title: Anti-inflammatory and antitumor phenylpropanoid sucrosides from the seeds of Raphanus sativus.
abstract: A bioassay-guided fractionation and chemical investigation of the MeOH extract of Raphanus sativus seeds resulted in the isolation and identification of eight phenylpropanoid sucrosides (1-8) including two new compounds, named raphasativuside A and B (1-2) from the most active CHCl₃-soluble fraction. The structures of these new compounds were elucidated through spectral analysis, including extensive 2D-NMR data, and chemical reaction experiments. We evaluated the anti-inflammatory effects of 1-8 in lipopolysaccharide (LPS)-stimulated murine microglia BV2 cells. Compounds 2 and 5 exhibited significant inhibitory effect on nitric oxide production in LPS-activated BV-2 cells with IC₅₀ values of 21.63 and 26.96 μM, respectively. All isolates were also evaluated for their antiproliferative activities against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15). Compounds 1-7 showed consistent cytotoxicity against A549, SK-OV-3, SK-MEL-2, and HCT-15 cell lines with IC50 values of 6.71-27.92 μM. Additionally, the free-radical scavenging activity of 1-8 was assessed using the DPPH (2,2-diphenyl-1-picrylhydrazyl) assay where compounds 1, 3, and 4 scavenged DPPH radical strongly with IC₅₀ values of 23.05, 27.10, and 29.63 μg/mL, respectively.
authors.affiliation: Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, 300 Chonchon-dong, Jangan-ku, Suwon 440-746, Republic of Korea.
authors.forename: Ki Hyun
authors.initials: KH
authors.lastname: Kim
authors.forename: Chung Sub
authors.initials: CS
authors.lastname: Kim
authors.forename: Yong Joo
authors.initials: YJ
authors.lastname: Park
authors.forename: Eunjung
authors.initials: E
authors.lastname: Moon
authors.forename: Sang Un
authors.initials: SU
authors.lastname: Choi
authors.forename: Jei Hyun
authors.initials: JH
authors.lastname: Lee
authors.forename: Sun Yeou
authors.initials: SY
authors.lastname: Kim
authors.forename: Kang Ro
authors.initials: KR
authors.lastname: Lee
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000302:isolation & purification*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D045744:Cell Line, Tumor; D006801:Humans; D051379:Mice; D018384:Oxidative Stress / Q000187:drug effects / Q000502:physiology; D010666:Phenylpropionates / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D031224:Raphanus; D012639:Seeds
chemical_list: D000893:Anti-Inflammatory Agents; D000972:Antineoplastic Agents, Phytogenic; D010666:Phenylpropionates; D010936:Plant Extracts