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Mass spectrometric identification of multihydroxy phenolic compounds in Tibetan herbal medicines
You, Jinmao; Ding, Chenxu; Zhu, Fang; Sun, Xuejun; Li, Yulin; Suo, Yourui
2007-05-01
Source PublicationCHROMATOGRAPHIA
Volume65Issue:9-10Pages:545-553
SubtypeArticle
AbstractA highly selective and accurate method based on derivatization with dansyl chloride coupled with liquid chromatography-mass spectrometry has been developed for identification of natural pharmacologically active phenolic compounds in extracts of Lomatogonium rotatum plants (Tibetan herbal medicine) obtained by solid-phase extraction. The number of hydroxyl groups on the dansylated phenols was estimated by LC-MS-MS analysis in positive-ion mode. Dansyl derivatization of the compounds introduced basic secondary nitrogen into the phenolic core structures and this was readily ionized when acidic HPLC mobile phases were used. MS fragmentation of the derivatives generated intense protonated molecular ions of m/z [MH](+) (phenol aglycones were transformed into the corresponding free phenols by cleavage of an aglycone bond). Collision-induced dissociation of the protonated molecule generated characteristic product ions of m/z 234 and 171 corresponding to the protonated 5-(dimethylamino)naphthalene sulfoxide and 5 -(dimethylamino) naphthalene moieties, respectively. Selected reaction monitoring based on the m/z [MH](+) to 234 and 171 transitions was highly specific for these phenolic compounds. Characteristic ions with m/z values of [MH - 234](+), [MH 2 x 234](+), and [MH - 3 x 234](+) were of great importance for estimation of the presence of multihydroxyl groups on the phenolic backbone.; A highly selective and accurate method based on derivatization with dansyl chloride coupled with liquid chromatography-mass spectrometry has been developed for identification of natural pharmacologically active phenolic compounds in extracts of Lomatogonium rotatum plants (Tibetan herbal medicine) obtained by solid-phase extraction. The number of hydroxyl groups on the dansylated phenols was estimated by LC-MS-MS analysis in positive-ion mode. Dansyl derivatization of the compounds introduced basic secondary nitrogen into the phenolic core structures and this was readily ionized when acidic HPLC mobile phases were used. MS fragmentation of the derivatives generated intense protonated molecular ions of m/z [MH](+) (phenol aglycones were transformed into the corresponding free phenols by cleavage of an aglycone bond). Collision-induced dissociation of the protonated molecule generated characteristic product ions of m/z 234 and 171 corresponding to the protonated 5-(dimethylamino)naphthalene sulfoxide and 5 -(dimethylamino) naphthalene moieties, respectively. Selected reaction monitoring based on the m/z [MH](+) to 234 and 171 transitions was highly specific for these phenolic compounds. Characteristic ions with m/z values of [MH - 234](+), [MH 2 x 234](+), and [MH - 3 x 234](+) were of great importance for estimation of the presence of multihydroxyl groups on the phenolic backbone.
KeywordColumn Liquid Chromatography-mass Spectrometry Tibetan Herbal Medicines Phenolic Compounds Dansyl Derivatization
WOS HeadingsScience & Technology ; Life Sciences & Biomedicine ; Physical Sciences
Subject Area生物化学
WOS KeywordFLAVONOIDS ; FRAGMENTATION ; RESOLUTION ; EXTRACTS ; UV ; MS
Indexed BySCI
Language英语
WOS Research AreaBiochemistry & Molecular Biology ; Chemistry
WOS SubjectBiochemical Research Methods ; Chemistry, Analytical
WOS IDWOS:000246878900007
Citation statistics
Document Type期刊论文
Identifierhttp://210.75.249.4/handle/363003/1276
Collection中国科学院西北高原生物研究所
Affiliation1.Chinese Acad Sci, NW Plateau Inst Biol, Xining 810001, Peoples R China
2.Qufu Normal Univ, Coll Chem Sci, Qufu 273165, Peoples R China
Recommended Citation
GB/T 7714
You, Jinmao,Ding, Chenxu,Zhu, Fang,et al. Mass spectrometric identification of multihydroxy phenolic compounds in Tibetan herbal medicines[J]. CHROMATOGRAPHIA,2007,65(9-10):545-553.
APA You, Jinmao,Ding, Chenxu,Zhu, Fang,Sun, Xuejun,Li, Yulin,&Suo, Yourui.(2007).Mass spectrometric identification of multihydroxy phenolic compounds in Tibetan herbal medicines.CHROMATOGRAPHIA,65(9-10),545-553.
MLA You, Jinmao,et al."Mass spectrometric identification of multihydroxy phenolic compounds in Tibetan herbal medicines".CHROMATOGRAPHIA 65.9-10(2007):545-553.
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