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引用本文:   管朋维, 宋青青, 张珂, 李婷, 李玮, 屠鹏飞, 李军, 宋月林. 在线能量分辨质谱结合量子化学计算分析山奈素的多级质谱行为. 分析化学, 2020, 48(10): 1428-1433. doi:  10.19756/j.issn.0253-3820.201192 [复制]

Citation:   GUAN Peng-Wei , SONG Qing-Qing , ZHANG Ke , LI Ting , LI Wei , TU Peng-Fei , LI Jun , SONG Yue-Lin . Investigation of Tandem Mass Spectrometric Behavior of Kaempferide by Online Collision Energy-resolved Mass Spectrometry-Structural Calculation. Chinese Journal of Analytical Chemistry, 2020, 48(10): 1428-1433. doi: 10.19756/j.issn.0253-3820.201192 [复制]

在线能量分辨质谱结合量子化学计算分析山奈素的多级质谱行为

通讯作者:  宋月林, syltwc2005@163.com

收稿日期: 2020-04-09

基金项目: 本文系国家重点研发计划项目(No.2018YFC1707300)、国家自然科学基金项目(Nos.81773875,81530097)、中国科协青年人才托举工程项目(No.2017QNRC001)和北京中医药大学青年科学家培育计划项目(No.BUCM-2019-QNKXJB006)资助

Investigation of Tandem Mass Spectrometric Behavior of Kaempferide by Online Collision Energy-resolved Mass Spectrometry-Structural Calculation

Corresponding author:  SONG Yue-Lin , syltwc2005@163.com

Received Date:  2020-04-09

Fund Project:  This work was supported by the National Key Research and Development Plan (No. 2018YFC1707300), the National Natural Science Foundation of China (Nos. 81773875, 81530097), the Young Elite Scientists Sponsorship Program by CAST (No. 2017QNRC001) and the Young Scientist Program by Beijing University of Chinese Medicine (No. BUCM-2019-QNKXJB006).

在多级质谱中,母离子碎裂成子离子的实质是在气态情况下,较高能量的中性气体分子与离子发生碰撞,转移能量,使化学键发生断裂。利用在线能量分辨质谱(Online ER-MS),逐步改变碰撞能,可以观察到子离子信号产生和消失的过程,结合量子化学计算可以准确归属子离子信号。本研究以黄酮类化合物山奈素为例,对其多级质谱行为进行深入分析。在串联离子阱-飞行时间质谱正离子模式下,母离子m/z 301.0712([M+H]+)主要通过自由基裂解和Retro-Diels-Alder裂解(RDA裂解)生成子离子m/z 286.0518、272.0454、165.0155、161.0573、153.0192和139.0381。为了阐明关键离子m/z 161.0573的来源,在三重四极杆质谱中构建离子对m/z 301>161,进一步派生出一组拟离子对(PITs),对应一组递进式的碰撞能,利用多反应检测模式采集各拟离子对的相对峰面积,绘制裂解曲线。裂解曲线呈"M"型,表明m/z 161.0573有两种生成方式。结合结构计算推断"M"型裂解曲线的第一波峰由低裂解能的C环杂环裂解断裂1,4键继而中性丢失CH4产生,第二波峰由高裂解能的C环RDA裂解断裂0,4键继而中性丢失CH3OH产生。通过在线能量分辨质谱与量子化学计算的结合可以对化合物的多级质谱行为进行深入分析。

关键词:   在线能量分辨质谱, 山奈素, Retro-Diels-Alder裂解, 裂解曲线
Key words:   Online collision energy-resolved mass spectrometry, Kaempferide, Retro-Diels-Alder dissociation, Breakdown graph
[1]

Murakami T, Iwamuro Y, Ishimaru R, Chinaka S, Kato N, Sakamoto Y, Sugimura N, Hasegawa H. J. Mass Spectrom., 2019, 54(3):205-212

[2]

Hoffmann W, Hofmann J, Pagel K. J. Am. Soc. Mass Spectrom., 2014, 25(3):471-479

[3]

Daikoku S, Ako T, Kato R, Ohtsuka I, Kanie O. J. Am. Soc. Mass Spectrom., 2007, 18(10):1873-1879

[4]

Liu W J, Cao Y, Ren Y, Xu X, He L, Xia R, Tu P F, Wang Y T, Song Y L, Li J. J. Chromatogr. A, 2019:460827

[5]

Song Q Q, Li J, Cao Y, Liu W J, Huo H X, Wan J B, Song Y L, Tu P F. Anal. Chim. Acta, 2019, 1088:89-98

[6]

Liu W J, Song Q Q, Cao Y, Zhao Y F, Huo H X, Wang Y T, Song Y L, Li J, Tu P F. Anal. Chim. Acta, 2019, 1069:89-97

[7]

Song Q Q, Liu W J, Chen X J, Li J, Li P, Yang F Q, Wang Y T, Song Y L, Tu P F. Anal. Chim. Acta, 2018, 1037:119-129

[8]

Liu Y, Song Q Q, Liu W J, Li P, Li J, Zhao Y F, Zhang L, Tu P F, Wang Y T, Song Y L. Acta Pharm. Sin. B, 2018, 8(4):645-654

[9]

Liu W J, Song Q Q, Yan Y, Liu Y, Li P, Wang Y T, Tu P F, Song Y L, Li J. J. Chromatogr. A, 2018, 1561:56-66

[10]

Huo H X, Liu Y, Liu W J, Sun J, Zhang Q, Zhao Y F,Zheng J, Tu P F, Song Y L, Li J. J. Chromatogr. A, 2018, 1558:37-49

[11]

Yan Y, Song Q Q, Chen X J, Li J, Li P, Wang Y T, Liu T X, Song Y L, Tu P F. J. Chromatogr. A, 2017, 1501:39-50

[12]

Song Y L, Song Q Q, Liu Y, Li J, Wan J B, Wang Y T, Jiang Y, Tu P F. Anal. Chim. Acta, 2017, 953:40-47

[13]

Song Y L, Song Q Q, Li J, Zheng J, Li C, Zhang Y, Zhang L L, Song Y L, Tu P F. J. Chromatogr. A, 2016, 1460:74-83

[14]

Song Q Q, Li J, Huo H X, Cao Y, Wang Y T, Song Y L, Tu P F. Anal. Chem., 2019, 91(23):15040-15048

[15]

Cao Y, Chai C C, Chang A Q, Xu X, Song Q Q, Liu W J, Li J, Song Y L, Tu P F. J. Chromatogr. A, 2020, 1609:460515

[16]

Pietta P G. J. Nat. Prod., 2000, 63(7):1035-1042

[17]

Zhang M, Sun J, Chen P. Anal. Chem., 2017, 89(14):7388-7397

[18]

Panche A N, Diwan A D, Chandra S R. J. Nutr. Sci., 2016, 5:1-15

[19]

Yan Z X, Lin G, Ye Y, Wang Y T, Yan R. J. Am. Soc. Mass Spectrom., 2014, 25(6):955-965

[20]

Yang W Z, Ye M, Qiao X, Wang Q, Bo T, Guo D A. Eur. J. Mass Spectrom., 2012, 18(6):493-503

[21]

Qiao X, Yang W Z, Guo D A, Ye M. Curr. Org. Chem., 2011, 15(15):2541-2566

[22]

Ma Y L, Li Q M, Van den Heuvel H, Claeys M. Rapid Commun. Mass Spectrom., 1997, 11(12):1357-1364

[23]

Ablajan K, Abliz Z, Shang X Y, He J M, Zhang R P, Shi J G. J. Mass Spectrom., 2006, 41(3):352-360

[24]

Geng P, Sun J H, Zhang R P, He J M, Abliz Z. Rapid Commun. Mass Spectrom., 2009, 23(10):1519-1524

[25]

Frisch M J, Trucks G W, Schlegel H B, Scuseria G E, Robb M A, Cheeseman J R, Scalmani G, Barone V, Mennucci B, Petersson G A, Nakatsuji H, Caricato M, Li X, Hratchian H P, Izmaylov A F, Bloino J, Zheng G, Sonnenberg J L, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Montgomery J A, Peralta J E, Ogliaro F, Bearpark M, Heyd J J, Brothers E, Kudin K N, Staroverov V N, Kobayashi R, Normand J, Raghavachari K, Rendell P G, Burant J C, Iyengar S S, Tomasi J, Cossi M, Rega N, Millam J M, Klene M, Knox J E, Cross J B, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann R E, Yazyev O, Austin A J, Cammi R, Pomelli C, Ochterski J W, Martin R L, Morokuma K, Zakrzewski V G, Voth G A, Salvador P, Dannenberg J J, Dapprich S, Daniels A D, Farkas O, Foresman J B, Ortiz J V, Cioslowski J, Fox D J. Gaussian 09, revision E.01; Gaussian, Inc.:Wallingford, CT, 2009

[26]

Tian J X, Tian Y, Xu L, Zhang J, Lu T, Zhang Z J. Phytochem. Anal., 2013, 25(1):36-44

[27]

March R, Brodbelt J. J. Mass Spectrom., 2008, 43(12):1581-1617

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在线能量分辨质谱结合量子化学计算分析山奈素的多级质谱行为

管朋维, 宋青青, 张珂, 李婷, 李玮, 屠鹏飞, 李军, 宋月林

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