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提取物的抗氧化和细胞毒性潜力以及细胞毒性成分的生物活性导向分离

Antioxidant and Cytotoxic Potential of Extract and Bioactivity-Guided Isolation of Cytotoxic Components.

作者信息

Sowa Ireneusz, Paduch Roman, Mołdoch Jarosław, Szczepanek Dariusz, Szkutnik Jacek, Sowa Paweł, Tyszczuk-Rotko Katarzyna, Blicharski Tomasz, Wójciak Magdalena

机构信息

Department of Analytical Chemistry, Medical University of Lublin, Chodźki 4a, 20-093 Lublin, Poland.

Department of Virology and Immunology, Institute of Biological Sciences, Faculty of Biology and Biotechnology, Maria Curie-Skłodowska University, 19 Akademicka Street, 20-033 Lublin, Poland.

出版信息

Antioxidants (Basel). 2023 Sep 1;12(9):1704. doi: 10.3390/antiox12091704.


DOI:10.3390/antiox12091704
PMID:37760007
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10525758/
Abstract

is a poorly understood plant in the context of biological activity, despite its widespread application in ethnomedicine in numerous European countries. The aim of this study was to assess the cytotoxic potential of the plant against human colorectal adenocarcinoma (HT29) and to isolate the plant components linked to this effect. Ultra-high performance liquid chromatography with a high-resolution/quadrupole time-of-flight mass spectrometer (UHPLC-HR/QTOF/MS-PDA) was used for the phytochemical characterization of the extract. Liquid-liquid extraction and preparative chromatography were employed for fractionation purposes. Our investigation demonstrated that the ethyl acetate fraction from showed significant cytotoxicity, and a bioactivity-guided approach led to the isolation of oxylipins, including traumatic acid, pinellic acid, and 9,10-dihydroxy-8-oxsooctadec-12-enic acid. The structures of the compounds were confirmed by nuclear magnetic resonance spectroscopy. Among these compounds, the last one exhibited significant cytotoxicity, though without selectivity, and traumatic acid was characterized by mild cytotoxicity. The cytotoxicity was linked to intracellular reactive oxygen species generation.

摘要

尽管这种植物在许多欧洲国家的民族医学中广泛应用,但其在生物活性方面仍未被充分了解。本研究的目的是评估该植物对人结肠腺癌(HT29)的细胞毒性潜力,并分离与这种作用相关的植物成分。采用超高效液相色谱与高分辨率/四极杆飞行时间质谱仪(UHPLC-HR/QTOF/MS-PDA)对提取物进行植物化学表征。液液萃取和制备色谱用于分离目的。我们的研究表明,[植物名称]的乙酸乙酯部分显示出显著的细胞毒性,并且通过生物活性导向方法分离出了氧脂素,包括创伤酸、半夏酸和9,10-二羟基-8-氧代十八碳-12-烯酸。通过核磁共振光谱确认了化合物的结构。在这些化合物中,最后一种表现出显著的细胞毒性,但无选择性,创伤酸具有轻度细胞毒性。细胞毒性与细胞内活性氧的产生有关。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/1b28ea2d0c51/antioxidants-12-01704-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/adad1b8ee317/antioxidants-12-01704-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/6dc39a2eab79/antioxidants-12-01704-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/f9a4e37bb58e/antioxidants-12-01704-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/b77e046a04d4/antioxidants-12-01704-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/a88ee13c5be0/antioxidants-12-01704-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/2d65445dd62f/antioxidants-12-01704-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/1b28ea2d0c51/antioxidants-12-01704-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/adad1b8ee317/antioxidants-12-01704-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/6dc39a2eab79/antioxidants-12-01704-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/f9a4e37bb58e/antioxidants-12-01704-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/b77e046a04d4/antioxidants-12-01704-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/a88ee13c5be0/antioxidants-12-01704-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/2d65445dd62f/antioxidants-12-01704-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7288/10525758/1b28ea2d0c51/antioxidants-12-01704-g007.jpg

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本文引用的文献

[1]
Polyphenolic Composition of L. Extract and Cytotoxic Potential against Colorectal Adenocarcinoma and Cervical Cancer Cells.

Molecules. 2023-8-20

[2]
Phytochemical Profiling, Antioxidant Activity, and Protective Effect against HO-Induced Oxidative Stress of Extract.

Molecules. 2023-7-15

[3]
Oxidative Stress Inducers in Cancer Therapy: Preclinical and Clinical Evidence.

Antioxidants (Basel). 2023-5-26

[4]
Oxylipins and Reactive Carbonyls as Regulators of the Plant Redox and Reactive Oxygen Species Network under Stress.

Antioxidants (Basel). 2023-3-27

[5]
The Role of α-Linolenic Acid and Its Oxylipins in Human Cardiovascular Diseases.

Int J Mol Sci. 2023-3-24

[6]
A Comprehensive Review on the Biological, Agricultural and Pharmaceutical Properties of Secondary Metabolites Based-Plant Origin.

Int J Mol Sci. 2023-2-7

[7]
Anti-Inflammatory, Neurotrophic, and Cytotoxic Oxylipins Isolated from Twigs.

Antioxidants (Basel). 2023-1-27

[8]
Therapeutic Potential of Plant Oxylipins.

Int J Mol Sci. 2022-11-23

[9]
Omega-6 Polyunsaturated Fatty Acids Enhance Tumor Aggressiveness in Experimental Lung Cancer Model: Important Role of Oxylipins.

Int J Mol Sci. 2022-5-31

[10]
Comprehensive Evaluation of the Antibacterial and Antifungal Activities of L. Essential Oil and Its Nanoemulsion.

Antibiotics (Basel). 2021-11-25

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