石南藤化学成分的研究
摘要
石南藤(Piper wallichii(Miq.)Hand.-Mazz.),系胡椒科胡椒属植物,常绿攀援藤本,主产于四川、湖南、云南等地。传统中医常以其地上干燥部分入药,性微温,味辛苦。有祛风湿,通经络,强腰膝,止咳平喘,活血止痛的功效。主治风寒湿痹,腰膝酸痛,阳萎,咳嗽气喘,痛经,跌打肿痛等。现代药理研究发现石南藤中分离得到的活性成分具有明显抑制血小板活化因子诱导的血小板聚集作用。
我们通过活性筛选,发现石南藤二氯甲烷部位提取物具有促进PC12细胞分化的作用,为此对该部位的化学成分进行了进一步地分离,得到了18个化合物,并根据理化性质及波谱分析鉴定了它们的结构,其中包括12个新木脂素:异山蒟素C(1)、isofutoquinol A(2)、(+)-玉兰脂B(3)、(+)-海风藤酮(4)、(+)-burchellin(5)、7S,8S,1′R-△~(8′)-3,4,5′-三甲氧基-1′,4′-二氢-4′-氧-7.O.2′.8.1′-新木脂素(6)、(+)-licarinA(7)、eupomatenoid-7(8)、南藤素(9)、山蒟素B(10)、山蒟素C(11)、山蒟素D(12);5个酰胺类生物碱:N-异丁基-反-2-反-4-奎二烯酰胺(13)、二氢毕拨明宁碱(14)、毕拨明宁碱(15)、风藤酰胺(16)、假荜拨酰胺A(17)和1个木脂素galgravin(18)。其中化合物1为新化合物,命名为异山蒟素C;化合物2、5、6、7、8、10、12、16、17为首次从石南藤中分离得到;化合物13、14、15、16、17具有促进PC12细胞分化的活性。
Piper wallichii(Miq.) Hand.-Mazz.,belonging to the Piperaceae family,is a perennial plant that is widely distributed in Sichuang,Hunan,and Yunnan Province in China.The aerial part of this plant is used as an effective folk medicine in China to treat beriberoid disease,alleviate pain,dredge meridian passage,and improve sexual function.Modern pharmacology research has elucidated the constituents of this plant have significant anti-platelet-activating factor(PAF) activity.
We find that the CH_2Cl_2 extract of Piper wallichii(Miq.) Hand.-Mazz.has neurotrophic activity for PC12 cell.Phytochemical investigation led to the isolation of eighteen compounds.On the basis of their characteristics and spectra,the structures of these compounds were established,including twelve neolignans:isohancinone C(1), isofutoquinol A(2),(+)-denudatin B(3),(+)-kadsurenone(4),(+)-burchellin(5),7S, 8S,1'R-Δ~(8')-3,4,5'-trimethoxy-1',4'-dihydro-4'-oxo-7.O.2'.8.1'-neolignan(6)、(+)-licarinA(7)、eupomatenoid-7(8)、wallichinine(9)、hancinone B(10)、hancinone C(11)、hancinone D(12);five amides:N-isobutyl-deca-trans-2-trans-4-dienamide(13)、dihydropiperlonguminine(14)、piperlonguminine(15)、futoamide(16)、retrofractamide A(17);and one lignan:galgravin(18).Compound 1,named isohancinone C,is a new neolignan and never found before.Compound 2,5,6,7,8,10,12,16 and 17 were isolated from this plant for the first time.Compound 13,14,15,16 and 17 have been shown neurotrophic activity for PC12 cell.
我们通过活性筛选,发现石南藤二氯甲烷部位提取物具有促进PC12细胞分化的作用,为此对该部位的化学成分进行了进一步地分离,得到了18个化合物,并根据理化性质及波谱分析鉴定了它们的结构,其中包括12个新木脂素:异山蒟素C(1)、isofutoquinol A(2)、(+)-玉兰脂B(3)、(+)-海风藤酮(4)、(+)-burchellin(5)、7S,8S,1′R-△~(8′)-3,4,5′-三甲氧基-1′,4′-二氢-4′-氧-7.O.2′.8.1′-新木脂素(6)、(+)-licarinA(7)、eupomatenoid-7(8)、南藤素(9)、山蒟素B(10)、山蒟素C(11)、山蒟素D(12);5个酰胺类生物碱:N-异丁基-反-2-反-4-奎二烯酰胺(13)、二氢毕拨明宁碱(14)、毕拨明宁碱(15)、风藤酰胺(16)、假荜拨酰胺A(17)和1个木脂素galgravin(18)。其中化合物1为新化合物,命名为异山蒟素C;化合物2、5、6、7、8、10、12、16、17为首次从石南藤中分离得到;化合物13、14、15、16、17具有促进PC12细胞分化的活性。
Piper wallichii(Miq.) Hand.-Mazz.,belonging to the Piperaceae family,is a perennial plant that is widely distributed in Sichuang,Hunan,and Yunnan Province in China.The aerial part of this plant is used as an effective folk medicine in China to treat beriberoid disease,alleviate pain,dredge meridian passage,and improve sexual function.Modern pharmacology research has elucidated the constituents of this plant have significant anti-platelet-activating factor(PAF) activity.
We find that the CH_2Cl_2 extract of Piper wallichii(Miq.) Hand.-Mazz.has neurotrophic activity for PC12 cell.Phytochemical investigation led to the isolation of eighteen compounds.On the basis of their characteristics and spectra,the structures of these compounds were established,including twelve neolignans:isohancinone C(1), isofutoquinol A(2),(+)-denudatin B(3),(+)-kadsurenone(4),(+)-burchellin(5),7S, 8S,1'R-Δ~(8')-3,4,5'-trimethoxy-1',4'-dihydro-4'-oxo-7.O.2'.8.1'-neolignan(6)、(+)-licarinA(7)、eupomatenoid-7(8)、wallichinine(9)、hancinone B(10)、hancinone C(11)、hancinone D(12);five amides:N-isobutyl-deca-trans-2-trans-4-dienamide(13)、dihydropiperlonguminine(14)、piperlonguminine(15)、futoamide(16)、retrofractamide A(17);and one lignan:galgravin(18).Compound 1,named isohancinone C,is a new neolignan and never found before.Compound 2,5,6,7,8,10,12,16 and 17 were isolated from this plant for the first time.Compound 13,14,15,16 and 17 have been shown neurotrophic activity for PC12 cell.
引文
[1]国家中医药管理局《中华本草》编委会,中华本草[M].上海:上海科学技术出版社。1999:2046-2049.
[2]韩桂秋,黄葵,魏丽华,等。石楠藤PAF受体拮抗剂活性成分的分离和鉴定(Ⅰ).北京医科大学学报.1987,19(4):243-245.
[3]韩桂秋,魏丽华,李长龄,等.石南藤、山药活性成分的分离和结构鉴定.药学学报.1989,24(6):438-443。
[4]赵云,阮金兰,蔡亚玲.石南藤中马兜铃内酰胺类化学成分研究.中药材,2005,28(3):191-193.
[5]Zhao Yun,Jinlan Ruan.Chemical Constituents from Piper wallichii.Journal of Chinese Pharmaceutical Sciences.2006,15(1):21-23
[6]林正奎,华映芳.石南藤精油化学成分研究。有机化学,1988,8:073-079.
[7]陈青,张前军。黔产石南藤挥发油化学成分的研究.信阳师范学院学报(自然科学版).2007,20(1):35-37.
[8]唐钦树,钟惠平。海风藤化学成分的研究.华西药学杂志。1987,2(3):152-154.
[9]Benveniste J,Henson P M,Cochrane C G..Leukocyte-dependent histamine relase from rabbit platelets:The role of IgE basophils and a platelet-activating factor.J Exp Med,1972,136(6):1356-1377.
[10]李长龄,韩桂秋,马健,等。百余种中草药抗血小板活化因子作用的初步观察。中国药理学通报,1987,3(5):298。
[11]第三军医大学药理教研室等.重庆医药,1979(1):1.
[12]何英,王东武,邓志宽,等。海风藤对犬脑干缺血后细胞内钙含量和超微病理改变影响的研究.中风与神经疾病杂志,1996,13(4):199-200.
[13]何作云,李希楷,祝善俊。海风藤总黄酮治疗冠心病心绞痛的初步研究.中西医结合杂志,1983,3(5):271—273。
[14]第三军医大学第二附属医院神经科.中华神经精神科杂志,1979,(3):160.
[15]张基谨,刘兴材,王东武,等.海风藤总黄酮治疗脑梗塞例疗效观察与动物实验.中风与神经疾病杂志,1987,4(3):180-182.
[16]Meiri K F,Saffell J L,Walsh F,et al.Neurite outgrowth stimulated by neural cell adhesion molecules requires growthassociate protein-43(GAP-43) and its associated with GAP-43 phosphorylation in growth cones.J.Neurosci.1998,18(24):10429.
[17]Lu S H,Yang Y,Liu S J.An investigation on the division of neuronal PC12cells induced by nerve growth factor.Acta Physiologica Sinica,2005,57(5):552.
[18]Matsui K.Four new neolignans from piper futokadzura.Tetrahedron Letters,1976,(48):4371- 4374.
[19]Iida T,Ichino K,Ito K.Neolignans from Magnolia denudata.Phytochemistry,1982,21(12):2939-2941.
[20]马迎,韩桂秋,王银叶.海风藤中有PAF拮抗活性的苯骈呋喃类新木脂素。药学学报,1993,28(5):370-373.
[21]李书明,韩桂秋,Arison B H.山药化学成分的研究(Ⅱ)。药学学报,1987,22(3):196-202.
[22]马迎,韩桂秋.海风藤中苯骈呋喃类新木脂素的研究。植物学报,1993,35(9):687-692.
[23]彭国平,楼凤昌,赵守训,等.管花马兜铃化学成分的研究(Ⅱ)。中草药,1995,26(12):623-626.
[24]李书明,韩桂秋.山葫化学成分的研究.植物学报,1987,29(3):293-296。
[25]Yang Li,Yu Zhang,Zhi Huang,et al.Stereoselective synthesis of naturally occurring unsaturated amide alkaloids by a modified Ramberg-B(?)cklund reaction.Can.J.Chem.,2004,82:622-630.
[26]Costa.S S,Mors W B.Amides of Ottonia corcovadensis.Phytochemistry,1981,20(6):1305-1307.
[27]周亮,杨峻山,涂光忠.山药化学成分的研究(Ⅰ).中草药,2005,36(1):13-15.
[28]Banerji A,Bandyopadhyay D,Sarkar M,et al.Structure and synthetic studies on the retrofractamides amide constituents of Piper actum.Phytochemistry,1985,24(2):279-284.
[1]卫生部药典委员会.中华人民共和国药典(一部)[S].北京:化学工业出版社,1990,259.
[2]范尚坦,苏中武,李承祜.海风藤的本草考证[J].中药通报,1986,11(8):13-17.
[3]谢宗万.中药材品种论述(中册)[M].上海:科学出版社,1987,124.
[4]林正奎,华映芳.石南藤精油化学成分研究[J].有机化学,1988,8:073-079.
[5]赖小平,刘心纯,陈建南,等.山药挥发油的化学成分[J].中药材,1995,18(10):519-520.
[6]吴庆立,冯毓秀.五种胡椒属来源的海风藤挥发油成分的比较研究[J].天 然产物研究与开发,1994,6(3):9-16.
[7]Takahashi Shuji.Presence of the tumor inhibitor crotepoxide(futoxide) in Piper futokadsura[J].Phytochemistry,1969,8(1),321-332.
[8]Lin Lie-Chwen,Shen Chien-Chang,Shen Yuh-Chiang,et al.Anti-inflammatory neolignans from Piper kadsura[J].Journal of Natural Products(2006),69(5):842-844.
[9]Konishi Tenji,Konoshima Takao,Daikonya Akihiro,et al.Neolignans from Piper futokadsura and their inhibition of nitric oxide production[J].Chemical & pharmaceutical bulletin,2005,53(1):121-124.
[10]韩桂秋,魏丽华,李长龄,等.石南藤、山蒟活性成分的分离和结构鉴定[J].药学学报,1989,24(6),438-443.
[11]张顺祥,刘星楷,张莉,等.海风藤化学成分研究[J].天然产物研究与开发,1992,4(3):1-4.
[12]陈泽乃,俞培忠,徐佩娟.海风藤中抗血小板活化因子成分2,5-二芳基四氢呋喃型木脂体的研究[J].中国中药杂志,1993,18(5):292-294.
[13]马迎,韩桂秋,王银叶.海风藤中有PAF拮抗活性的苯骈呋喃类新木脂素[J].药学学报.1993,28(5):370-373.
[14]Chang Michael N,Han Guiqiu,Arison Byron H,et al.Neolignans from Piper futokadsura[J].Phytochemistry 1985,24(9):2079-2082.
[15]韩桂秋,李书明,李长龄,等.山药新木脂素成分的研究[J].药学学报,1986,21(5):361-365.
[16]李书明,韩桂秋,B.H.Arison,et al.山药化学成分研究(Ⅱ)[J].药学学报,1987,22(3):196-202.
[17]马迎,韩桂秋.海风藤中苯骈呋喃类新木脂素的研究[J].植物学报,1993,35(9):687-692.
[18]Chang Michael N,Han Guiqiu,Arison Byron H,et al.Neolignans from Piper futokadsura[J].Phytochemistry,1985,24(9):2079-2082.
[19]马迎,韩桂秋,刘志坚.海风藤中新木脂素类PAF拮抗活性成分的研究[J].药学学报,1993,28(3):207-211.
[20]Han Guiqiu,Dai Ping,Xu Li,et al.Bicyclooctanoid neolignans from Piper Kadsura[J].Chinese Chemical Letters,1992,3(7):521-524.
[21]李书明,韩桂秋.山药化学成分的研究[J].植物学报,1987,29(3):293-296.
[22]周亮,杨峻山,涂光忠.山药化学成分的研究[J].中国中药杂志,2005, 40(3):184-185.
[23]周亮,杨峻山,涂光忠.山蒟化学成分的研究(Ⅰ)[J].中草药,2005,36(1):13-15.
[24]Narui Takao,Takeuchi Mikinao,Ishii Reiko,et al.Studies on the constituents of Piper hancei of spice from Okinawa[J].Natural Medicines,1995,49(4):438-41.
[25]Wu Qing-Li,Wang Sheng-Pin,Tu Guang-Zhong,et al.Alkaloids from Piper puberullum[J].Phytochemistry,1997,44(4):727-730.
[26]Zhang Shun-Xiang,Chen Ke,Liu Xing-Jie,et al.The Isolation and Structural Elucidation of Three New Neolignans,Puberulins A,B,and C,as Platelet Activating Factor Receptor Antagonists from Piper puberulum[J].Journal of Natural Products,1996,59(10):540-547.
[27]赵云,阮金兰,蔡亚玲.石南藤中马兜铃内酰胺类化学成分研究[J].中药材,2005,28(3):191-193.
[28]Zhao Yun,Jinlan Ruan.Chemical Constituents from Piper wallichii[J].Journal of Chinese Pharmaceutical Sciences.2006,15(1):21-23.
[29]韩桂秋,魏丽华,李长龄,等.石南藤、山蒟活性成分的分离和结构鉴定.药学学报.1989,24(6):438-443.
[30]韩桂秋,黄葵,魏丽华,等.石楠藤PAF受体拮抗剂活性成分的分离和鉴定(Ⅰ)[J].北京医科大学学报.1987,19(4):243-245.
[31]Ma Ying,Han Guiqiu,He Cunheng,et al.Neolignans from Piper kadsura[J].Chinese Chemical Letters.1991,2(8):623-626.
[32]唐钦树,钟惠平.海风藤化学成分的研究[J].华西药学杂志1987,2(3):152-154.
[33]胡静,孙艳,单文治.海风藤的活性成分研究[J].中国药学杂志,2006,41(9):658-659.
[34]任风芝,张丽,牛桂云,等.海风藤的化学成分研究(Ⅰ)[J].中草药,2005,36(2):184-185.
[35]Ma Ying,Han Guiqiu,Jiang Tianyi,et al.Neolignans from Piper kadsura(Ⅱ)[J].Chinese Chemical Letters,1992,3(8):635-636.
[36]Matsui Kuniaki,Munakata Katsura.Four new neolignans from Piper futokadzura[J].Tetrahedron Letters,1976,(48):4371-4374.
[37]Ogiso A,Kurabayashi M,Mishima M,et al.The structure of futoenone,a novel spiro-cyclohexadienone derivative[J].Tetrahedron Letters,1968,(16):2003-2008.
[38]Benveniste J,Henson P M,Cochrane C G..Leukocyte-dependent histamine relase from rabbit platelets:The role of IgE basophils and a platelet-activating factor[J].J Exp Med,1972,136(6):1356-1377.
[39]李长龄,韩桂秋,马健,等.百余种中草药抗血小板活化因子作用的初步观察[J].中国药理学通报,1987,3(5):298.
[40]孙绍美,於兰,刘俭,等.海风藤及其代用品药理作用的比较研究[J].中草药,1998,29(10):677-679.
[41]李吉莹,刘艳菊,邴飞虹,等.海风藤抗炎作用的实验研究[J].湖北中医杂志,2006,28(12):17.
[42]Stohr J R,Xiao P G,Bauer R.Constituents of Chinese Piper species and their inhibitory activity on prostaglandin and leukotriene biosynthesis in vitro[J].Journal of Ethnopharmacology,2001,75(2-3):133-139.
[43]Kuo Y-C,YangN-S,Chou C-J,et al.Regulation of Cell Proliferation,Gene Expeession,Production of Cytokines,and Cell Cycle Progression in Primary Human T Lymphicytes by Pipelactam S Isolated from Piper kadsura[J],Molecular pharmacology,2000,58(5):1057-1066.
[44]王伟,董为伟.PAF受体拮抗剂海风藤酮脑保护作用的实验研究[J].卒中与神经疾病,1996,3(1):8-12.
[45]王雪松,薛峥,刘买利,等.对海风藤酮治疗实验性缺血再灌注脑损伤的磁共振波谱分析[J].中华物理医学与康复杂志,2004,26(6):333-335.
[46]王雪松,王伟,阮旭中.海风藤提取物对脑缺血保护作用的实验研究[J].中国临床神经科学,2003,11(1):1-3.
[47]王小姗,狄晴,曹辉,等.海风藤酮治疗脑梗死的活体磁共振成像与波谱研究[J].中国药理学通报,2005,21(1):1324-1327.
[48]徐广润,张东君,杨渊,等.海风藤酮对老龄大鼠局灶性脑缺血DNA损伤修复相关基因GADD45表达的影响[J].山东大学学报(医学版),2006,44(2):146-149.
[49]郭瑞友,张苏明,方思羽,等.海风藤提取物对老龄大鼠缺血性脑损伤保护作用研究[J].华中医学杂志,2000,24(4):177-178.
[50]刘振华,冯建利,杜怡峰,等.海风藤提取物对大鼠脑缺血再灌注后神经细胞凋亡的影响[J].中国老年学杂志,2008,28(20):1977-1980.
[51]何英,王东武,邓志宽,等.海风藤对犬脑干缺血后细胞内钙含量和超微病理改变影响的研究[J]。中风与神经疾病杂志,1996,13(4):199-200.
[52]陈怀仁,史留斌,杨建中,等.肝脏缺血再灌注损伤时中性粒细胞的聚积及海风藤酮的保护作用[J].中国危重病急救医学,1996,8(11):655-657.
[53]史留斌,陈怀仁,王尔慧,等.海风藤酮对大鼠肝脏缺血再灌注损伤保护作用的实验研究[J].中国普外基础与临床杂志,1998,5(4):195-198.
[54]韩恩吉,许军,Rajiv Joseph.海风藤抑制淀粉样蛋白诱导神经细胞胞浆钙离子升高的研究[J].山东医科大学学报,1998,36(3):239-241.
[55]韩恩吉,Raiiv Joseph.海风藤抑制淀粉样前体蛋白基因的研究[J].中国中药杂志,1998,23(1):691-693.
[56]韩恩吉,胡洪涛,何秀全,等.海风藤对β-APP基因表达的影响[J].山东大学学报(医学版),2003,41(1):87-89.
[57]Han E-J,Hu H-T,He X-Q,et al.Selective inhibition of haifengteng in gene expression of beta-amyloid precursor protein[J].Chinese Journal of Clinical Rehabiliatation,2004,8(1):2592-2593.
[58]肖君刚,李惠,刘斌.海风藤酮对小鼠胚卵着床的影响[J].北京医科大学学报,1994,26(1):42.
[59]吴梅,王文青,吴翠娇,等.海风藤酮对小鼠抗着床作用的免疫组织化学观察[J].青岛医学院学报,1999,35(1):4-6.
[60]余书勤,钱之玉.血小板激活因子拮抗剂海风藤酮对人精子体外运动的影响[J].生殖与避孕,1995,15(1):57-59.
[61]秦爱萍,牛晓晔,郑行.血小板活化因子对长白猪精子顶体反应率的影响及海风藤酮对其的拮抗作用[J].中国兽医学报,1999,19(4):382-384.
[62]秦爱萍,牛晓晔,郑行.海风藤酮对PAF影响长白猪精子活化率及运动能力的拮抗作用[J].畜牧兽医学报,2000,31(4):301-305.
[63]郑行,马从容.海风藤酮对兔胚胎发育及PAF效应的影响[J].中国农业大学学报,1999,4(1):15-19.
[64]枉前,曹健,葛勤,等.山药提取物对兔动脉粥样硬化的影响[J].中国药房,2005,16(18):1382-1383.
[65]李少华,费侠,吴中立,等.海风藤提取物对大鼠内毒素性低血压和肺损伤的拮抗作用[J].中国中药杂志,1989,14(11):43-45.
[2]韩桂秋,黄葵,魏丽华,等。石楠藤PAF受体拮抗剂活性成分的分离和鉴定(Ⅰ).北京医科大学学报.1987,19(4):243-245.
[3]韩桂秋,魏丽华,李长龄,等.石南藤、山药活性成分的分离和结构鉴定.药学学报.1989,24(6):438-443。
[4]赵云,阮金兰,蔡亚玲.石南藤中马兜铃内酰胺类化学成分研究.中药材,2005,28(3):191-193.
[5]Zhao Yun,Jinlan Ruan.Chemical Constituents from Piper wallichii.Journal of Chinese Pharmaceutical Sciences.2006,15(1):21-23
[6]林正奎,华映芳.石南藤精油化学成分研究。有机化学,1988,8:073-079.
[7]陈青,张前军。黔产石南藤挥发油化学成分的研究.信阳师范学院学报(自然科学版).2007,20(1):35-37.
[8]唐钦树,钟惠平。海风藤化学成分的研究.华西药学杂志。1987,2(3):152-154.
[9]Benveniste J,Henson P M,Cochrane C G..Leukocyte-dependent histamine relase from rabbit platelets:The role of IgE basophils and a platelet-activating factor.J Exp Med,1972,136(6):1356-1377.
[10]李长龄,韩桂秋,马健,等。百余种中草药抗血小板活化因子作用的初步观察。中国药理学通报,1987,3(5):298。
[11]第三军医大学药理教研室等.重庆医药,1979(1):1.
[12]何英,王东武,邓志宽,等。海风藤对犬脑干缺血后细胞内钙含量和超微病理改变影响的研究.中风与神经疾病杂志,1996,13(4):199-200.
[13]何作云,李希楷,祝善俊。海风藤总黄酮治疗冠心病心绞痛的初步研究.中西医结合杂志,1983,3(5):271—273。
[14]第三军医大学第二附属医院神经科.中华神经精神科杂志,1979,(3):160.
[15]张基谨,刘兴材,王东武,等.海风藤总黄酮治疗脑梗塞例疗效观察与动物实验.中风与神经疾病杂志,1987,4(3):180-182.
[16]Meiri K F,Saffell J L,Walsh F,et al.Neurite outgrowth stimulated by neural cell adhesion molecules requires growthassociate protein-43(GAP-43) and its associated with GAP-43 phosphorylation in growth cones.J.Neurosci.1998,18(24):10429.
[17]Lu S H,Yang Y,Liu S J.An investigation on the division of neuronal PC12cells induced by nerve growth factor.Acta Physiologica Sinica,2005,57(5):552.
[18]Matsui K.Four new neolignans from piper futokadzura.Tetrahedron Letters,1976,(48):4371- 4374.
[19]Iida T,Ichino K,Ito K.Neolignans from Magnolia denudata.Phytochemistry,1982,21(12):2939-2941.
[20]马迎,韩桂秋,王银叶.海风藤中有PAF拮抗活性的苯骈呋喃类新木脂素。药学学报,1993,28(5):370-373.
[21]李书明,韩桂秋,Arison B H.山药化学成分的研究(Ⅱ)。药学学报,1987,22(3):196-202.
[22]马迎,韩桂秋.海风藤中苯骈呋喃类新木脂素的研究。植物学报,1993,35(9):687-692.
[23]彭国平,楼凤昌,赵守训,等.管花马兜铃化学成分的研究(Ⅱ)。中草药,1995,26(12):623-626.
[24]李书明,韩桂秋.山葫化学成分的研究.植物学报,1987,29(3):293-296。
[25]Yang Li,Yu Zhang,Zhi Huang,et al.Stereoselective synthesis of naturally occurring unsaturated amide alkaloids by a modified Ramberg-B(?)cklund reaction.Can.J.Chem.,2004,82:622-630.
[26]Costa.S S,Mors W B.Amides of Ottonia corcovadensis.Phytochemistry,1981,20(6):1305-1307.
[27]周亮,杨峻山,涂光忠.山药化学成分的研究(Ⅰ).中草药,2005,36(1):13-15.
[28]Banerji A,Bandyopadhyay D,Sarkar M,et al.Structure and synthetic studies on the retrofractamides amide constituents of Piper actum.Phytochemistry,1985,24(2):279-284.
[1]卫生部药典委员会.中华人民共和国药典(一部)[S].北京:化学工业出版社,1990,259.
[2]范尚坦,苏中武,李承祜.海风藤的本草考证[J].中药通报,1986,11(8):13-17.
[3]谢宗万.中药材品种论述(中册)[M].上海:科学出版社,1987,124.
[4]林正奎,华映芳.石南藤精油化学成分研究[J].有机化学,1988,8:073-079.
[5]赖小平,刘心纯,陈建南,等.山药挥发油的化学成分[J].中药材,1995,18(10):519-520.
[6]吴庆立,冯毓秀.五种胡椒属来源的海风藤挥发油成分的比较研究[J].天 然产物研究与开发,1994,6(3):9-16.
[7]Takahashi Shuji.Presence of the tumor inhibitor crotepoxide(futoxide) in Piper futokadsura[J].Phytochemistry,1969,8(1),321-332.
[8]Lin Lie-Chwen,Shen Chien-Chang,Shen Yuh-Chiang,et al.Anti-inflammatory neolignans from Piper kadsura[J].Journal of Natural Products(2006),69(5):842-844.
[9]Konishi Tenji,Konoshima Takao,Daikonya Akihiro,et al.Neolignans from Piper futokadsura and their inhibition of nitric oxide production[J].Chemical & pharmaceutical bulletin,2005,53(1):121-124.
[10]韩桂秋,魏丽华,李长龄,等.石南藤、山蒟活性成分的分离和结构鉴定[J].药学学报,1989,24(6),438-443.
[11]张顺祥,刘星楷,张莉,等.海风藤化学成分研究[J].天然产物研究与开发,1992,4(3):1-4.
[12]陈泽乃,俞培忠,徐佩娟.海风藤中抗血小板活化因子成分2,5-二芳基四氢呋喃型木脂体的研究[J].中国中药杂志,1993,18(5):292-294.
[13]马迎,韩桂秋,王银叶.海风藤中有PAF拮抗活性的苯骈呋喃类新木脂素[J].药学学报.1993,28(5):370-373.
[14]Chang Michael N,Han Guiqiu,Arison Byron H,et al.Neolignans from Piper futokadsura[J].Phytochemistry 1985,24(9):2079-2082.
[15]韩桂秋,李书明,李长龄,等.山药新木脂素成分的研究[J].药学学报,1986,21(5):361-365.
[16]李书明,韩桂秋,B.H.Arison,et al.山药化学成分研究(Ⅱ)[J].药学学报,1987,22(3):196-202.
[17]马迎,韩桂秋.海风藤中苯骈呋喃类新木脂素的研究[J].植物学报,1993,35(9):687-692.
[18]Chang Michael N,Han Guiqiu,Arison Byron H,et al.Neolignans from Piper futokadsura[J].Phytochemistry,1985,24(9):2079-2082.
[19]马迎,韩桂秋,刘志坚.海风藤中新木脂素类PAF拮抗活性成分的研究[J].药学学报,1993,28(3):207-211.
[20]Han Guiqiu,Dai Ping,Xu Li,et al.Bicyclooctanoid neolignans from Piper Kadsura[J].Chinese Chemical Letters,1992,3(7):521-524.
[21]李书明,韩桂秋.山药化学成分的研究[J].植物学报,1987,29(3):293-296.
[22]周亮,杨峻山,涂光忠.山药化学成分的研究[J].中国中药杂志,2005, 40(3):184-185.
[23]周亮,杨峻山,涂光忠.山蒟化学成分的研究(Ⅰ)[J].中草药,2005,36(1):13-15.
[24]Narui Takao,Takeuchi Mikinao,Ishii Reiko,et al.Studies on the constituents of Piper hancei of spice from Okinawa[J].Natural Medicines,1995,49(4):438-41.
[25]Wu Qing-Li,Wang Sheng-Pin,Tu Guang-Zhong,et al.Alkaloids from Piper puberullum[J].Phytochemistry,1997,44(4):727-730.
[26]Zhang Shun-Xiang,Chen Ke,Liu Xing-Jie,et al.The Isolation and Structural Elucidation of Three New Neolignans,Puberulins A,B,and C,as Platelet Activating Factor Receptor Antagonists from Piper puberulum[J].Journal of Natural Products,1996,59(10):540-547.
[27]赵云,阮金兰,蔡亚玲.石南藤中马兜铃内酰胺类化学成分研究[J].中药材,2005,28(3):191-193.
[28]Zhao Yun,Jinlan Ruan.Chemical Constituents from Piper wallichii[J].Journal of Chinese Pharmaceutical Sciences.2006,15(1):21-23.
[29]韩桂秋,魏丽华,李长龄,等.石南藤、山蒟活性成分的分离和结构鉴定.药学学报.1989,24(6):438-443.
[30]韩桂秋,黄葵,魏丽华,等.石楠藤PAF受体拮抗剂活性成分的分离和鉴定(Ⅰ)[J].北京医科大学学报.1987,19(4):243-245.
[31]Ma Ying,Han Guiqiu,He Cunheng,et al.Neolignans from Piper kadsura[J].Chinese Chemical Letters.1991,2(8):623-626.
[32]唐钦树,钟惠平.海风藤化学成分的研究[J].华西药学杂志1987,2(3):152-154.
[33]胡静,孙艳,单文治.海风藤的活性成分研究[J].中国药学杂志,2006,41(9):658-659.
[34]任风芝,张丽,牛桂云,等.海风藤的化学成分研究(Ⅰ)[J].中草药,2005,36(2):184-185.
[35]Ma Ying,Han Guiqiu,Jiang Tianyi,et al.Neolignans from Piper kadsura(Ⅱ)[J].Chinese Chemical Letters,1992,3(8):635-636.
[36]Matsui Kuniaki,Munakata Katsura.Four new neolignans from Piper futokadzura[J].Tetrahedron Letters,1976,(48):4371-4374.
[37]Ogiso A,Kurabayashi M,Mishima M,et al.The structure of futoenone,a novel spiro-cyclohexadienone derivative[J].Tetrahedron Letters,1968,(16):2003-2008.
[38]Benveniste J,Henson P M,Cochrane C G..Leukocyte-dependent histamine relase from rabbit platelets:The role of IgE basophils and a platelet-activating factor[J].J Exp Med,1972,136(6):1356-1377.
[39]李长龄,韩桂秋,马健,等.百余种中草药抗血小板活化因子作用的初步观察[J].中国药理学通报,1987,3(5):298.
[40]孙绍美,於兰,刘俭,等.海风藤及其代用品药理作用的比较研究[J].中草药,1998,29(10):677-679.
[41]李吉莹,刘艳菊,邴飞虹,等.海风藤抗炎作用的实验研究[J].湖北中医杂志,2006,28(12):17.
[42]Stohr J R,Xiao P G,Bauer R.Constituents of Chinese Piper species and their inhibitory activity on prostaglandin and leukotriene biosynthesis in vitro[J].Journal of Ethnopharmacology,2001,75(2-3):133-139.
[43]Kuo Y-C,YangN-S,Chou C-J,et al.Regulation of Cell Proliferation,Gene Expeession,Production of Cytokines,and Cell Cycle Progression in Primary Human T Lymphicytes by Pipelactam S Isolated from Piper kadsura[J],Molecular pharmacology,2000,58(5):1057-1066.
[44]王伟,董为伟.PAF受体拮抗剂海风藤酮脑保护作用的实验研究[J].卒中与神经疾病,1996,3(1):8-12.
[45]王雪松,薛峥,刘买利,等.对海风藤酮治疗实验性缺血再灌注脑损伤的磁共振波谱分析[J].中华物理医学与康复杂志,2004,26(6):333-335.
[46]王雪松,王伟,阮旭中.海风藤提取物对脑缺血保护作用的实验研究[J].中国临床神经科学,2003,11(1):1-3.
[47]王小姗,狄晴,曹辉,等.海风藤酮治疗脑梗死的活体磁共振成像与波谱研究[J].中国药理学通报,2005,21(1):1324-1327.
[48]徐广润,张东君,杨渊,等.海风藤酮对老龄大鼠局灶性脑缺血DNA损伤修复相关基因GADD45表达的影响[J].山东大学学报(医学版),2006,44(2):146-149.
[49]郭瑞友,张苏明,方思羽,等.海风藤提取物对老龄大鼠缺血性脑损伤保护作用研究[J].华中医学杂志,2000,24(4):177-178.
[50]刘振华,冯建利,杜怡峰,等.海风藤提取物对大鼠脑缺血再灌注后神经细胞凋亡的影响[J].中国老年学杂志,2008,28(20):1977-1980.
[51]何英,王东武,邓志宽,等.海风藤对犬脑干缺血后细胞内钙含量和超微病理改变影响的研究[J]。中风与神经疾病杂志,1996,13(4):199-200.
[52]陈怀仁,史留斌,杨建中,等.肝脏缺血再灌注损伤时中性粒细胞的聚积及海风藤酮的保护作用[J].中国危重病急救医学,1996,8(11):655-657.
[53]史留斌,陈怀仁,王尔慧,等.海风藤酮对大鼠肝脏缺血再灌注损伤保护作用的实验研究[J].中国普外基础与临床杂志,1998,5(4):195-198.
[54]韩恩吉,许军,Rajiv Joseph.海风藤抑制淀粉样蛋白诱导神经细胞胞浆钙离子升高的研究[J].山东医科大学学报,1998,36(3):239-241.
[55]韩恩吉,Raiiv Joseph.海风藤抑制淀粉样前体蛋白基因的研究[J].中国中药杂志,1998,23(1):691-693.
[56]韩恩吉,胡洪涛,何秀全,等.海风藤对β-APP基因表达的影响[J].山东大学学报(医学版),2003,41(1):87-89.
[57]Han E-J,Hu H-T,He X-Q,et al.Selective inhibition of haifengteng in gene expression of beta-amyloid precursor protein[J].Chinese Journal of Clinical Rehabiliatation,2004,8(1):2592-2593.
[58]肖君刚,李惠,刘斌.海风藤酮对小鼠胚卵着床的影响[J].北京医科大学学报,1994,26(1):42.
[59]吴梅,王文青,吴翠娇,等.海风藤酮对小鼠抗着床作用的免疫组织化学观察[J].青岛医学院学报,1999,35(1):4-6.
[60]余书勤,钱之玉.血小板激活因子拮抗剂海风藤酮对人精子体外运动的影响[J].生殖与避孕,1995,15(1):57-59.
[61]秦爱萍,牛晓晔,郑行.血小板活化因子对长白猪精子顶体反应率的影响及海风藤酮对其的拮抗作用[J].中国兽医学报,1999,19(4):382-384.
[62]秦爱萍,牛晓晔,郑行.海风藤酮对PAF影响长白猪精子活化率及运动能力的拮抗作用[J].畜牧兽医学报,2000,31(4):301-305.
[63]郑行,马从容.海风藤酮对兔胚胎发育及PAF效应的影响[J].中国农业大学学报,1999,4(1):15-19.
[64]枉前,曹健,葛勤,等.山药提取物对兔动脉粥样硬化的影响[J].中国药房,2005,16(18):1382-1383.
[65]李少华,费侠,吴中立,等.海风藤提取物对大鼠内毒素性低血压和肺损伤的拮抗作用[J].中国中药杂志,1989,14(11):43-45.