title: (+)- and (-)-liriodenol, a pair of novel enantiomeric lignans from Liriodendron hybrid.
abstract: (+)- and (-)-liriodenol, a pair of unprecedented enantiomeric lignans bearing a 1,1-disubstituted olefinic group, were isolated from the barks of Liriodendron hybrid. The structure and relative configurations were determined by comprehensive analysis of MS and NMR spectroscopy. The cytotoxicity of these three lignans ((±)-, (+)-, and (-)-liriodenol) was evaluated in vitro against four selected human tumor cell lines, where (+)-liriodenol showed more significant cytotoxic effects than the (±)- and (-)-liriodenol enantiomers.
authors: School of Environmental and Biological Engineering, Nanjing University of Science and Technology, Xiaolingwei 200, Nanjing 210094, China; Luoyang Ruize Petrochemical Engineering Co. Ltd, Luoyang 471003, China.
authors: Dong-Ting
authors: DT
authors: Yang
authors: Jiangsu Center for Pharmacodynamics Research and Evaluation, China Pharmaceutical University, Nanjing 210009, China.
authors: Sen-Sen
authors: SS
authors: Lin
authors: Key Laboratory of Forest Genetics and Biotechnology of the Ministry of Education of China, Nanjing Forestry University, Longpan Rd. 159, Nanjing 210037, China.
authors: Jin-Hui
authors: JH
authors: Chen
authors: Jiangsu Center for Pharmacodynamics Research and Evaluation, China Pharmaceutical University, Nanjing 210009, China.
authors: Sheng-Tao
authors: ST
authors: Yuan
authors: Key Laboratory of Forest Genetics and Biotechnology of the Ministry of Education of China, Nanjing Forestry University, Longpan Rd. 159, Nanjing 210037, China. Electronic address: jshi@njfu.edu.cn.
authors: Ji-Sen
authors: JS
authors: Shi
authors: School of Environmental and Biological Engineering, Nanjing University of Science and Technology, Xiaolingwei 200, Nanjing 210094, China.
authors: Jun-Song
authors: JS
authors: Wang
authors: School of Environmental and Biological Engineering, Nanjing University of Science and Technology, Xiaolingwei 200, Nanjing 210094, China. Electronic address: aiqunj302@mail.njust.edu.cn.
authors: Ai-Qun
authors: AQ
authors: Jia
mesh_terms: D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D003124:Colorimetry; D004305:Dose-Response Relationship, Drug; D006801:Humans; D017705:Lignans / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D031567:Liriodendron / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D017705:Lignans; C000605009:liriodenol
keywords: Cytotoxicity; Enantiomer; Lignans; Liriodendron hybrid; Liriodenol; Recemate