title: 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.
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.
authors: Oriental Medicinal Materials & Processing, Graduate School of Biotechnology, KyungHee University, Yongin, 446-701, Republic of Korea.
authors: Qian
authors: Q
authors: Wu
authors: Jin-Gyeong
authors: JG
authors: Cho
authors: Ki-Hyun
authors: KH
authors: Yoo
authors: Tae-Sook
authors: TS
authors: Jeong
authors: Ji-Hae
authors: JH
authors: Park
authors: Su-Yeon
authors: SY
authors: Kim
authors: Ji-Hyun
authors: JH
authors: Kang
authors: In-Sik
authors: IS
authors: Chung
authors: Myung-Sook
authors: MS
authors: Choi
authors: Kyung-Tae
authors: KT
authors: Lee
authors: Hae-Gon
authors: HG
authors: Chung
authors: Myun-Ho
authors: MH
authors: Bang
authors: Nam-In
authors: NI
authors: Baek
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D029741:Brassica rapa / Q000737:chemistry; D049109:Cell Proliferation / Q000187:drug effects*; D036381:Diarylheptanoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D045325:HCT116 Cells; D006367:HeLa Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D008077:Lipoproteins, LDL / Q000378:metabolism*; D061986:MCF-7 Cells; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D009369:Neoplasms / Q000473:pathology*; D010616:Phenanthrenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D008517:Phytotherapy; D018517:Plant Roots; D010946:Plants, Medicinal; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D000975:Antioxidants; D036381:Diarylheptanoids; D008077:Lipoproteins, LDL; D010616:Phenanthrenes; C099252:oxidized low density lipoprotein