Full-Text Search:
Home|Journal Papers|About CNKI|User Service|FAQ|Contact Us|中文
《Journal of Zhejiang University(Engineering Science)》 2006-03
Add to Favorite Get Latest Update

Research on total synthesis of racemic galanthamine

LIU Tao,QIAN Chao,CHEN Xin-zhi(College of Materials Science and Chemical Engineering,Zhejiang Univercity,Hangzhou 310027,China)  
Considering the problem of total synthesis of galanthamine,a new technology of total synthesis of the racemic galanthamine was put forward.Using isovanillin and tyramine as the initial materials,racemic galanthamine was prepared in five steps including bromination,condensation and reduction,formylation, oxidation coupling and reduction.The title compound and the key intermediates were characterized by high performance liquid chromatography(HPLC),infrared spectrum(IR),mass spectrum(MS) and nuclear magnetic resonance(NMR).The effects of temperature,catalyst and solvent on cell reaction were studied.The results show that Bromination in methanol has the yield of 85.5% at-60~-65℃.The yield of condensation is 91.2% with SSY molecular sieve as catalyst and NaBH_4 as reducing agent.The yield of formylation is 80.0%.The yield of oxidation phenolic coupling by K_3[Fe(CN)_6] is 46.1%.The yield of reduction is 83.0% with LiAlH_4 as reducing agent.
【CateGory Index】: TQ463
Download(CAJ format) Download(PDF format)
CAJViewer7.0 supports all the CNKI file formats; AdobeReader only supports the PDF format.
【References】
Chinese Journal Full-text Database 6 Hits
1 WANG Li-sheng,ZHANG Qing,HUANG Xi-shou,LI Zhen-kun (College of Chemistry and Chemical Engineering,Guangxi University,Nanning 530004,China);Study on synthesis of Galanthamine's intermediate[J];Journal of Guangxi University(Natural Science Edition);2009-02
2 RU Qiao-Mei1,PEI Zhen-Ming(1,2),ZHENG Hai-Lei(1*) (1.School of Life Sciences,Xiamen University,Xiamen 361005,China;2.Department of Biology,Duke University,Durham,NC 27708,USA);Effects of the culture conditions on galanthamine biosynthesis in Lycoris aurea calluses[J];Guihaia;2010-03
3 WANG De-qiang(School of Chemical and Chemistry,Jiangnan University,Wuxi 214122,China);Study on the Extraction of the Total Alkaloids from Lycoris[J];Journal of Food Science and Biotechnology;2008-06
4 ZHANG Fei1,LI Xue-gang2,XU Li1,YE Xiao-li11.School of Life Science,Southwest University,Chongqing 400715,China;2.School of Pharmaceutical Sciences,Southwest University,Chongqing 400715,China;Study on the Process of Extracting and Preparing Galanthamine[J];Journal of Southwest University(Natural Science Edition);2009-10
5 WANG Cong,SHI Xin-hong,TU Xi-de,ZHOU Jian-pinDepartment of Pharmaceutics,China Pharmaceutical University,Nanjing 210009,China;Review of galantamine in the treatment of Alzheimer′s disease[J];Pharmaceutical and Clinical Research;2008-01
6 TANG Junbo,PING Jingbo(Dept.of Medicinal Information,Xiangya Medical College,Central South University,Changsha 410013,China) PENG Liubao,CUI Wei(Dept.of Pharmacy,the Second Xiangya Hospital,Central South University,Changsha 410011,China);An Analysis of the Market Prospect of Galantamine[J];China Pharmacy;2006-22
【Co-references】
Chinese Journal Full-text Database 10 Hits
1 GAO Peng-ming(Biological and Environment Engineering Department,Guiyang University,Guiyang,Guizhou 550005);Screening of Antitumor Strains from Endophytic Fungi in Rabdosia rubescens[J];Journal of Anhui Agricultural Sciences;2008-29
2 LI Duan et al(Department of Life Sciences and Technology,Xinxiang Medical University,Xinxiang,Henan 453003);Isolation and Identification of Producing Endophytic Fungi of Berberine from the Plant Phellodendron amurense[J];Journal of Anhui Agricultural Sciences;2009-22
3 ZHENG Fa-xin et al(Rizhao Vocational & Technical College,Rizhao,Shandong 276826);Isolation of Endogenous Bacteria from Taxus yunnanensis and Selection of Antagonism Plant Disease Bacteria[J];Journal of Anhui Agricultural Sciences;2009-24
4 QIN Wei-hua,\ YU Ben-qi,\ ZHOU Shou-biao (College of Life Science,Anhui Normal University, Wuhu 241000, China);KARYOTYPE STUDIES ON LYCORIS RAIDATA FROM JIUHUASHAN POPULATION IN ANHUI PROVINCE[J];Journal of Anhui Normal University(Natural Science);2004-04
5 Ren Xiufang; Zhou Shoubiao; Chu Xiaohui; Xu Lin(Department of Biology);Studies on the Pollen Morphology of 6 Species of Lycoris Herb. in China[J];Journal of Anhui Normal University(Natural Science);1994-01
6 QIN Kun-ming~1,LI Xiao~1,XU Zhao~2,CAI Bao-chang~(1)(1.Nanjing University of Chinese Medicine,Nanjing 210046,China;2.China Pharmaceutical University,Nanjing 210009,China);A Survey of the Studies on Pharmacological Effects of Lycorine and Its Derivatives[J];Journal of Beijing Union University(Natural Sciences);2009-01
7 WANG Chen-feng~1, LIN Yuan-bin~2 (1.Dept of Chemistry and Environment,Changsha University of Science and Technology,Changsha 410077,China; 2.College of Chemistry,Xiangtan University,Xiangtan 411105,China);Study on Synthesis of 3,4-Dimethoxybenzaldehyde through Vilsmeier-reaction[J];Journal of Changsha University of Electric Power(Natural Science);2004-04
8 Hu Juan1,Zhang Li1,2,Min Yunjiang2,Chen Naidong1,Liu Houqi1,Zhou Shoubiao1*(1.College of Life Science,Anhui Normal University,Wuhu 241000;2.Chemistry and Life Science Department,Luan 237000);Study of the extracting technology of alkaloid from Lycoris radiate[J];Forest By-Product and Speciality in China;2007-04
9 Xu Cheng-dong Li Xue-ling(Department of Chemistry and Life Science,Chuxiong Normal University, Chuxiong,675000,Yunnan);Isolation of A Fungus Producing Podophyllotoxin[J];Journal of Chuxiong Normal University;2006-06
10 WANG Jun-Ni HUANG Yan-Hong MU Zhi-Mei WANG Yan-Wen(College of Forestry,Shandong Agricultural University,Taian Shandong 271018,China);Research Progress on Flavonoid of the Plant Secondary Metabolites[J];Science of Sericulture;2007-03
【Secondary References】
Chinese Journal Full-text Database 10 Hits
1 YUAN Ju-hong(Landscape Architecture Department of Jiangxi University of Finance and Economics,Nanchang,Jiangxi 330032);Research Advances on the Chemical Constituents of Lycoris and Their Extraction and Detection Methods[J];Journal of Anhui Agricultural Sciences;2010-02
2 WANG Li-sheng,ZHANG Qing,HUANG Xi-shou,LI Zhen-kun (College of Chemistry and Chemical Engineering,Guangxi University,Nanning 530004,China);Study on synthesis of Galanthamine's intermediate[J];Journal of Guangxi University(Natural Science Edition);2009-02
3 Advance of drug therapy for Alzheimer's disease ZHAO Ye1,XU Mei-hua2,DONG Wen-xin1(1.Shanghai Institute of Pharmaceutical Industry,China State Institute of Pharmaceutical Industry,Shanghai 200437; 2.Peoples Hospital of Jiangdu,Jiangdu 225200,China);Advance of drug therapy for Alzheimer's disease[J];World Clinical Drugs;2011-10
4 NIU Wei et al(Research Institute of Horticultural Products Transport and Preservation,College of Horticulture,Fujian Agriculture and Forestry University,Fuzhou,Fujian 350002);Study on the Extraction Method of Alkaloids from Narcissus tazetta var.chinensis Roem[J];Journal of Anhui Agricultural Sciences;2012-19
5 LI Xia1,XIONG Yuanfu1,JIANG Lihua1,ZHU Hongfu1,WEN Zhuyou2(1 Department of Applied Chemistry,Hunan Agricultural University;2 College of Animal Science and Technology,Hunan Agricultural University,Changsha 410128,Hunan,China);Extraction of galanthamine and lycorine from Lycoris Herb. with one-step method[J];Chemical Industry and Engineering Progress;2008-06
6 NIE Yuan-yuan,ZHOU Hai-xiang,PENG Fei,LU Yao-bang(Pharmaceutical College,TCM University of Hunan,Changsha,Hunan 410208,China);Determination of galanthamine from different parts of Lycoris aurea herb with HPLC[J];Journal of Traditional Chinese Medicine University of Hunan;2009-05
7 ZHANG Wei~1,FAN Hua-jun~(2*),HUANG Xiao-wen~2,MA Xiao-ling~3 (1.Dept.of Basic Courses,Guangdong College of Pharmacy,Guangzhou 510006,China; 2.Dept.of Pharmacy,Guangdong College of Pharmacy,Guangzhou 510006,China; 3.Shanghai Preekem Microwave Chemotechnology Co.,Ltd.,Shanghai,201108,China);GC-MS Determination of Galanthamine and Lycoramine in Bulb of Lycoris Radiata with Microwave Assisted Extraction[J];Physical Testing and Chemical Analysis(Part B:Chemical Analysis);2011-06
8 SUN Chang-sheng,ZHU Hong,PENG Zhi-jin(Guiyang Medicinal Botanical Garden,Guiyang 550002,China);Study on the Content of Galanthamine from Lycoyis by HPLC[J];Research and Practice on Chinese Medicines;2011-06
9 GAO Ting,SONG Qi,QIU Yin-Hua,ZHANG Li-Li,SHI Hai-Jian(College of Chemical and Chemical Engineering,Nanjing University of Technology,Nanjing 210009,China);Synthesis of Important Intermediate Bromonarwedine of Galantamine[J];Chinese Journal of Synthetic Chemistry;2012-02
10 TANG Jin-feng,LU Yao-bang,GUI Lui-zi(TCM Uniwersity of Hunan,Changsha,Hunan 410208,China);Screening of the gene related to galantamine biosynthesis of Lycoris aurea Herb. by mRNA differential display[J];Journal of Traditional Chinese Medicine University of Hunan;2012-07
China Proceedings of conference Full-text Database 1 Hits
1 FAN Lu,ZHANG Ying,and LI Shu-juan (Xi'an Botanical Garden,Xi'an,Shaanxi 710061,China);Introduction,Cultivation and Propagation of Leucojum aestivum L.[A];[C];2011
©2006 Tsinghua Tongfang Knowledge Network Technology Co., Ltd.(Beijing)(TTKN) All rights reserved