Analysis of sesquiterpene lactones in Eupatorium lindleyanum by HPLC-PDA-ESI-MS/MS. 2010

Nian Yun Yang, and Jin Ao Duan, and Er Xin Shang, and Li Juan Tian
Jiangsu key Laboratory for TCM Formulae Research, College of Pharmacy, Nanjing University of Traditional Chinese Medicine, 210046 Nanjing, China.

BACKGROUND The aerial part Eupatorium lindleyanum is commonly used as an antipyretic and detoxicant clinically in traditional Chinese medicine. Our previous research showed that germacrane sesquiterpene lactones were its main active constituents, so the development of rapid and accurate methods for the identification of the sesquiterpene lactones is of great significance. OBJECTIVE To develop an HPLC-PDA-ESI-MS/MS method capable for simple and rapid analysis of germacrane sesquiterpene lactones in the aerial part E. lindleyanum. METHODS High-performance liquid chromatography-photodiode array detection-electrospray ionization-tandem mass spectrometry was used to analyze germacrane sesquiterpene lactones of Eupatorium lindleyanum. The fragmentation behavior of germacrane sesquiterpene lactones in a Micromass Q/TOF Mass Spectrometer was discussed, and 9 germacrane sesquiterpene lactones were identified by comparison of their characteristic data of HPLC and MS analyses with those obtained from reference compounds. RESULTS The investigated germacrane sesquiterpene lactones were identified as eupalinolides C (1), 3beta-acetoxy-8beta-(4'-hydroxy-tigloyloxy)-14-hydroxy-costunolide (2), eupalinolides A (3), eupalinolides B (4), eupalinolides E (5), 3beta-acetoxy-8beta-(4'-oxo-tigloyloxy)-14-hydroxy-heliangolide (6), 3beta-acetoxy-8beta-(4'-oxo- tigloyloxy)-14-hydroxy-costunolide (7), hiyodorilactone B (8), and 3beta-acetoxy-8beta-(4'-hydroxy-tigloyloxy)- costunolide (9). Compounds 6, 7 and 9 were reported for the first time. CONCLUSIONS HPLC-PDA-ESI-MS/MS provides a new powerful approach to identify germacrane sesquiterpene lactones in E. lindleyanum rapidly and accurately.

UI MeSH Term Description Entries
D007783 Lactones Cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure. Large cyclic lactones of over a dozen atoms are MACROLIDES. Lactone
D002851 Chromatography, High Pressure Liquid Liquid chromatographic techniques which feature high inlet pressures, high sensitivity, and high speed. Chromatography, High Performance Liquid,Chromatography, High Speed Liquid,Chromatography, Liquid, High Pressure,HPLC,High Performance Liquid Chromatography,High-Performance Liquid Chromatography,UPLC,Ultra Performance Liquid Chromatography,Chromatography, High-Performance Liquid,High-Performance Liquid Chromatographies,Liquid Chromatography, High-Performance
D004365 Drugs, Chinese Herbal Chinese herbal or plant extracts which are used as drugs to treat diseases or promote general well-being. The concept does not include synthesized compounds manufactured in China. Chinese Herbal Drugs,Plant Extracts, Chinese,Chinese Drugs, Plant,Chinese Plant Extracts,Extracts, Chinese Plant,Herbal Drugs, Chinese
D045788 Sesquiterpenes, Germacrane SESQUITERPENES cyclized to one 10-carbon ring. Germacrane Derivatives,Germacranes,Derivatives, Germacrane,Germacrane Sesquiterpenes
D053719 Tandem Mass Spectrometry A mass spectrometry technique using two (MS/MS) or more mass analyzers. With two in tandem, the precursor ions are mass-selected by a first mass analyzer, and focused into a collision region where they are then fragmented into product ions which are then characterized by a second mass analyzer. A variety of techniques are used to separate the compounds, ionize them, and introduce them to the first mass analyzer. For example, for in GC-MS/MS, GAS CHROMATOGRAPHY-MASS SPECTROMETRY is involved in separating relatively small compounds by GAS CHROMATOGRAPHY prior to injecting them into an ionization chamber for the mass selection. Mass Spectrometry-Mass Spectrometry,Mass Spectrometry Mass Spectrometry,Mass Spectrometry, Tandem
D021241 Spectrometry, Mass, Electrospray Ionization A mass spectrometry technique used for analysis of nonvolatile compounds such as proteins and macromolecules. The technique involves preparing electrically charged droplets from analyte molecules dissolved in solvent. The electrically charged droplets enter a vacuum chamber where the solvent is evaporated. Evaporation of solvent reduces the droplet size, thereby increasing the coulombic repulsion within the droplet. As the charged droplets get smaller, the excess charge within them causes them to disintegrate and release analyte molecules. The volatilized analyte molecules are then analyzed by mass spectrometry. ESI Mass Spectrometry,Electrospray Ionization Mass Spectrometry,Mass Spectrometry, ESI,Spectrometry, ESI Mass
D035261 Plant Components, Aerial The above-ground plant without the roots. Aerial Parts, Plant,Aerial Plant Components,Aerial Part, Plant,Aerial Plant Component,Component, Aerial Plant,Components, Aerial Plant,Part, Plant Aerial,Parts, Plant Aerial,Plant Aerial Part,Plant Aerial Parts,Plant Component, Aerial
D036602 Eupatorium A plant genus of the family ASTERACEAE. Ingestion has been associated with MILK SICKNESS. The common name of thoroughwort is also used for other plants including CHROMOLAENA; Hebeclinium, and Koanophyllon. Eupatoriums

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