铁钉菜(Ishige okamurae)抗菌和抑藻活性物质的研究
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摘要
本研究以褐藻门的铁钉菜(Ishige okamurae)为实验材料,经由乙醇、乙醚溶剂浸提,得到提取物浸膏,再通过石油醚、氯仿、乙酸乙酯、正丁醇分级萃取,针对不同萃取相选择运用硅胶柱层析、硅胶薄层层析、大孔树脂层析以及Sephadex-LH20凝胶层析等分离手段,分离得到了铁钉菜数个组分。通过生物活性跟踪实验,从中发现了一些具有较好抗生活性的组分,其中组分IS3.1、IS4具有抑藻活性,其对球形棕囊藻的抑制效果最好,72h的EC_(50)分别达到51.5mg/L和59.3mg/L;氯仿相的Rf0.79条带其具有较强的细菌抑制活性,GC-MS分析发现其主要活性成份可能为(2,2-二甲基-3-甲基磺酰氧基丙基)-4-(-2-甲基-3-环己酮)丁酸;此外,铁钉菜正丁醇萃取相的大孔树脂30%-50%乙醇洗脱物对植物致病真菌的菌丝生长显示出较好的抑制活性。
In this study, the Ishige okamurae were extracted by ethanol and ether to getcrude estracts. Crude extracts were extracted in turn with the petroleum ether, chloroform,ethyl acetate, n-butanol to get different extractive fractions. The different extractivefractions were isolation and purification by appropriate way, for example the silica gelcolumn chromatography, thin layer chromatography, macroporous-resin chromatographyand the Sephadex-LH20 gel chromatography. Several components were got from theextractive fractions. These components were tested for their antibiotic activities againstsome fungi, bacteria and algae, eventually some antibiotic components were found. Thecomponent IS3.1 and IS4 showed strong resistance to the growth of alage, which the 72hEC_(50) to globosa respectively up to 51.5mg/L and 59.3mg/L; The Rf0.79 TLC fractionfrom chloroform extract has strong inhibitory activity to bacteria, GC-MS analysisshowed that the main active ingredient of Rf0.79 fraction as possible is(2,2-dimethyl-3-methylsulfonyloxypropyl)-4-(2-methyl-3-oxocyclohexyl)butanoate; The n-butanol extractof Ishige okamurae Yendo was chromatography in macroporous resin and the 30%-50%ethanol eluate showed good inhibitory activity to the growth of some plant pathogenicfungi hypha.
引文
[1]Ohto K,W ratten A.Laurintero from red alga L.Okanouri.Phytochen,1977,16:1062
    [2]TsuruoT,O h-haraT,Lida H,et al.Rhizoxin,a macrocyclic lactone antibiotic,as a new antitumor agent against human and murine tumor cells and their vincristine-resistant sublines.Cancer Res,1986,46:381
    [3]Kobayashi H,Namikoshi M,Yoshimoto T,et al.A screening method for antimitotic and antifungal substances using conidia of Pyricularia oryzae,modification and application to tropical marine fungi.J Antibiotics,1996,49(9):87 3
    [4]Takahashi M,Iwasaki S,Kobayashi H,et al.Studies on macrocyclic lactone antibiotics X1.Antimitotic and anti-tubulin activity of new antitumor antibiotics,rhizoxin and its homologues.JA ntibiotics,19 87,40:66
    [5]吕惠敏,张侃.海藻的利用与开发.食品科技,1998,6:29-30
    [6]苏普.海藻有效成分的研究与开发[J].药物生物技术.1998 5(1):60-64
    [7]Hu K,Dong AJ,Yao XS,et al.Antineoplastic agents I.Three spirostanol glycosides from rhizomes of Dioscorea collettii var.hypoglauca.P lanta Med,1996,62:573
    [8]胡柯.The bioassay of traditional Chinese herbal medicines against Pyricularia oryza.沈阳药科大学博士学位论文.1998:1-7
    [9]张翼,李晓明,王斌贵等.海藻生物活性物质研究的回顾与展望[J].世界科技研究与发展.2005,27(5):58
    [10]陈灼华,郑怡,庄惠如.10种红藻和褐藻抗细菌抗真菌活性的研究.福建师范大学学报(自然科学版),1994,10(4):75-79
    [11]师然新,徐祖洪.青岛沿海九种海藻的类脂及酚类抗菌活性的研究.中国海洋药物,1997,16(4):16-19
    [12]徐年军,范晓,韩丽君.海藻乙醇提取物抗菌活性的研究.海洋与湖沼,2002,33(3):265-270
    [13]Vairappan CS.Kawamoto T.Miwa H.et al.Potent antibacterial activity of halogenated compounds against antibiotic-resistant bacteria.Planta Med.2004. 70(11):1087-1090.
    [14]Charles S.Vairappan.Potent antibacterial activity of halogenated metabolites from Malaysian red algae,Laurencia majuscula(Rhodomelaceae,Ceramiales)Biomolecuiar E ngineering,2003,20,255-259.
    [15]Albertus J.S.Medicinal and pharmaceutical uses of seaweed natural products:A review.Journal of Applied Phycology.2004,16:245-262
    [16]Kjelleberg S,Steinberg P.Surface warfare in the sea.Microbiology Today,2001,28:134-135
    [17]Ohto K,Wratten A.Laurintero from red alga L.Okanouri.Phytochen,1977,16:1062
    [18]Suzuk Metal.Laurintero from red alga L.Nidificayamada.Bull chem Soc Japan,1979,52:3 352
    [19]杨小强.新一代活性饲料一大型海藻饲料[J].饲料研究,2000,1:22.
    [20]Martinez-Nadal NG,Rodriguez LV,Casillas C.Sarganin and chonalgin,new antiotic substances from marine algae from Puerto Rico[J].Antimicrob Agents Chemother,1964:68.
    [21]PuntipWisespongpand,Masayuki Kuniyoshi.Bioactive phloroglucinols from the bro wn alga Zonaria diesingiana.Journal of Applied Phycology,2003,15:22 5-228.
    [22]徐秀丽,范晓,宋福行,等.褐藻小粘膜藻中的溴酚化合物[J].中国中药杂志2005,30(1):39.
    [23]Nianjun Xu,et al,.Antibacterial bromophenols from the marine red alga Rhodome confervoides[J].Phytochemistry,2003,62:1221-1224.
    [24]苏镜娱等.海藻中的细胞毒活性及抗菌成分.天然产物研究与开发.1996,8(4):80-89
    [25]Manuel Norte,Fernandez J J,Souto M L.New polyether squalene derivatives from laurencia.Tctrahcdron,1997,53:4 649
    [26]Melany P.Puglisi,Lik Tong Tan,Paul R.Jensen,et al.Capisterones A and B from the tropical green alga Penicillus capitatus:unexpected anti-fungal defenses targeting the marine pathogen Lindra thallasiae.Tetrahedron,2004,60:7035-7039.
    [27]Donald,Paul V J,Capon P,et al.Monoterpenoids from red alga P.artillagineum.Tetrahedron.1979,35,(10):1 261
    [28]汪秋安,刘吉开.药用天然产物化学研究现状及发展.大自然探索.1998,17(64):63-66
    [29]林文翰.海洋天然活性产物[M].化学工业出版社.2006.
    [30]Rosell,K.G,Srivastaval,L.M.,Fatty acids as antimicrobial substances in brown algae.12th.Int.Seaweed Simposiom,1987,151:471-475.
    [31]Partt R.et al.science,1944,99,351-352.
    [32]Nagwa E.Awad.Biologically Active Steroid from the Green Alga Ulva lactuca.Phytotherapy research,2000,14:641-643.
    [33]Salvatore De Rosaa,Zornitsa Kamenarskab,Vassya Bankovab,et al.Chemical Composition and Biological Activities of the Black Sea Algae.Polysiphonia denudata(Dillw.) Kutz.and Polysiphonia denudata f.fragilis(Sperk) Woronich.Z.Naturforsch,2001,56:1008-1014.
    [34]董定绵编译.海洋生物的生理活性物质.北京:海洋出版社,1984.
    [35]顾谦群.海洋毒素的研究进展.中国海洋药物,1995,55:28
    [36]Surksik Moon,Jiantu Chen,Richard E,et al.Calophycin,a fungicidal cyclic decapetid fromtenestrial blue-green alga calothrix fusca.J O C,1992,57(4):1097
    [37]Alvarado A B.New compound from D.Dichotoma.J Nat Prod,1985,48:132
    [38]王悠,俞志明等.大型海藻与赤潮微藻以及赤湖微藻之间的相互作用研究[J],环境科学,2006,27(6):275
    [39]Fitzgerald G P.Some factors in the competition of antagonismamong bacteria,algae,and aquatic weeds[J].Journal ofPhycology,1969,5:351-359.
    [40]Anderson D M.Turning back the harmful red tide[J].Nature,1997,388:513-514.
    [41]Hogetsu K,Okanishi R.Studies on the antagonistic relationship between phytoplankton and rooted aquatic plants[J].Japanese Journal of Limnology,1960,21:124-130.
    [42]杨善元,俞子文,孙文浩,等.风眼莲根系中抑藻物质分离与鉴定[J].植物生理学报,1992,18(4):399-402
    [43]M.-H.Park,M.-S.HanGrowth inhibition of bloom-forming cyanobacterium Micrgcystis aeruginosa by rice straw extract[J],Letters in Applied Microbiology,2006(4):307-312
    [44]李锋民,胡洪营.芦苇抑藻化感物质的分离及其抑制蛋白核小球藻效果研究[J].环境科学,2004,25(5):89-92
    [45]叶居新,何池全,陈少风.石菖蒲的克藻效应[J].植物生态学报,1999,23(4):379-384.
    [46]南春容,张海智,孔石莼水溶性抽提液抑制3种海洋赤潮藻的生长[J],环境科学学报,2004,24(4):702-706
    [47]王仁君,唐学玺,等.鼠尾藻对赤潮异弯藻和中肋骨条藻的抑制作用[J],应用生态学报,2006,17(12):2421-2425
    [48]Kakisawa,H,Asari,F,Kusumi,T,Toma,T,Sakurai,T,Oohusa,T,Hara,Y,and Chihara,M,An allelopathic fatty acid from the brown alga Cladosiphon okamuranus.Phytochemistry,27,731-735(1988).
    [49]Suzuki,Y,Takabayashi,T.,Kawaguchi,T,and Matsunaga,K,Isolation of an altelopathic substance from the crustose coralline algae,Lithophyllum spp.,and its effect on the brown alga,Laminaria religiosa Miyabe(Phaeophyta)[J].Exp.Mar.Biol.Ecol,225,69-77(1998).
    [50]Jeong,J.H,Jin,H.J,Sohn,C.H,Sub,K.H,and Hong,Y.K,Algicidal activity of the seaweed Corallina pilultfera against red tide microalgae.[J].Appl.Phycol.,12,3743(2000).
    [51]Jin,Q,and Dong,S,Comparative studies on the alleloltathic effects of two different strains of Ulva pertusa on Heterosigma akashiwo and Alexandrium tamarense[J].Exp.Mar.Biol.Ecol,293,41-55(2003).
    [52]Chiang,I.Z.,Huang,W.Y.,and Wu,J.T.,Allelochemicals of Botryococcus hraunii (Chlorophyceae)[J].Phycol,40,474480(2004).
    [53]Mochammad amin Alamsjah,Shotaro Hirao,et al.Isolation and Structure Determination of Alagicdal Compounds from Ulva fasciata[j].Biosci.Biotechnol.Biochnem,2005,69(11):2186-2192
    [54]Mochammad Amin ALAMSJAH,Keiko ISHIBE,et al.Selective Toxic Effects of Polyunsaturated Fatty Acids Derived from Ulva fasciata on Red Tide Phyotoplankter Species[J].Biosci.Biotechnol.Biochem.,2007,71(1),265-268.
    [55]冯艳菊,王林,等.天然产物特殊分离技术的研究进展[J].应用化工.2006,35(7):545-553.
    [56]谭天伟,天然产物分离新技术.化工进展,2003,7:665-668.
    [57]陈尚钎,刘诚,等.天然产物中活性成分提取分离及分析技术[J].江西林业科技.2005,3:32-36
    [58]戴好富,梅文莉.天然产物现在分离技术[M].中国农业大学出版社,2006.
    [59]卢艳花.中药有效成分提取分离技术[M].化学工业出版社,2005.
    [60]金敬宏,孙晓明,吴素玲,等.超临界二氧化碳萃取技术在花椒麻味成分分离中的应用研究[J],中国野生植物资源,2003,22(5):12-14.
    [61]何春茂,等.用超临界CO2提取青蒿素的研究.中草药,1999,7(30):497
    [62]萧效良,等.超临界CO2萃取技术提取中药有效成分.化工进展.2001,20(5):7
    [63]李箐,等.SPE萃取当归挥发油的研究.中药材.1996,19(4):187
    [64]Ito Y.High-speed Countercurrent Chromatography[J].CRC Crit.Rev.Anal.Chem.1986,17:65.
    [65]张天佑.逆流色谱技术[M].北京:北京科学技术出版社,1993.
    [66]戴德舜等.高速逆流色谱研究进展[J].分析化学,2001,29(5):586-591.
    [67]曹学丽(Cao XL).高速逆流色谱分离技术及应用[M].北京:化学工业出版社,2005.
    [68]刘迪,陈雪峰.高速逆流色谱技术应用现状[J].食品安全与检测.2006,22(2):98-101
    [69]李爱峰,刘宁宁,柳仁民.高速逆流色谱原理及其在天然产物化学成分分离中的应用研究进展[J].理化检验-化学分册,2008,44(5):481-489
    [70]陈建华等.高速逆流色谱技术制备石杉碱甲单体[J].高速逆流色谱应用文献集,2006,159-164.
    [71]陆向红,王定海,计建炳,等.高速逆流色谱法分离茶叶中咖啡因和茶碱[J].中草药,2005,36(10):1492-1494.
    [72]金艳,沈平姨,张继全,等.高速逆流色谱法分离纯化浙贝母中贝母素甲、贝母素乙[J].重要研究与信息,2005,12(7):13-15.
    [73]洪波,司云珊,赵宏峰,等.高速逆流色谱法分离附子中的15廿羟基新乌碱[J].吉 林农业大学学报,2004,26(1):57-58.
    [74]颜继忠,褚建军,金洁.高速逆流色谱法分离黄柏中的小檗碱和巴马亭[J].浙江工业大学学报,2004,32(4):415-417.
    [75]颜继忠,褚建军,徐聪,等.高速逆流色谱法分离金果榄中巴马亭[J].理化检验·化学分册,2004,40(8):450-451.
    [76]王新宏,范广平,安睿,等.苦参生物碱的高速逆流色谱法制备研究-色谱参数和仪器参数的最佳化[J].中草药,2000,31(11):816-818.
    [77]宇敏,袁黎明,刘频,等.高速逆流色谱法分离青叶胆中的生物碱[J].林产化学与工业,2002,22(1):74-75.
    [78]赵凯,周东坡.抗癌药物紫杉醇的提取与分离纯化技术[J].生物技术通讯,2004,15(3):309-3 12.
    [79]蔡定国,缪平,顾明娟.高速逆流色谱法从银杏叶分离异鼠李素、山奈酚和槲皮素对照品[J].中药新药与临床药理,1999,10(1):44-45.
    [80]陈四平等.应用高速逆流色谱分离黄芪茎叶中黄酮类化合物[J].承德医学院学报,2002,19(4):328.
    [81]余佳红等.高速逆流色谱分离制各白果内酯[J].中国新药杂志.2000.9(6):392-394.
    [82]王巧娥,王小如,曹建敏,等.高速逆流色谱法分离纯化甘草查尔酮甲和胀果香豆素甲[J].现代中药研究与实践,2004,18(增刊):53-56.
    [83]张友胜,林淑英,宁正祥,等.高速逆流色谱法纯化二氢杨梅素[J].天然产物研究与开发,2003,15(5):426-427.
    [84]徐渊金,杜琪珍.花色苷分离鉴定方法及其生物活性[J],食品与发酵工业,2006,32(3):68.
    [85]陈雷,杨福全,张天佑.虎杖中白藜芦醇和白藜芦醇甙的高速逆流色谱法分离提纯及其分析[J].分析测试学报,2000,19(4):60-62.
    [86]黄海滨,成莉,等.近十年高速逆流色谱法在中药分离制备方面的应用概况[J].广西中医学院学报.2006,9(4):85-87
    [87]B Diallo,et al.Direct coupling of high-speed countercurrent chromatography to thin-layerchromatography[J].J Chromatogr A.1991,558:446.
    [88]袁黎明等.高速逆流色谱在植物有效成分分离中的应用[J].药物分析杂志,1998, 18(1):60-63.
    [89]Ha Y W,Lim S S,Ha I J,et al.Journal of Chromatography[J],2007,1151(1/2):7-44.
    [90]郭辉.高速逆流色谱技术在药物和天然产物分离中的应用.海峡药学,2007,19(3):95-98
    [91]Hichman K C D.Hish.vacum short-path distillation-A review laboratories of distilation products[M].New York:Rochester Inc,1943.
    [92]冯武文.一种新型分离技术一分子蒸馏技术[J].化工生产与技术,2000,7(4):6-9.
    [93]陈志刚,李月兰.分子蒸馏技术研究进展.广东化工.2007,34(8):48-52
    [94]黄敏,刘杰凤,周如金等.分子蒸馏新技术在天然香料分离中的应用.化工进展,2006,25(3):340
    [95]张忠义,雷正杰,王鹏等.超临界co_2萃取-分子蒸馏对大蒜化学成分的提取与分离.分析测试学报,2002,21(1):65
    [96]杨平.分子蒸馏技术的应用与研究进展[J].闽江学院学报,2007,28(2):88-93
    [97]陈灼华,郑怡,庄惠如.福建30种海藻抗细菌活性的筛选[J].武夷科学,1992,9(12):363-367.
    [98]林雄平,郑怡,陈晓清.三种褐藻乙醇提取物抗动植物病原菌活性[J].福建师范大学学报(自然科学版),2005,21(1):112-116.
    [100]刘振宇,谢荔岩,吴祖建,林奇英,谢联辉.海藻蛋白质提取物对香蕉炭疽菌的抑制作用[J].福建农林大学学报,2006(35):21-23.
    [101]杨尚军,吴知行.铁钉菜化学成分的研究[J].中草药,1996,27(8):460-461
    [102]欧阳桐娇,郑怡,等.铁钉菜乙醇提取物对真菌生长的影响[J].江西农业学报2007,19(11):70-72
    [103]龚丽芬,龚文贤.超声波协同热水提取铁钉菜多糖的研究[J].氨基酸和生物资源,2006,28(4):11-13
    [104]郑怡,余萍,刘燕如.3种海藻凝聚素组分及糖抑制作用的初步研究[J].植物资源与环境学报,2002,4:19-21.
    [105]陈国强.一种褐藻-铁钉菜(Ishige okamurae)凝集素的研究.福建师范大学硕士学位论文.2008.
    [106]汤海峰,易杨华,姚新生.褐藻铁钉菜的甾醇成分[J].中国海洋药物,2002(1):1-4.
    [107]汤海峰,易杨华,姚新生.铁钉菜化学成分的研究(3)[J].中国药物杂志,2002,27(4):269-273.
    [108]Shigeru Araki,Takemaro Sakurai.et al.Distribution of Diacylglycerylhydroxy methyltrimethyl--alanine(DGTA) and Phosphatidylcholine in Brown Algae
    [109]FURUKAWA SHIN'ICHI,MORISHIMA MIYUKI,FUJIKAWA TATSUO.Anticoagulant Activities of Fucoidans from Several Brown Seaweeds.Accession[J].Bulletin of Hijiyama University Junior College.1999:(34):81-87.
    [110]Moon-Moo Kim,Niranjan Rajapakse,Se-Kwon Kim.Anti-inflammatory effect of Ishige okamurae ethanolic extract via inhibition of NF-B transcription factor in RAW 264.7 cells.Phytother.Res.2008 Dec 31.
    [111]沈萍,范秀容,李广武.微生物实验:第三版.北京:高等教育出版社,1999.214-215.
    [112]刘玉荣,杨维东,刘洁生.桉木粉及其粗提物对几种常见赤潮藻生长的影响[J].暨南大学学报(自然科学版),2007,5(28):509
    [113]Rao P PS.Rao PS,Karmarkar S Antibacterial subtances from brown alage.Bot.Mar.1986,29:503-507.
    [114]Caecarnese S,ToscanaR M,Furnari G et al.Andmicmbial activities of red and brown algae from Southern italy coast.Bot.Mar.1985,28:505-507.
    [115]pesando D,Caram R.Screening of marine algae from the French Mediterranean Coast for antibacterial and antifungal activity.Bot.Mar.1984,27:381-386.
    [116]Richen.J L.Borowizka M A.Antimicrobial activity from marine algae.Results of a large scale screening programe,Hydrobiologia,1984.22:158-167
    [117]Hodgson L M.Antimicrobial and antineoplastic activity in some south Florida seaweeds.Bot.Mar,1984,27:387-390.
    [118]张珩,杨维东,高洁,刘洁生.二氧化氯对球形棕囊藻的抑制和杀灭作用[J].应用生态学报.2003,14(7):1173-1176
    [119]叶林超,叶均安,徐国忠.碳酸氢铵等不同氮源对小球藻生长的影响[J].水产科学,2007,26(6):319-322.
    [120]生秀梅,熊丽等。两种新型农药对斜生栅藻的毒性研究[J].武汉植物学研究.2004,22(2):153-157.
    [121]洪华嫦,周海云,蓝崇钰.五氯酚对斜生栅藻的毒性效应研究[J].环境科学研究.2003,16(6):23-25
    [122]许瑞波,刘玮炜,王明等.角鲨烯的制备及应用进展[J].山东医药.2005,45(35):69-70
    [123]Feng-Min Li,Hong-Ying Hu.Isolation and Characterization of a Novel Antialgal Allelochemical from Phragmites communis.APPLIED AND ENVIRONMENTAL MICROBIOLOGY,Nov.2005,71(11):6545-6553
    [124]陈济安,邱志群,舒为群等.我国水环境中邻苯二甲酸酯污染现状及其生物降解研究进展.癌变畸变突变.2007,19(3):212-214
    [125]Hellio C.,De La Broise D.,Dnfodde L.,et al.Inhibition of marine bacteria by extracts of macroalgae Potential use for environmentally friendly antifouling paints.Marine environmental research,2001,52:231-247.
    [126]孟庆显.海水养殖动物病害学[M].北京:中国农业出版社,1994:49-156
    [127]殷帅文,何旭梅,郎锋祥.刺松藻抑菌活性成分初步研究[J].井冈山学院学报(自然科学).2007,28(8):45-46
    [128]李凌绪.海藻提取物的制备与抗病活性.福建农林大学硕士学位论文.2004,39-41
    [129]Robles Centeno,PO,Ballantine DL.Effects of culture conditions on production of antibiotically active metabolites by the marine algae Spyridea filamentosal.Light[J].J.Appl.phycol.1999,11:217- 224.
    [130]K.Arun Kumar,R.Rengasamy.Antibacterial Activities of Seaweed Extracts/Fractions Obtained through a TLC Profile against Phytopathogenic Bacterium Xanthomonas oryzae pv.Oryzae[J].Botanica Marina,2000,43:417-421.
    [131]C.Zamora Tovar~a.D.L.Ballantine~b.Multiple Antimicrobial Activities of the Marine Alga Spyridia filamentosa(Ceramiaceae,Rhodophyta)[J].Botanica Marina.2000,43:233-238
    [132]张宇燕,杨洁红,万海同等.大孔吸附树脂提取纯化甘草有效部位研究[J]。中国现代中药.2008,110(16):29-33
    [133]杨秀伟,郭杰.浙江七叶树种子中三萜皂苷成分的分离和鉴定[J].中国新药杂志.2007,16(17):1373-1375
    [134]黎海彬,李小梅.大孔吸附树脂及其在天然产物研究中的应用[J].广东化工.2005,3:22-25

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