An integrated strategy for the systematic characterization and discovery of new indole alkaloids from Uncaria rhynchophylla by UHPLC/DAD/LTQ-Orbitrap-MS
文献类型：期刊论文
| 作者 | Pan, Huiqin; Yang, Wenzhi; Zhang, Yibei; Yang, Min; Feng, Ruihong; Wu, Wanying ; Guo, Dean
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| 刊名 | ANALYTICAL AND BIOANALYTICAL CHEMISTRY
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| 出版日期 | 2015-08 |
| 卷号 | 407期号:20页码:6057-6070 |
| 关键词 | Uncaria rhynchophylla UHPLC/LTQ-Orbitrap-MS New indole alkaloid Systematic characterization Mass defect filtering |
| ISSN号 | 1618-2642 |
| DOI | 10.1007/s00216-015-8777-0 |
| 文献子类 | Article |
| 英文摘要 | The exploration of new chemical entities from herbal medicines may provide candidates for the in silico screening of drug leads. However, this significant work is hindered by the presence of multiple classes of plant metabolites and many re-discovered structures. This study presents an integrated strategy that uses ultrahigh-performance liquid chromatography/linear ion-trap quadrupole/Orbitrap mass spectrometry (UHPLC/LTQ-Orbitrap-MS) coupled with in-house library data for the systematic characterization and discovery of new potentially bioactive molecules. Exploration of the indole alkaloids from Uncaria rhynchophylla (UR) is presented as a model study. Initially, the primary characterization of alkaloids was achieved using mass defect filtering and neutral loss filtering. Subsequently, phytochemical isolation obtained 14 alkaloid compounds as reference standards, including a new one identified as 16,17-dihydro-O-demethylhirsuteine by NMR analyses. The direct-infusion fragmentation behaviors of these isolated alkaloids were studied to provide diagnostic structural information facilitating the rapid differentiation and characterization of four different alkaloid subtypes. Ultimately, after combining the experimental results with a survey of an in-house library containing 129 alkaloids isolated from the Uncaria genus, a total of 92 alkaloids (60 free alkaloids and 32 alkaloid O-glycosides) were identified or tentatively characterized, 56 of which are potential new alkaloids for the Uncaria genus. Hydroxylation on ring A, broad variations in the C-15 side chain, new N-oxides, and numerous O-glycosides, represent the novel features of the newly discovered indole alkaloid structures. These results greatly expand our knowledge of UR chemistry and are useful for the computational screening of potentially bioactive molecules from indole alkaloids. |
| WOS关键词 | NATURAL-PRODUCT ISOLATION ; TANDEM MASS-SPECTROMETRY ; IDENTIFICATION ; CHROMATOGRAPHY ; DEREPLICATION ; DEFECT ; FRAGMENTATION ; ACQUISITION ; METABOLITES |
| 资助项目 | Twelfth Five-Year National Science & Technology Support Program[2012BAI29B06] ; National Science and Technology Major Project for Major Drug Development[2013ZX09508104] ; National Science and Technology Major Project for Major Drug Development[2014ZX09304-307-001-007] ; Special Scientific Research in the Chinese Medicine Industry of State Administration of Traditional Chinese Medicine[201307002] |
| WOS研究方向 | Biochemistry & Molecular Biology ; Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000358371200019 |
| 出版者 | SPRINGER HEIDELBERG |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/276456]  |
| 专题 | 上海中药现代化研究中心 |
| 通讯作者 | Wu, Wanying |
| 作者单位 | Chinese Acad Sci, Shanghai Inst Mat Med, Natl Engn Lab TCM Standardizat Technol, Shanghai Res Ctr Modernizat Tradit Chinese Med, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Pan, Huiqin,Yang, Wenzhi,Zhang, Yibei,et al. An integrated strategy for the systematic characterization and discovery of new indole alkaloids from Uncaria rhynchophylla by UHPLC/DAD/LTQ-Orbitrap-MS[J]. ANALYTICAL AND BIOANALYTICAL CHEMISTRY,2015,407(20):6057-6070. |
| APA | Pan, Huiqin.,Yang, Wenzhi.,Zhang, Yibei.,Yang, Min.,Feng, Ruihong.,...&Guo, Dean.(2015).An integrated strategy for the systematic characterization and discovery of new indole alkaloids from Uncaria rhynchophylla by UHPLC/DAD/LTQ-Orbitrap-MS.ANALYTICAL AND BIOANALYTICAL CHEMISTRY,407(20),6057-6070. |
| MLA | Pan, Huiqin,et al."An integrated strategy for the systematic characterization and discovery of new indole alkaloids from Uncaria rhynchophylla by UHPLC/DAD/LTQ-Orbitrap-MS".ANALYTICAL AND BIOANALYTICAL CHEMISTRY 407.20(2015):6057-6070. |
入库方式： OAI收割
来源：上海药物研究所
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