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A new phenanthrene derivative and two diarylheptanoids from the roots of Brassica rapa ssp. campestris inhibit the growth of cancer cell lines and LDL-oxidation

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Abstract

Brassica rapa ssp. campestris (Brassicaceae) is a conical, deep purple, edible root vegetable commonly known as a turnip. We initiated phytochemical and pharmacological studies to search for biological active compounds from the roots of B. rapa ssp. campestris. We isolated a novel phenanthrene derivative, 6-methoxy-1-[10-methoxy-7-(3-methylbut-2-enyl)phenanthren-3-yl]undecane-2,4-dione, named brassicaphenanthrene A (3) along with two known diarylheptanoid compounds, 6-paradol (1) and trans-6-shogaol (2), through the repeated silica gel (SiO2), octadecyl silica gel, and Sephadex LH-20 column chromatography. The chemical structures of the compounds were determined by spectroscopic data analyses including nuclear magnetic resonance, mass spectrometry, ultraviolet spectroscopy, and infra-red spectroscopy. All compounds exhibited high inhibitory activity against the growth of human cancer lines, HCT-116, MCF-7, and HeLa, with IC50 values ranging from 15.0 to 35.0 μM and against LDL-oxidation with IC50 values ranging from 2.9 to 7.1 μM.

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Acknowledgments

This study was supported by a grant from the Next-Generation Bio-Green 21 Program (No. PJ008020), Rural Development Administration, Republic of Korea.

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Authors and Affiliations

  1. Oriental Medicinal Materials & Processing, Graduate School of Biotechnology, KyungHee University, Yongin, 446-701, Republic of Korea

    Qian Wu, Jin-Gyeong Cho, Ki-Hyun Yoo, Ji-Hae Park, Su-Yeon Kim, In-Sik Chung, Myun-Ho Bang & Nam-In Baek

  2. Research Laboratory of Lipid Metabolism and Atherosclerosis, Korea Research Institute of Bioscience and Biotechnology, Daejeon, 305-806, Republic of Korea

    Tae-Sook Jeong & Ji-Hyun Kang

  3. Department of Food Science and Nutrition, KyungPook National University, Daegu, 702-701, Republic of Korea

    Myung-Sook Choi

  4. Department of Biochemistry, College of Pharmacy, KyungHee University, Seoul, 130-701, Republic of Korea

    Kyung-Tae Lee

  5. Ganghwa Agricultural Research and Development Center, Incheon, 417-833, Republic of Korea

    Hae-Gon Chung

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  1. Qian Wu
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  2. Jin-Gyeong Cho
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  3. Ki-Hyun Yoo
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  4. Tae-Sook Jeong
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  6. Su-Yeon Kim
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  7. Ji-Hyun Kang
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  9. Myung-Sook Choi
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  10. Kyung-Tae Lee
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  12. Myun-Ho Bang
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  13. Nam-In Baek
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Correspondence to Nam-In Baek.

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Wu, Q., Cho, JG., Yoo, KH. et al. A new phenanthrene derivative and two diarylheptanoids from the roots of Brassica rapa ssp. campestris inhibit the growth of cancer cell lines and LDL-oxidation. Arch. Pharm. Res. 36, 423–429 (2013). https://doi.org/10.1007/s12272-013-0068-8

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  • DOI: https://doi.org/10.1007/s12272-013-0068-8

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