg Med Chem Lett,2007,17(6):1779.
• [30]Jabeen,B,Riaz,N,Saleem,M,et al.Isolation of natural compounds from Phlomis stewartii showingα-glucosidase inhibitory activity[J].Phytochemistry,2013,96:443.
• [31]Sahpaz S,Hennebelle T,Bailleul F.Marruboside,a new phenylethanoid glycoside from Marrubium vulgare L.[J].Nat Prod Lett,2002,16(3):195.
• [32]Taskova R M,Kokubun T,Ryan K G,et al.Phenylethanoid and iridoid glycosides in the New Zealand snow hebes(Veronica,Plantaginaceae)[J].Chem Pharm Bull,2010,58(5):703.
• [33]Kirmizibekmez H,Piacente S,Pizza C,et al.Iridoid and phenylethanoid glycosides from Phlomis nissolii and P.capitata[J].Chem Sci,2004,59(5):609.
• [34]Morikawa T,Pan Y,Ninomiya K,et al.Acylated phenylethanoid oligoglycosides with hepatoprotective activity from the desert plant Cistanche tubulosa[J].Bioor Med Chem,2010,18(5):1882.
• [35]Saracoglu I,Harput U S,Inoue M,et al.New phenylethanoid glycosides from Veronica pectinata var.glandulosa and their free radical scavenging activities[J].Chem Pharm Bull,2002,50(5):665.
• [36]Zhou F Y,She J,Wang Y G.Synthesis of a benzyl-protected analog of arenarioside,a trisaccharide phenylpropanoid glycoside[J].Carbohydr Res,2006,341(15):2469.
• [37]Lei L,Jiang Y,Liu X M,et al.New glycosides from Cistanche salsa[J].Helv Chim Acta,2007,90(1):79.
• [38]Xu F M M,Hisashi H,Hiroki S,et al.Structures of new flavonoids and benzofuran-type stilbene and degranulation inhibitors of rat basophilic leukemia cells from the Brazilian herbal medicine Cissus sicyoides[J].Chem Pharm Bull,2009,57(10):1089.
• [39]Yadava R.N,Satnami D.K.Chemical constituents from Cassia occidentalis Linn[J].Indian J Chem B Org Chem Med Chem,2011,50B(8):1112.
• [40]Bagrii A K,Kurmaz B V,Litvinenko V I.New bioside of quercetin[J].Khim Prir Soedin,1966,2(2):85.
• [41]张忠立,左月明,徐璐,等.三白草黄酮类化学成分的研究[J].中草药,2011,42(8):1490.
• [42]Ma C Y,Hu L M,Fu Q Y,et al.Separation of four flavonoids from Rhodiola rosea by online combination of sample preparation and countercurrent chromatography[J].J Chromatogra A,2013,1306:12.
• [43]Liu M M,Zhou L,He P L,et al.Discovery of flavonoid derivatives as anti-HCV agents via pharmacophore search combining molecular docking strategy[J].Euro J Med Chem,2012,52:33.
• [44]Adhikari B,Devkota H P,Joshi K R,et al.Two new diacetylene glycosides:bhutkesoside A and B from the roots of Ligusticopsis wallichiana[J].Nat Prod Res,2015,doi:10.1080/14786419.2015.1118635.
• [45]Tanikawa T,Fridman M,Zhu W J,et al.Using biological performance similarity to inform disaccharide library design[J].J Am Chem Soc,2009,131(14):5075.
• [46]Hu X P,Shao M M,Song X,et al.Anti-influenza virus effects of crude phenylethanoid glycosides isolated from Ligustrum purpurascens via inducing endogenous interferon-γ[J].J Ethnopharmacol,2015,179:128.
• [47]Morikawa T,Ninomiya K,Kuramoto H,et al.Phenylethanoid and phenylpropanoid glycosides with melanogenesis inhibitory activity from the flowers of Narcissus tazetta var.chinensis[J].J Nat Med,2016,70(1):89.
• [48]Gao Y,Zong C J,Liu F,et al.Evaluation of the intestinal transport of a phenylethanoid glycoside-rich extract from Cistanche deserticola across the Caco-2 cell monolayer model[J].PLo S ONE,2015,10(2):e01164901.
• [49]Wang Y J,Zhou S M,Xu G,et al.Interferenceof phenylethanoid glycosides from Cistanche tubulosa with the MTT assay[J].Molecules,2015,20(5):8060.
• [50]Encalada M A,Rehecho S,Ansorena Di,et al.Antiproliferative effect of phenylethanoid glycosides from Verbena officinalis L.on colon cancer cell lines[J].LWT-Food Sci Technol,2015,63(2):1016.