title: Prenylated C6-C3 compounds from the roots of Illicium henryi.
abstract: Eleven prenylated C(6)-C(3) compounds, illihenryifunones A, B (1, 2), illihenryifunol A (3), illihenryipyranol A (4), illihenryiones A-G (5-11), and three known prenylated C(6)-C(3) compounds (12-14), were isolated from the roots of Illicium henryi. Structures of 1-11 were elucidated by spectroscopic methods including NMR, HRESIMS, and CD. The absolute configuration of the 11,12-diol moiety in 5 was determined by observing its induced circular dichroism after addition of Mo(2)(OAc)(4) in DMSO. The absolute configuration of C-11 in 4 was determined as S based on the Rh(2)(OCOCF(3))(4)-induced CD data; the absolute configuration of 3 was determined as R by comparison of its experimental and calculated electronic circular dichroism (ECD). The antioxidant activities of compounds 1-14 were also evaluated. Compound 4 exhibited strong antioxidant activity with an IC(50) value of 2.97±1.30 μM, whereas compounds 3 and 8 showed antioxidant activities with IC(50) values of 44.36±0.30 and 48.00±2.01 μM, respectively.
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.
authors.forename: Peng-Yu
authors.initials: PY
authors.lastname: Zhuang
authors.forename: Gui-Jie
authors.initials: GJ
authors.lastname: Zhang
authors.forename: Xiao-Jing
authors.initials: XJ
authors.lastname: Wang
authors.forename: Yan
authors.initials: Y
authors.lastname: Zhang
authors.forename: Shi-Shan
authors.initials: SS
authors.lastname: Yu
authors.forename: Shuang-Gang
authors.initials: SG
authors.lastname: Ma
authors.forename: Yun-Bao
authors.initials: YB
authors.lastname: Liu
authors.forename: Jing
authors.initials: J
authors.lastname: Qu
authors.forename: Yong
authors.initials: Y
authors.lastname: Li
authors.forename: Song
authors.initials: S
authors.lastname: Xu
authors.forename: Hai-Ning
authors.initials: HN
authors.lastname: Lü
authors.forename: Xia
authors.initials: X
authors.lastname: Chen
authors.forename: Li
authors.initials: L
authors.lastname: Li
authors.forename: Yi-Kang
authors.initials: YK
authors.lastname: Si
authors.forename: Dan
authors.initials: D
authors.lastname: Zhang
mesh_terms: D000975:Antioxidants / Q000737:chemistry*; D029523:Illicium / Q000737:chemistry*; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry*
chemical_list: D000975:Antioxidants