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通过超高效液相色谱-四极杆飞行时间质谱法从[具体来源]中分离和鉴定生物碱及其体外细胞毒性活性和体内抗血管生成活性。 （注：原文中“from”后缺少具体来源信息）

Isolation and identification of alkaloids from by UHPLC-Q-TOF-MS and their cytotoxic activity in vitro, antiangiogenic activity in vivo.

作者信息

Sai Chunmei, Wang Jian'an, Li Binjie, Ding Lin, Wang Huiyun, Wang Qibao, Hua Huiming, Zhang Fangpeng, Ren Qiang

机构信息

1College of Pharmacy, Jining Medical University, Rizhao, 276826 Shandong China.

Shandong Guangyu Tang Guo Yao Co., Ltd., Jining, 272071 Shandong China.

出版信息

BMC Chem. 2020 Jan 22;14(1):5. doi: 10.1186/s13065-020-0660-1. eCollection 2020 Dec.

DOI:10.1186/s13065-020-0660-1
PMID:31993585
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6977315/
Abstract

BACKGROUND

Extensive bioactivities of alkaloids from the genus ( (Willd.) R. Br. and (Maxim.) Fedde) have been widely reported, as well as more and more concerned from the scientific communities. However, systematic research on the phytochemical information of is incomplete. The aim of this study was to rapidly and conveniently qualitative analyze alkaloids from by ultra-performance liquid chromatography/quadrupole-time-of-fight mass spectrometry (UHPLC-Q-TOF-MS) using accurate mass weight and characteristic fragment ions, furthermore separate and identify the main alkaloids, test antitumor activity in vitro and antiangiogenic activity in vivo.

RESULTS

A total of 14 alkaloids from fruits of were identified by UHPLC-Q-TOF-MS, including 5 protopines, 2 benzophenanthridines, 1 dimer, 1 dihydrobenzophenanthridines and 5 unknown structure compounds. Two major alkaloids were isolated by various column chromatographic methods. Their structures were determined by NMR data and related literatures. The two major alkaloids were evaluated for intro cytotoxic activities against HL-60, MCF-7, A-549, and in vivo antiangiogenic activity using transgenic zebrafish.

CONCLUSIONS

Current qualitative method based on UHPLC-Q-TOF-MS technique provided a scientific basis for isolation, structural identification, and in vitro or in vivo pharmacological further study of alkaloids from in the future.

摘要

背景

博落回属（(Willd.) R. Br.）和白屈菜属（(Maxim.) Fedde）生物碱的广泛生物活性已被广泛报道，也越来越受到科学界的关注。然而，关于白屈菜属植物化学信息的系统研究并不完整。本研究的目的是利用超高效液相色谱/四极杆-飞行时间质谱（UHPLC-Q-TOF-MS），通过精确质量数和特征碎片离子，对白屈菜属生物碱进行快速、便捷的定性分析，进一步分离和鉴定主要生物碱，测试其体外抗肿瘤活性和体内抗血管生成活性。

结果

通过UHPLC-Q-TOF-MS鉴定了白屈菜果实中的14种生物碱，包括5种原阿片碱、2种苯并菲啶类、1种二聚体、1种二氢苯并菲啶类和5种结构未知的化合物。通过各种柱色谱方法分离出两种主要生物碱。通过核磁共振数据和相关文献确定了它们的结构。使用转基因斑马鱼评估了这两种主要生物碱对HL-60、MCF-7、A-549的细胞内细胞毒性活性和体内抗血管生成活性。

结论

目前基于UHPLC-Q-TOF-MS技术的定性方法为未来白屈菜属生物碱的分离、结构鉴定以及体外或体内药理学进一步研究提供了科学依据。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/97624cbb1b46/13065_2020_660_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/4a27e3064713/13065_2020_660_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/6ab467108df9/13065_2020_660_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/b1f3d3042424/13065_2020_660_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/5450a1ba8acd/13065_2020_660_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/6bb0798897bf/13065_2020_660_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/2a26817de53f/13065_2020_660_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/8a929d313c81/13065_2020_660_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/97624cbb1b46/13065_2020_660_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/4a27e3064713/13065_2020_660_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/6ab467108df9/13065_2020_660_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/b1f3d3042424/13065_2020_660_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/5450a1ba8acd/13065_2020_660_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/6bb0798897bf/13065_2020_660_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/2a26817de53f/13065_2020_660_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/8a929d313c81/13065_2020_660_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/615d/6977315/97624cbb1b46/13065_2020_660_Fig8_HTML.jpg

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本文引用的文献

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Chem Cent J. 2018 Jul 19;12(1):85. doi: 10.1186/s13065-018-0453-y.
2
LC-MS guided isolation of three pairs of enantiomeric alkaloids from Macleaya cordata and their enantioseparations, antiproliferative activity, apoptosis-inducing property.液相色谱-质谱联用引导下从博落回中分离出三对对映体生物碱及其对映体拆分、抗增殖活性、诱导凋亡特性
Sci Rep. 2017 Nov 13;7(1):15410. doi: 10.1038/s41598-017-15423-4.
3
人工智能在肺癌中的应用：一项叙述性综述。
Transl Cancer Res. 2021 May;10(5):2478-2487. doi: 10.21037/tcr-20-3398.
4
Identification and Quantification, Metabolism and Pharmacokinetics, Pharmacological Activities, and Botanical Preparations of Protopine: A Review.原小檗碱的鉴定与定量、代谢与药代动力学、药理活性及植物制剂：综述。
Molecules. 2021 Dec 30;27(1):215. doi: 10.3390/molecules27010215.
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9
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