title: Potassium Hexacyanoferrate (III)-Catalyzed Dimerization of Hydroxystilbene: Biomimetic Synthesis of Indane Stilbene Dimers.
abstract: Using potassium hexacyanoferrate (III)-sodium acetate as oxidant, the oxidative coupling reaction of isorhapontigenin and resveratrol in aqueous acetone resulted in the isolation of three new indane dimers 4, 6, and 7, together with six known stilbene dimers. Indane dimer 5 was obtained for the first time by direct transformation from isorhapontigenin. The structures and relative configurations of the dimers were elucidated using spectral analysis, and their possible formation mechanisms were discussed. The results indicate that this reaction could be used as a convenient method for the semi-synthesis of indane dimers because of the mild conditions and simple reaction products.
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences &amp; Peking Union Medical College, Beijing 100050, China. jingshan508@126.com.|School of Chemical Engineering, Northwest University, Xi'an 710069, China. jingshan508@126.com.
authors.forename: Jing-Shan
authors.initials: JS
authors.lastname: Xie
authors.affiliation: Chinese Pharmaceutical Association, Beijing 100022, China. Jin_ann1463@163.com.
authors.forename: Jin
authors.initials: J
authors.lastname: Wen
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences &amp; Peking Union Medical College, Beijing 100050, China. wxf312936046@163.com.
authors.forename: Xian-Fen
authors.initials: XF
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences &amp; Peking Union Medical College, Beijing 100050, China. jqzhang@imm.ac.cn.
authors.forename: Jian-Qiao
authors.initials: JQ
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences &amp; Peking Union Medical College, Beijing 100050, China. jifa17@163.com.
authors.forename: Ji-Fa
authors.initials: JF
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences &amp; Peking Union Medical College, Beijing 100050, China. kangyulongzyy@imm.ac.cn.
authors.forename: Yu-Long
authors.initials: YL
authors.lastname: Kang
authors.affiliation: School of Chemical Engineering, Northwest University, Xi'an 710069, China. youweixi163@163.com.
authors.forename: You-Wei
authors.initials: YW
authors.lastname: Hui
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences &amp; Peking Union Medical College, Beijing 100050, China. zhengwensheng@imm.ac.cn.
authors.forename: Wen-Sheng
authors.initials: WS
authors.lastname: Zheng
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences &amp; Peking Union Medical College, Beijing 100050, China. yaocs@imm.ac.cn.
authors.forename: Chun-Suo
authors.initials: CS
authors.lastname: Yao
mesh_terms: D032701:Biomimetics; D002384:Catalysis; D019281:Dimerization; D005292:Ferricyanides / Q000737:chemistry*; D007189:Indans / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D000077185:Resveratrol; D019346:Sodium Acetate / Q000737:chemistry; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D005292:Ferricyanides; D007189:Indans; D013267:Stilbenes; D019346:Sodium Acetate; D000077185:Resveratrol; C028033:potassium ferricyanide
keywords: biomimetic synthesis; hydroxystilbene; indane stilbene dimer; potassium hexacyanoferrate (III)