加拿大杨树芽化学成分的研究
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摘要
对加拿大杨树芽化学成分进行了基础性研究,该研究对揭示北温带蜂胶与杨树芽化学成分的差异,以及西蜂采集树芽形成蜂胶的过程中的生物转化过程具有重要意义,有助于进一步开展蜂胶的质量控制和相关研究。
     本文对加拿大杨的化学成分进行了系统研究。利用硅胶柱色谱,制备TLC,聚酰胺柱色谱,大孔树脂和Sephadex LH-20柱色谱等手段,从加杨芽中分离得到15个化合物,其中黄酮苷元8个,黄酮苷3个,有机酸2个,其它酚苷2个。根据理化性质和波谱数据并与文献对照,分别鉴定为:球松素(Pinostrobin,Ⅰ)、白杨素(Chrysin,Ⅱ)、山柰酚(Kaempferol,Ⅲ)、芹菜素(Apigenin,Ⅳ)、异鼠李素(Isorhamnetin,Ⅴ)、异阿魏酸(Isoferulic acid,Ⅵ)、槲皮素(Quercetin,Ⅶ)、3-O-甲基槲皮素(3-O-methyl quercetin,Ⅷ)、咖啡酸(Caffeic aeidⅨ)、高良姜素-7-O-β-D-葡萄糖苷(Galangin-7-glucoside,Ⅹ)、白杨素-7-O-β-D-葡萄糖苷(Chrysin-7-glucoside,Ⅺ)、高良姜素(Galangin,Ⅻ)、乔松素-5-O-β-D-葡萄糖苷(Pinocembrin-5-glucoside,ⅩⅢ)、水杨苷(Salicin,ⅩⅣ)、紫丁香苷(Syringin,ⅩⅤ)。化合物Ⅷ、Ⅹ、ⅩⅢ和ⅩⅤ为首次从该属植物中分离得到。
     本文对蜂胶及其胶源植物化学成分的相关性进行了综述,比较了蜂胶及其胶源植物化学成分的差异。
     最后,对研究结果进行了讨论。
The chemical constituents of Populus canadensis Moench.buds were investigated. The result was important for constituents comparison of north temperate zone propolis and poplar buds extract.It's helpful for quality control of propolis and chemical relationship research between propolis and it's plant sources.
     Fifteen compounds were isolated by chromatographic techniques with different materials,such as silica gel,macroporous resin D101,polyamide gel,sephadex LH-20, etc.Their structures were elucidated on the basis of physicochemical properties, spectral analysis of UV,IR,MS and NMR,and TLC characteristic comparison with standard samples.They were identified asⅠ)pinostrobin;Ⅱ)chrysin;Ⅲ)kaempferol;Ⅳ)apigenin;Ⅴ)isorhamnetin;Ⅵ)isoferulic acid;Ⅶ)quercetin;Ⅷ)3-O-methyl quercetin;Ⅸ)caffeic acid;Ⅹ)galangin-7-glucoside;Ⅺ)chrysin-7-glucoside;Ⅻ) galangin;ⅩⅢ)pinocembrin-5-glucoside;ⅩⅣ)salicin;ⅩⅤ)syringin.The compoundsⅧ,Ⅹ,ⅩⅢandⅩⅤwere isolated from the genus Populus L.for the first time.
     The advances in research of the chemical relationship between propolis and it's plant sources were summarized.
     The results were discussed.
引文
[1]Erica WT,Giuseppina N,Renata MM,et al.Plant Origin of Green Propolis:Bee Behavior[J].Plant Anatomy and Chemistry,2005,2(1):85-92.
    [2]Greenaway W,Seaysbrook T,Whatley FR.The composition and plant origins of propolis[J].Bee World,1990,71:107-118.
    [3]Bankova V,Kuleva L.Phenolic compounds of propolis from different regions of Bulgaria[J].Animal Sci,1989,26:94-98.
    [4]Hegazi AG,Abdeihady FK,Abdallah FA.Chemical composition and antimicrobial activity of European propolis[J].Z.Naturforseh.,2000,55(1-2):70-75.
    [5]Mareucci MC.Propolis:Chemical composition,biological properties and therapeutic activity[J].Apidologie,1995,26:83-99.
    [6]Burdock GA.Review of the biological properties and toxicity of bee propolis (propolis)[J].Food Chem Toxicol.,1998,36(4):347-63.
    [7]Banskota AH,Tezuka Y,Adnyana IK,et al.Hepatoprotective and antiHelieobacter pylori activities of constituents from Brazilian propolis[J].Phytomedicine,2001,8:16-32.
    [8]Popravko SA.Plant sources ofpropolis[J].Pchelovodstvo,1980,2:28-29.
    [9]Greenaway W,Scaysbrool T,Whatley FR.The Analysis of Bud Exudate of Populus x euramericana,and of Propolis,by Gas Chromatography-Mass Spectrometry[J].Proc.R.Soe.,1987,232(1268):249-272.
    [10]Hegazi AG,EI handy FK.Egyption propolis:antimierobial activity and Chemical composition of Upper Egypt propolis[J].Z.Naturforsch.,2001,56(1-2):82-88.
    [11]Wollenweber E.Feral honey bees in the Sonoran Desent:propolis sources other than populars(Populus spp)[J].Z.Naturforsch.,1997,52(7-8):530-535.
    [12]Bankova V,Dyulgerov A,Popor S,et al.Propolis produced in Bulgaria and Mongolia:phenolic compounds and plant origin[J].Apidologie,1992,23:79-85.
    [13]Swrra BJ,Ventura CF.Study on propolis quality from China and Uruguay[J].Z.Naturforsch.,2001,55(9-10):778-784.
    [14]Montenegro G.Similitude Pattern and Botanical Origin of the Chilean Propolis[J].Phyton,2004,53:145-153.
    [15]Christov R,Trusheva B,Popova M,et al.Chemical composition of propolis from Canada,its antiradical activity and plant origin[J].Natural Product Research,2006,6(20):531-536.
    [16]Papay V,Toth L,Soltesz M,et al.Isolated compounds from hungarian propolis and populi gemma[J].Flavonoids and bioflavonoids,1985,233-240.
    [17]Velikova M,Bankova V.Propolis from the Mediterranean Region:chemical composition and antimicrobial activity[J].Z.Naturforsch.,2000,55(9-10):790-793.
    [18]Velikova M,Sorkrun K,et al.Chemical composition and biological activity of propolis from Turkish and Bulgarian Origion[J].Mellihera,2001,4(1):57-59.
    [19]Martos I,Cossentini M,Ferreres F,et al.Flavonoid composition of Tunisian honeys and propolis[J].J.Agric.Food Chem.,1997,45(2):2824-2829.
    [20]Christov R,Hegazi A,Hady FAE,et al.Chemical composition of Egyption propolis[J].Z.Naturforsch.,1998,53(3-4):197-200.
    [21]Martos I,Ferreres F,Yao LH,et al.Flavonoids Monospecific Eucalyptus honeys from Australia[J].Agric.Food Chem.,2000,48:4744-4748.
    [22]Markham KR,Mitchell KA.HPLC and GC-MS identification of the major organic constituents in New Zealand propolis[J].Hytochemistry,1996,42:205-211.
    [23]Tomas-Barteran,Garcia-vigueta C.Phytochemical evidence for the botanical origin of tropical propolis from Venezuela[J].Phyochem.,1993,34:191-196.
    [24]K(o丨¨)nig B.Auch auf Hawaii fliesst der Nektar fur die Bienen nicht das ganze Jahr hindurch[J].Informationen zur Imkerei auf den Hawaii-Inseln.Allg.dt.Imkerztg.,1984,18:394-396
    [25]Cuesta RO,Frontana-uriba B,Ramirez-Apan T,et al.Polyisoprenylated benzophenones in Cuban propolis:biological activity of nemorosone[J].Z.Naturforsch,2002,57:372-378.
    [26]Bankova V,Boudourova-Krasteva G,Sforcin TM,et al.Phytochemical evidence for the plant origin of Brazilian propolis from Sao Paulo State[J].Z.Naturforsch,1999,54:401-405.
    [27]Kumazawa SH,Yoneda M,shibata I,et al.Direct evidence for the plant origin of Brazilian propolis by the observation of honeybee behavior and phytochemical analysis.Chem Pharm Bull,2003,51:740-742.
    [28]Tatefuji T,Izumi N,Ohta T,et al.Isolation and identification of compounds from Brazilian propolis which chance macrophage spreading and mobility.Biol.Pharm.Bull.,1996,19(7):966-970.
    [29]Bankova V,Nikdova N.A new lignan from Brazilian propolis[J].Z.Naturforsch.,1996,51:735-737.
    [30]Marcucci MC,Rodriguez J,Ferreres F,et al.Chemical composition of brazilian propolis from Sao Paulo State[J].Z.Naturforsch.,1998,53(1-2):117-119.
    [31]Tazawa S,Warashina T,Noro T.Studies on the constituents of brazilian propolis[J].Chem.Pharm.Bull.,1998,46(9):1477-1479.
    [32]郭伽,周立东.蜂胶的化学成份研究进展(综述).中国养蜂,2000,51(3):22,33.
    [33]王欣,王强.杨属植物化学成分和药理作用的研究进展.天然产物研究和开发,1999,11(1):65-70.
    [34]Villanueva VR,Barbier M,Gonnet M,et al.Isolation of a new bacteriostatic substance:pinocembrin(dihydroxy-5,7-flavanone)[J].Ann Inst Pasteur,1970,118(1):84-87.
    [35]Metzner J,Bekemeier H,Paintz M,et al.On the antimicrobial activity of propolis and propolis constituents[J].Pharmazie.,1979,34(2):97-102.
    [36]Kujumgiev A,Marcucci MC,Bankova V,et al.Antibacterial activity of propolis,some of itscomponents and their analogs[J].Pharmazie.,1993,48(10):785-786.
    [37]Bankova V,Christov R,Marcucci MC,et al.Constituents from brazilian geopropolis[J].Z.Naturforsch.,1998,53(5-6):402-406.
    [38]Tazawa S,Wapashina T,Noro T,et al.Studies on the constituents of Brazilian pⅡ[J].Chem.Pharm.Bull.,1999,47(10):1388-1392.
    [39]Shigenori K,Yoneda M,Shibata,et al.Direct evidence for the plant origin of Brazilian propolis by the observation of honeybee behavior and phytochemical analysis[J].Chemical and Pharmaceutical Bulletin,2003,51(6):740-742.
    [40]Ghisalberi EL.Propolis:a review.Bee world,1978,60:59-84.
    [1]黄文诚.蜂胶的生物活性和药理作用的研究进展[J].蜜蜂杂志,2006,(8): 10-12;(9):6-7;(10);28-30;(11):27-28.
    [2]Khalil ML.Biological activity of bee propolis in health and disease[J].Asian Pac J Cancer Prev.,2006,7(1):22-31.
    [3]王想想,周立东.蜂胶与其胶源植物的化学成分相关性研究综述[J].中药材,30(4):487-492.
    [4]吕泽田,姜德勇,田惠争.蜂胶中黄酮化合物抑制肿瘤作用的试验与应用[J].蜜蜂杂志,1999,4(3):8-10.
    [5]唐传核,孟岳成.蜂胶的生理功能以及开发研究[J].食品工业科技,1999,20(2):30-32.
    [6]于晓红,李淑华,李树伟,等.蜂胶对小鼠免疫功能影响的实验研究[J].中医药信息,2001,18(4):53-54.
    [7]李淑华,于晓红,于英君,等.蜂胶对免疫功能低下模型鼠细胞免疫功能的影响[J].中医药学报,2001,29(3):38-39
    [8]Ansorge S,Reinhold D,Lendeckel U.Propolis and some of its constituents down regulate DNA synthesis and inflammatory cytokine production but induce TGF-betal production of human immune cells[J].Z Naturforsch[C].2003,58(7-8):580-589.
    [9]Fischer G,Cleff MB,Dummer LA,et al.Adjuvant effect of green propolis on humoral immune response of bovines immunized with bovine herpesvirus type 5[J].Vet Immunol Immunopathol.2007,116(1-2):79-84.
    [10]Walgrave SE,Warshaw EM,Glesne LA.Allergic contact dermatitis from propolis [J].Dermatitis.2005,16(4):209-215.
    [11]Giusti F,Miglietta R,Pepe P,et al.Sensitization to propolis in 1255 children undergoing patch testing.Contact Dermatitis.2004,51(5-6):255-258.
    [12]Marcucci MC.Propolis:chemical composition,biological properties and therapeutic activity.Apidologie,1995,26,83-99.
    [13]Makasimova-Todorova V.Antiviral effects of some fractions isolated from propolis.Acta Microbiol Bulg,1985,17:79-85.
    [14]K(o丨¨)nig B,Dustmann JH.Baumharze,Bienen und antivirale Chemotherapie.Naturwiss.Rundsch.,1988,41(2):43-53.
    [15]Ugur A,Arslan T.An in vitro study on antimicrobial activity of propolis from Mugla province of Turkey[J].J Med Food.,2004,7(1):90-94.
    [16]Bruschi ML,Lara EH,Martins CH,et al.Preparation and antimicrobial activity of gelatin microparticles containing propolis against oral pathogens[J].Drug Dev Ind Pharm.,2006,32(2):229-238.
    [17] Duran N, Marcato PD, Buffo CM, et al. Poly (epsilon-caprolactone)/propolis extract: microencapsulation and antibacterial activity evaluation[J]. Pharmazie.2007,62(4):287-90.
    [18] Lu LC, Chen YW, Chou CC. Antibacterial activity of propolis against Staphyloco-ccus aureus. Int J Food Microbiol. 2005,102(2):213-220.
    [19] Fernandes FF, Dias AL, Ramos CL, et al. The "in vitro" antifungai activity evaluation of propolis G12 ethanol extract on Cryptococcus neoformans[J]. Rev Inst Med Trop Sao Paulo., 2007,49(2):93-95.
    [20] Duarte S, Koo H, Bowen WH, et al. Effect of a novel type of propolis and its chemical fractions on glucosyltransferases and on growth and adherence of mutans streptococci[J]. Biol Pharm Bull., 2003,26(4):527-531.
    [21] Koo H, Pearson SK, Scott-Anne K. Effects of apigenin and tt-farnesol on glucosyltransferase activity, biofilm viability and caries development in rats[J]. Oral Microbiol Immunol, 2002,17(6):337-343.
    [22] Sonmez S, Kirilmaz L, Yucesoy M, et al. The effect of bee propolis on oral pathogens and human gingival fibroblasts[J]. J Ethnopharmacol. 2005,102(3):371-376.
    [23] Nostro A, Cellini L, Di Bartolomeo S, et al. Effects of combining extracts (from propolis or Zingiber officinale) with clarithromycin on Helicobacter pylori[J].Phytother Res., 2006,20(3): 187-190.
    [24] Fernandes Junior A, Balestrin EC, Betoni JE, et al. Propolis: anti-Staphylococcus aureus activity and synergism with antimicrobial drugs[J]. Mem Inst Oswaldo Cruz. 2005,100(5):563-566.
    [25] Ito J, Chang FR, Wang HK,et al. Anti-AIDS agents. 48.(1) Anti-HIV activity of moronic acid derivatives and the new melliferone-related triterpenoid isolated from Brazilian propolis[J]. J Nat Prod. 2001,64(10):1278-1281.
    [26] Azad AA. Novel Drugs and Vaccines Based on the Structure and Function of HIV Pathogenic Proteins Including Nef[J]. Ann N Y Acad Sci., 2005, 1056:279-292.
    [27] Koc AN, Silici S, Ayangil D ,et al. Comparison of in vitro activities of antifungai drugs and ethanolic extract of propolis against Trichophyton rubrum and T.mentagrophytes by using a microdilution assay[J]. Mycoses., 2005,48(3):205-210.
    [28] D'Auria FD, Tecca M, Scazzocchio F, et al. Effect of propolis on virulence factors of Candida albicans[J]. J Chemother., 2003,15(5):454-460.
    [29] Ota C, Unterkircher C, Fantinato V,et al. Antifungai activity of propolis on different species of Candida[J]. Mycoses., 2001,44(9-10):375-378.
    [30]Aly SA,Elewa NA.The effect of Egyptian honeybee propolis on the growth of Aspergillus versicolor and sterigmatocystin biosynthesis in Ras cheese[J].J Dairy Res.2007,74(1):74-8.
    [31]Ayres DC,Marcucci MC,Giorgio S.Effects of Brazilian propolis on Leishmania amazonensis.Mere Inst Oswaldo Cruz.,2007,102(2):215-220.
    [32]Xu BH,Shi MZ.An in vitro test of propolis against Trichomonas vaginalis[J].Zhongguo Ji Sheng Chong Xue Yu Ji Sheng Chong Bing Za Zhi,2006,24(6):477-478.
    [33]Topalkara A,Vural A,Polat Z,et al.In vitro amoebicidal activity of propolis on Acanthamoeba castellanii[J].J Ocul Pharmacol Ther,2007,23(1):40-45.
    [34]Freitas SF,Shinohara L,Sforcin JM,et al.In vitro effects of propolis on Giardia duodenalis trophozoites[J].Phytomedicine.,2006,13(3):170-175.
    [35]韩银淑,韩桂萍,于英君.蜂胶乙醇提取物对小鼠心肌SOD,CAT含量的影响[J].中华医学写作杂志,2001,8(12):1360-1361.
    [36]王玉芬.蜂胶的研究进展[J].河北医药,2002,24(3):227-228.
    [37]曹炜,尉亚辉,雒西萍,等.蜂胶的抗氧化作用研究-Ⅰ,蜂胶对超氧阴离子和羟基自由的抑制作用[J].西北大学学报自然科学版,2001,31(2):146-148.
    [38]Russo A,Troncoso N,Sanchez F,et al.Propolis protects human spermatozoa from DNA damage caused by benzo[a]pyrene and exogenous reactive oxygen species[J].Life Sci.,2006,78(13):1401-1406.
    [39]Padmavathi R,Senthilnathan P,Chodon D,et al.Therapeutic effect of paclitaxel and propolis on lipid peroxidation and antioxidant system in 7,12 dimethyl benz(a)anthracene-induced breast cancer in female Sprague Dawley rats[J].Life Sci.,2006,78(24):2820-2825.
    [40]Liu CF,Lin CH,Lin CC,et al.Protective effect of propolis ethanol extract on ethanol-induced renal toxicity:an invivo study[J].Am J Chin Med.,2005,33(5):779-786.
    [41]Shimazawa M,Chikamatsu S,Morimoto N,et al.Neuroprotection by Brazilian Green Propolis against In vitro and In vivo Ischemic Neuronal Damage[J].Evid Based Complement Alternat Med.,2005,2(2):201-207.
    [42]Liu CF,Lin CH,Lin CC,et al.Antioxidative natural product protect against econazole-induced liver injuries[J].Toxicology.,2004,196(1-2):87-93.
    [43]Seo KW,Park M,Song YJ,et al.The protective effects of Propolis on hepatic injury and its mechanism[J].Phytother Res,2003,17(3):250-253.
    [44]El-Khatib AS,Agha AM,et al.Prophylactic effect of aqueous propolis extract against acute experimental hepatotoxicity in vivo[J].Z Naturforsch[C].2002,57(3-4):379-385.
    [45]Kubota Y,Umegaki K,Kobayashi K,et al.Anti-hypertensive effects of brazilian propolis in spontaneously hypertensive rats[J].Clin Exp Pharmacol Physiol.,2004,31(2):29-30.
    [46]Mishima S,Yoshida C,Akino S,et al.Antihypertensive effects of Brazilian propolis:identification of caffeoylquinic acids as constituents involved in the hypotension in spontaneously hypertensive rats[J].Biol Pharm Bull.2005,28(10):1909-1914.
    [47]Iraz M,Fadillioglu E,Tasdemir S,et al.Role of vagal activity on bradicardic and hypotensive effects of caffeic acid phenethyl ester(CAPE)[J].Cardiovasc Toxicol.,2005,5(4):391-396.
    [48]张建.蜂胶体外抗肿瘤实验及其诱发肿瘤细胞凋亡的研究,中华肿瘤杂志,2000,2(6):468-469.
    [49]Orsolic N,Basic I.Water-soluble derivative of propolis and its polyphenolic compounds enhance tumoricidal activity of macrophages[J].J Ethnopharmacol.2005,102(1):37-45.
    [50]Orsolic N,Terzic S,Mihaljevic Z,et al.Effects of local administration of propolis and its polyphenolic compounds on tumor formation and growth[J].Biol Pharm Bull.2005,28(10):1928-1933.
    [51]Orsolic N,Basic I.Antitumor,hematostimulative and radioprotective action of water-soluble derivative of propolis(WSDP)[J].Biomed Pharmacother.,2005,59(10):561-570.
    [52]Ahn MR,Kunimasa K,Ohta T,et al.Suppression of tumor-induced angiogenesis by Brazilian propolis:Major component artepillin C inhibits in vitro tube formation and endothelial cell proliferation[J].Cancer Lett.,2007,5:23-25.
    [53]Aso K,Kanno S,Tadano T,et al.Inhibitory effect of propolis on the growth of human leukemia U937[J].Biol Pharm Bull,2004,27(5):727-730.
    [54]Hwang HJ,Park HJ,Chung HJ,et al.Inhibitory effects of caffeic acid phenethyl ester on cancer cell metastasis mediated by the down-regulation of matrix metalloproteinase expression in human HT1080 fibrosarcoma cells[J].J Nutr Biochem.2006,17(5):356-362.
    [55]Gunduz C,Biray C,Kosova B,et al.Evaluation of Manisa propolis effect on leukemia cell line by telomerase activity[J].Leuk Res,2005,29(11):1343-1346.
    [56]Tan-No K,Nakajima T,Shoji T,et al.Anti-inflammatory effect of propolis through inhibition of nitric oxide production on carrageenin-induced mouse paw edema[J].Biol Pharm Bull,2006,29(1):96-99.
    [57]Naito Y,Yasumuro M,Kondou K,et al.Antiinflammatory effect of topically applied propolis extract in carrageenan-induced rat hind paw edema[J].Phytother Res,2007,21(5):452-6.
    [58]Duran N,Koc A,Oksuz H,et al.The protective role of topical propolis on experimental keratitis via nitric oxide levels in rabbits[J].Mol Cell Biochem.2006,281(1-2):153-161.
    [59]Beyer G,Melzig MF.Effects of propolis on hypoxanthine-xanthine oxidase induced toxicity in cultivated human cells and on neutrophil elastase activity[J].Biol Pharm Bull,2005,28(7):1183-1186.
    [60]胡福良,李英华,朱威,等.蜂胶预防大鼠急性肺损伤的作用及其机制[J].中国药学杂志,2004,6(39):41-44.
    [61]胡福良,陈民利,李英华,等.蜂胶对急性肺损伤大鼠肺组织中NF-κB活性及CD54表达的影响[J].中国病理生理杂志,2004,20(6):1066-1069.
    [62]Seon YS,Park EH,Hur GM,et al.Caffeic acid phenethyl ester inhibits nitric oxide synthase gene expression and enzyme activity[J].Cancer Lett.,2002,175(9):53-61.
    [63]Blonska M,Bronikowska J,Pietsz G,et al.Effects of ethanol extract of propolis (EEP) and its flavones on inducible gene expression in J774A.1 macrophages[J].J Ethnopharmacol,2004,91(1):25-30.
    [64]Vassya Bankova.Recent trends and important developments in propolis research[J].eCAM 2005,2(1):29-32.
    [65]胡福良,朱威,李雅晶,等.蜂胶化学成分和生物学活性的多样性研究[J].蜜蜂杂志,2006,(1):3-5.
    [66]Hegazi AG,El Hady FK.Egyptian propolis:1-antimicrobial activity and chemical compositions of Upper Egypt propolis[J].Z Naturfmch.2001,56(1-2):82-88.
    [67]Hamasaka T,Kumazawa S,Fujimoto T,et al.Antioxidant activity and constituents of propolis collected in various areas of Japan[J].Food Science and Technology Research,2004,10(1):86-92.
    [68]Christov R,Trusheva B,Popova M,et al.Chemical composition of propolis from Canada,its antiradical activity and plant origin.Natural Product Research,2006,6(20):531-536.
    [69]Uzel A,Sorkun K,O Oncag,et al.Chemical compositions and antimicrobial activities of four different Anatolian propolis samples[J].Microbiol Res,2005, 160(2):189-195.
    [70]Katircioglu H,Mercan N.Antimicrobial activity and chemical compositions of Turkish propolis from different regions[J].African Journal of Biotechnology,2006,5(11):1151-1153.
    [71]Koru O,Toksoy F,Acikel CH,et al.In vitro antimicrobial activity of propolis samples from different geographical origins against certain oral pathogens[J].Anaerobe.2007,7(6):123-131.
    [72]Maehado GM,Leon LL,De Castro SL.Activity of Brazilian and Bulgarian propolis against different species of Leishmania[J].Mem Inst Oswaldo Cruz,2007,102(1):73-7.
    [73]Kujumgiev A,Tsvetkova I,Serkedjieva Y,et al.Antibacterial,antifungal and antiviral activity of propolis of different geographic origin[J].J Ethnopharmacol,1999,64(3):235-240.
    [74]Velikova M,Bankova V,Sorkun K,et al.Propolis from the Mediterranean Region:chemical composition and antimicrobial activity[J].Z Naturforseh.,2000,55(9-10):790-793.
    [75]Bonvehi JS,Coll FV.Study on propolis quality from China and Uruguay[J].Z Naturforsch.,2001,55(9-10):778-784.
    [76]Banskota AH,Tezuka Y,Adnyna IK.Cytotoxic,hepatoprotective and free radical scavenging effects of propolis from Brazil,Peru,the Netherlands and China[J].J Ethnopharmaeol.,2000,72(1-2):239-246.
    [77]Christov R,Bankova V,Tsvetkova I,et al.Antibacterial furofurans from Canary Islands propolis[J].Fitoterapia,1999,70(1):89-92.
    [78]Popova M,Bankova V,Naydensky C H,et al.Comparative study of the biological activity of propolis from different geographic origin:a statistical approach[J].Maeedoniam Pharm Bull,2004,50:9-14.
    [79]Hegazi AG,Abd-El-Hady FK,Abd-Allah FA,et al.Chemical composition of antimicrobial activity of European propnlis[J].Z Naturforsch.,2000,55(1-2):70-75.
    [80]Velikova M,Bankova,V,Sorkun,K,et al.Chemical composition and biological activity of propolis from Turkish and Bulgarian Origion[J].Mellihera,2001,1(1):57-59.
    [81]Kumazawa SH,Hamasaka T,Nakayama T.Antioxidant activity of propolis of various geographic origins[J].Food Chem,2004,84(3):329-339.
    [82]Chen Ch,Weng Ms,Wu Cl,et al.Comparison of radical scavenging activity, cytotoxic effects and apoptosis induction in human melanoma cells by Taiwanese propolis from different sources[J],eCAM,2004,1(2):175-185.
    [83]Salona K,et al.Chemical composition and microbicidal activity of extracts from Brazilian and Bulgarian propolis[J].Lett Appl Microbiol,2004,38:87-92.
    [84]吕泽田.巴西蜂胶与中国蜂胶的比较.海峡两岸第四届(2004)蜜蜂药理研讨会论文.
    [1]王欣,王强.杨属植物化学成分和药理作用的研究进展[J].天然产物研究和开发,1999,11(1),65-70.
    [2]陈佩东,梁敬钰.山杨树皮中的一个新酚苷化合物[J].中草药,2006,37(11):1607-1608.
    [3]周珊,林茂,王映红,等.山杨的化学成分研究[J].天然产物研究与开发,2002,14(5):43-45.
    [4]陈佩东,梁敬钰.山杨的化学成分研究[J].中草药,2006,6(6):816-818.
    [5]王欣,汪红,王强,等.加杨雄花序的化学成分研究[J].2000,31(3):171-173.
    [6]王晓,张红侠,邓煜光,等.加杨雄花序提取物体外抗氧化及对DNA损伤的保护作用研究[J].食品科学,2006,26(5):216-219.
    [7]陈希,赵翔,马朋,等.加杨芽鳞提取物的抗肿瘤作用研究[J].中国肿瘤,2004,13(5):304-308.
    [1]Braconnot H.Studies on the barks and the leaves of Populus tremula.Ann.Chim.& Phys.,1830,44(2):296-299.
    [2]Pearl I A,Darling S F.Studies on the leaves of the family salieaceae-Ⅲ:Migration of acyl groups during isolation of glycosides from Populus grandidentata leaves[J].Archives of Biochemistry and Biophysics,1963,102,1:33-38.
    [3]Pearl I A,Darling S F.Studies on the barks of the family salicaceae-ⅩⅦ:Triehoside,a new glucoside from the bark of Populus trichocarpa[J].Phytochemistry,1968,7(5):825-829
    [4]Thieme H.Isolierung und konstitutionsaufkl(a丨¨)rung eines neuen flavonol- glucosids aus den bl(a丨¨)ttem von salix alba L[J].Tetrahedron Letters,1968,9(19):2301-2303.
    [5]Greenaway W,Wollenweber E,Scaysbrook T,et al.Esters of caffeic acid with aliphatic alcohols in bud exudate of Populus nigra[J].Z.Naturforsch.C Biosci.,1988,43(11-12):795-798.
    [6]Greenaway W,Scaysbrook T,Whatley F R.Phenolic analysis of bud exudate of Populus lasiocarpa by GC/MS[J].Phytochemistry,1988,27(11):3513-3515.
    [7]Greenaway W,May J,Whatley F R.Flavonoid aglycones identified by gas chromatography-mass spectrometry in bud exudate of Populus balsamifera[J].J.Chromatogr.,1989,472(2):393-400.
    [8]Greenaway W,English S,Whatley F R.Phytochemical affinity of Populus angustifolia with sect.Aigeiros poplars established by GC-MS of bud exudate[J].Biochem.Syst.Ecol.,1990,18(6):439-445.
    [9]Greenaway W,Whatley F R.Analysis of phenolics of bud exudate of Populus ciliata by GC-MS[J].Phytochemistry,1991,30(6):1887-1889.
    [10]Greenaway W,Wollenweber E.Analysis of phenolics in the bud exudates of Populus deltoides,P.fremontii,P.sargentii and P.Wislizenii by GC-MS[J].Phytochemistry,1992,31(4):1255-1260.
    [11]Pearl I A,Darling S F.Studies on the leaves of the family Salicaceae ⅩⅦ:Hot-water extractives of the leaves of Populus heterophylla L[J].J.Agric.Food Chem.,1977,25(4):730-734.
    [12]周立东,郭伽,余竞光,等.北京蜂胶的黄酮类成分[J].中国中药杂志,1999,24(3):162-165.
    [13]中国医学科学院上海药物研究所植化室.黄酮体化合物鉴定手册[M].北京:科学出版社.1981:472,434,491,479,487.
    [14]周立东,余竞光,郭伽,等.蚂蟥七根的化学成分研究[J].中国中药杂志,2001,26(2):114-117.
    [15]陈英杰,裴玉萍,窦德强,等.仙人掌肉质茎成分的分离与结构鉴定[J].沈阳药科大学学报,2000,17(4):267-268.
    [16]丛浦珠,苏克曼.分析化学手册(第二版)·第九分册[M].北京:化学工业出版社.2000,728,732.
    [17]周伯旭,孟宪纾.轮叶婆婆纳化学成分的研究[J].中国中药杂志,1992,17(1):35-36.
    [18]李康,贾英,杨芳芳,等.灯盏花的化学成分研究[J].沈阳药科大学学报,2001,18(4):266-267.
    [19]何磊,王友绍,王清吉,等.药用红树植物角果木化学成分研究[J].中国药学杂志,2006,41(5):341-343.
    [20]安宁,杨世林,邹忠梅,等.高良姜黄酮类化学成分的研究[J].中草药,2006,37(5):663-664.
    [21]刘翠泽,张沿军,于永方,等.黄芩茎叶化学成分的研究[J].承德医学院学报,1996.13(2):106-107.
    [22]Zhang Y Y,Guo Y Z,Ageta H,et al.Studies on the constituents of aeriaI parts of Scutellaria planipes[J].J Chin Pharma Sci,1998,7(2):100-103.
    [1]王欣,王强.杨属植物化学成分和药理作用的研究进展[J].天然产物研究和开发,1999,11(1),65-70.
    [2]陈佩东.杨属植物的化学成分和活性研究[D].南京:中国药科大学,2000:
    [3]郭伽,周立东.蜂胶的化学成份研究进展(综述)[J].中国养蜂,2000,51(3):22,33.
    [4]Mareucci M C.Propolis:Chemical composition,biological properties and therapeutic activity[J].Apidologie,1995,26:83-99.
    [5]Velikova M,Sorkun K,et al.Chemical composition and biological activity of propolis from Turkish and Bulgarian Origion[J].Mellibera,2001,(1):57-59.
    [6]Christov R,Trusheva B,Popova M,et al.Chemical composition of propolis from Canada,its antiradical activity and plant origin[J].Natural Product Research,2006,6(20):531-536.
    [7]Popova M,Bankova V,Naydensky C H,et al.Comparative study of the biological activity of propolis from different geographic origin:a statistical approach[J].Macedoniam Pharm Bull,2004,50:9-14.
    [8]王想想,周立东.蜂胶及其胶源植物的化学成分相关性研究综述[J].中药材,2007,30(4):487-492.
    [9]南垚,郭伽,郑莲香,周立东.蜂胶化学成分研究进展[J].世界科学技术-中医药现代化,2006,8(1):61-71.

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