[生物医药论文精品]红树植物老鼠簕的甾醇成分

红树植物老鼠簕的甾醇成分A1A0A3A2A3A2A5A4A6A7A8A9A10A11A12A13A14A15ACANTHUSILICIFOLIUSA16A17A18A19A20A21A22A23A22A23A22A24A25A26A27A28A29A30A31A32SEPHADEXLH20A33A28A30A31A32HPLCA34A35A36A37A30A31A38A39A40A20A41A42A17A17A43A44A45A46A47A48A31A49A47A50A51A17A52A49A53A54A55A56A57A21A58A59A24A60A61A62A63A64A65A66A67A68A20A41A69A54A709A71A17A43A44A72A73A744,22A75A763A77A78A79A80A45A81A82A744A763A77A78A83A80A45A73A744A763A77A78A84A80A45A73A744A4522A75A763A456A75A77A78A85A80A45A73A744A763A456A75A77A78A86A80A45A73A744A4522A75A766A87A883A77A78A89A80A456A87A88A73A744A763A77A78A90A80A453A87A88A73A745A767A77A78A91A80A453A87A88A73A745A4522A75A767A77A78A92A80A21A58A93A72A17A43A44A85A45A86A45A89A45A90A45A91A94A95A96A60A97A98A44A99A20A41A100A101A21A102A103A104A105A106A107A108A109A110A111A112A45A17A43A44A79A32A86A50A92A113A114A99A38A16A104A105A106A115A116A21A117A118A119A118A119A120A121A122A123A124A125A126A127A123A128A129A123A130A131A132A133A134STEROIDSFROMTHEMANGROVEPLANTACANTHUSILICIFOLIUSABSTRACTOBJECTIVETOSTUDYTHECHEMICALCONSTITUENTSOFACANTHUSILICIFOLIUSMETHODSSOMECOMPOUNDSWEREREPEATEDLYISOLATEDANDPURIFIEDONSILICAGEL,SEPHADEXLH20ANDHPLC,THEIRCHEMICALSTRUCTURESWEREELUCIDATEDBYSPECTRALEVIDENCE,PHYSICALANDCHEMICALANALYSISRESULTSNINECOMPOUNDS,NAMEDASSTIGMASTA4,22DIEN3ONEA135A136A137,CAMPEST4EN3ONEA135A138A137,STIGMASTA4EN3ONEA135A139A137A140STIGMASTA4,22DIENE3,6DIONEA135A141A137,STIGMASTA4DIENE3,6DIONEA135A142A137,STIGMASTA4,22DIENE6OL3ONEA135A143A137,6HYDROXYLSTIGMASTA4EN3ONEA135A144A137,3HYDROXYLSTIGMASTA5EN7ONA135A145A137,3HYDROXYLSTIGMASTA5,22DIEN7ONEA135A146A137,RESPECTIVELY,WEREOBTAINEDFROMTHEPETROLEUMETHERSOLUBLEPORTIONCONCLUSIONCOMPOUNDSIVVIIIAREREPORTEDFROMTHISPLANTFORTHEFIRSTTIMECOMPOUNDSI,VANDIXSHOWEDMODERATEACTIVITYAGAINSTSELECTEDTUMORCELLLINESKEYWORDSACANTHUSILICIFOLIUSCHEMICALCONSTITUENTSSTEROIDSCYTOTOXICACTIVITY红树植物老鼠簕ACANTHUSILICIFOLIUS,又名老鼠怕，软骨牡丹，是爵床科ACANTHACEAE老鼠簕属ACANTHUS植物。在我国主要分布于广西、广东、海南、台湾、福建和浙江等省海岸潮间带。以全株或根入药，全年可采，其味淡、性寒，主治淋巴肿大、急慢性肝炎、肝脾肿大等症。海南民间用老鼠簕消肿、解毒、止痛，治急性肝脾疼痛、胃痛、哮喘。广西民间运用其根治神经痛、腰肌劳损、祛痰等1。虽然老鼠簕的化学成分已有多篇文献报道2,3,4，但其药效物质基础仍不明确，且已有的化学成分研究也多集中在大极性部位。本文G45572006年7G7388采G14270海南的老鼠簕G11014G18267G6564G2474物的G11719G8845G18286部分，G17839G15904G1114G17751G13007G13491的化学成分研究，G1186中分G12175G18504G4462G11149G1022化G2524物，G2265G6336A147G16922G11026G16G23G15G3G21G21G16G1120G9923G802G22G16G18242G708G265G709，G21626G16294G11026G16G23G16G9923G16G22G16G18242G708G266G709，G16922G11026G16G23G16G9923G16G22G16G18242G708G267G709，G16922G11026G16G23，G21G21G16G1120G9923G16G22，G25G16G1120G18242G708G268G709，G16922G11026G16G23G16G9923G16G22，G25G16G1120G18242G708G269G709，G16922G11026G16G23，G21G21G16G1120G9923G16G25G163G16G13683基G16G22G16G18242G708G270G709，G25G163G16G13683基G16G16922G11026G16G23G16G9923G16G22G16G18242G708G271G709，G22G163G16G13683基G16G16922G11026G16G24G16G9923G16G26G16G18242G708G272G709，G22G163G16G13683基G16G16922G11026G16G24，G21G21G16G1120G9923G16G26G16G18242G708G273G709。其中，化G2524物G268G794G272G1038G20330G8437G1186G16825植物中分G12175G5483G2052。G1319G3818G13466G14002毒G12591G17885G4466G20576G15932明，化G2524物G265、G269和G273G1867有中等的G13466G14002毒G8975性。R2OR1IR1HIIIR1HIIR1HVIR1OHVIIR1OHIVR1R2VR1OR2HOROVIIIRIXRR2R2R2OR2R2A148A149A150A151A152A150A151A152A153A153A154A154A153A155A153A156A157A158A156A157FIG1STRUCTURESOFCOMPOUNDSIA159A1601仪器和材料X4G3423G7186G5506G10088G9869G1214G727G7097本JEOLJNMECP600G3423G7692G11925G1861G6403G1214G727SEPHADEXLH20和G4630G7524用G11801G14026分G2047G1038PHARMACIAG1856G2508和G19750G4719海G8927化G5049G2390G1147G2709。G5132用G16809G2070G11719G8845G18286、G8707G1235、G1005G18242、G1069G18252G1069G18243、G1120G8707G11014G9931、G11014G18267、G8503G981G18267G3355G1038国G1147分G7524G13443。G7186G14406G2070G72610H2SO4/ETOHV/VG727G20333G14621G18287G708G20333G1860G13044G726G11839G18252G726G1924G18271G1825212100G709老鼠簕植物2006年7G7388采G14270海南，G12193属G11013海南东G4540G9219红树G7531保护区钟才荣助理研究员G18504G4462。标本存放于中国海G8927大学医药学院天然药物化学一室。2提取和分离老鼠簕样G2709干重7KG，粉碎后G11014G18267冷浸G6564G24743G8437，减压浓缩至无G18267味，脱盐，G5483粗G6564物浸膏202G。将老鼠簕粗G6564物浸膏用适量水混悬，依G8437以等G1319积G11719G8845G18286、G1069G18252G1069G18243、G8503G981G18267萃G24743G8437，萃G2474液G2524并减压浓缩，G5483G2052G11719G8845G18286浸膏44G，G18271G18252G1069G18243浸膏98G，G8503G981G18267浸膏238G，水部分浸膏1145G。G11719G8845G18286部分浸膏44G经G11801G14026、SEPHADEXLH20、HPLC等G14406谱方法反复G4630G7524分G12175，G5483化G2524物G70882MGG709，G70881MGG709，G708123MGG709，G70865MGG709，G70836MGG709，G70881MGG709，G70890MGG709，G70869MGG709，G70842MGG709。3结构鉴定化G2524物G726无G14406针状结晶，LIEBERMANNBURCHARD反应呈阳性，10G11839G18252G7186棕G14406，G20333G14621G18287G7186黄G14406，MP115G794116。1HNMRCDCL3,600MHZ5721H,S,H4,5141H,DD,J51,88HZ,H22,5021H,DD,J151,88HZ,H23,2361H,M,H2A,2261H,M,H2B,2011H,M,H1A，1521H,M,H1B，1183H,S,H319，1013H,D,J66HZ,H321，0843H,D,J66HZ,H327，0803H,T,J74HZ,H329,0793H,D,J73HZ,H326,0723H,S,H318。其波谱数据与文献5G4557照基本一致，G18504G4462G1038G16922G110264,22G1120G99233G18242STIGMASTA4,22DIEN3ONE。化G2524物G726白G14406方晶G1005G18242，LIEBERMANNBURCHARD反应呈阳性，10G11839G18252G7186棕G14406，G20333G14621G18287G7186黄G14406，MP77G79480。1HNMRCDCL3,600MHZ0713H,S,H318,0783H,D,J65HZ,H328,080AND086EACH3H,D,J68HZ,H326ANDH327,0913H,D,J65HZ,H321,1183H,S,H319,5741H,S,H4。其波谱数据与文献6G4557照基本一致，G18504G4462G1038G21626G16294G110264G99233G18242G708CAMPEST4EN3ONEG709。化G2524物G726无G14406针晶G1005G18242，LIEBERMANNBURCHARD反应呈阳性，10G11839G18252G7186棕G14406，G20333G14621G18287G7186黄G14406，MP159G794161。1HNMRCDCL3,600MHZ0713H,S,H318,0813H,D,J65HZ,H326ORH327,0843H,D,J65HZ,H326ORH327,0853H,T,J65HZ,H329,0923H,D,J65HZ,H321,1183H,S,H319,5723H,S,H4。13CNMRCDCL3,125MHZ357C1,339C2,1997C3,1237C4,1717C5,329C6,320C7,356C8,538C9,386C10,210C11,396C12,424C13,559C14,241C15,281C16,560C17,119C18,174C19,361C20,188C21,340C22,261C23,458C24,291C25,198C26,190C27,230C28,119C29。其波谱数据与文献7G4557照基本一致，G18504G4462化G2524物G1038G16922G110264G99233G18242STIGMASTA4EN3ONE。化G2524物G726浅黄G14406晶G1319，LIEBERMANNBURCHARD反应呈阳性,MP134G794135，10G11839G18252G7186紫G14406，G20333G14621G18287G7186桃红G14406。1HNMR600MHZ,CDCL3,0743H,S,H318,0813H,T,J70HZ,H329,0803H,D,J65HZ,H326ORH327,0853H,D,J65HZ,H326ORH327,1043H,D,J69HZ,H321,1173H,S,H319,5041H,DD,J151,87HZ,H22,5151H,DD,J151,88HZ,H23,617S,1H,H4。以上数据与文献8G4557照一致，G18504G4462化G2524物G1038G16922G110264，22G1120G99233，6G1120G18242G708STIGMAST4,22DIENE3,6DIONEG709。化G2524物G726无G14406针晶G708G11719G8845G18286G709，MP168G794169，10G11839G18252G7186紫G14406，G20333G14621G18287G7186桃红G14406，LIEBERMANNBURCHARDG7186阳性。1HNMR600MHZ,CDCL3,0723H,S,H318,0823H,D,J70HZ,H326ORH327,0843H,D,J68HZ,H326ORH327,0853H,D,J73HZ,H329,0943H,D,J70HZ,H321,1173H,S,H319,6171H,S,H4。13CNMRCDCL3,125MHZ359C1,340C2,1995C3,1255C4,1611C5,2023C6,469C7,343C8,511C9,399C10,210C11,392CL2,426C13,566C14,241C15,281C16,560C17,120C18,179C19,361C20,188C21,339C22,262C23,459C24,293C25,199C26,191C28,124C29。以上数据与文献9G4557照一致，G18504G4462化G2524物G1038G16922G110264G99233，6G1120G18242G708STIGMAST4DIENE3,6DIONEG709。化G2524物G726白G14406粉末，MP175G794176，10G11839G18252G7186黄G14406，G20333G14621G18287G7186黄G14406。1HNMRCDCL3,600MHZ0763H,S,H318,0803H,D,J64HZ,H326ORH327,0853H,D,J64HZ,H326ORH327,0813H,T,J69HZ,H329,1033H,D,J64HZ,H321,1383H,S,H319,4351H,T,J27HZ,H6,5031H,DD,J150AND87HZ,H22,5151H,DD,J150AND88HZ,H23,5821H,S,H4。13CNMRCDCL3,125MHZ372C1,343C2,2004C3,1264C4,1684C5,734C6,386C7,298C8,537C9,380C10,210C11,397CL2,426C13,559C14,242C15,282C16,561C17,120C18,195C19,362C20,188C21,1381C22,1295C23,512C24,292C25,198C26,231C28,120C29。以上数据与文献8G4557照一致，G18504G4462化G2524物G1038G16922G110264，22G1120G9923G16G25G163G16G13683基3G18242G708STIGMAST4,22DIENE6OL3ONEG709。化G2524物G726白G14406粉末，MP203G794205，10G11839G18252G7186黄G14406，G20333G14621G18287G7186黄G14406。1HNMR600MHZ,CDCL30743H,S,H318,0813H,D,J69HZ,H326ORH327,0853H,D,J69HZ,H326ORH327,0843H,T,J73HZ,H318,0923H,D,J64HZ,H321,1383H,S,H319,4361H,T,J27HZ,H6,5821H,S,H4。以上数据与文献10G4557照一致，G18504G4462G1038G25G163G16G13683基G16G16922G11026G16G23G16G9923G16G22G16G18242G7086HYDROXYSTIGMAST4EN3ONEG709。化G2524物G726白G14406无G4462形粉末，10G11839G18252G7186紫G14406，G20333G14621G18287G7186紫红G14406。1HNMR600MHZ,CDCL30703H,S,H318,0803H,T,J73HZ,H329,0853H,D,J65HZ,H326,0923H,D,J65HZ,H327,1023H,D,J64HZ,H321,1203H,S,H319,3671H,M,H3,517,502EACH1H,DD,J160,80HZ,H22,H23,5691H,S,H6。以上波谱数据与文献11报道一致,G18504G4462G10383G13683基G16922G110265G99237G18242G7083HYDROXYSTIGMASTA5EN7ONEG709。化G2524物G726白G14406无G4462形粉末，10G11839G18252G7186紫G14406，G20333G14621G18287G7186紫红G14406，MP139G794141。1HNMR600MHZ,CDCL30683H,S,H318,0813H,D,J64HZ,H326ORH327,0833H,D,J64HZ,H326ORH327,0853H,T,J74HZ,H329,0923H,D,J64HZ,H321,1203H,S,H319,3671H,M,H3,5691H,S,H6。以上波谱数据与文献12报道一致,G18504G4462G1038G22G163G16G13683基G16G16922G11026G16G24，G21G21G16G1120G9923G16G26G16G18242G7083HYDROXYSTIGMASTA5,22DIEN7ONEG709。4细胞毒活性筛选采用MTT法13，G4557老鼠簕粗G6564物、G11719G8845G18286部位和化G2524物IG794IXG17839G15904G1114所G17885择肿瘤G13466G14002株P388人白血病G13466G14002株和BEL7402人肝癌G13466G14002株G13466G14002毒G8975性G16809G20576，结果G7186示G726老鼠簕粗G6564物、G11719G8845G18286部位和化G2524物I、V和IXG7186示有意义的G13466G14002毒G8975性G708表1，表2G709。A1611A162A163A164A165A166A167A168A169A170P388A171A172A173A174A175A176TAB1THEINHIBITIONRATIOANDODVALUESOFCOMPOUNDSA165,ANDA167AGAINSTPA169388CELLLINEA177A178A179A180A178A179A181A182A183G/MLA18411050ODA185A186A187A188A186A187ODA185A186A187A188A186A187ODA185A186A187A188A186A187A189A190A19103700301800049080230013732A192A193A194A195A196021001410801900148530250003015A19708200691705600338100550083821A198064007249706200726580660022183A19909300531609500358700200110197A2002A201A202A203A204A205A206A207A208A209A204A210A211A203A212A204A213A214A215A216BEL7402A217A218A219A220A221A222TAB2THEINHIBITIONRATIOANDODVALUESOFCOMPOUNDSA212,A213ANDA215AGAINSTBEL7402CELLLINEA223A224A225A226A224A225A227A228A229G/MLA23011050ODA231A232A233A234A232A233ODA231A232A233A234A232A233ODA231A232A233A234A232A233A235A236A237061007202105400528890580062363A238A239A240A241A24207100569305000833760430044283A24307800458106700720100540053464A244068003501070003239072007173A2450850071640800093560630062431REFERENCES1HUOCH,LINGH,ZHAOYY,ETALPROGRESSINTHERESEARCHONCONSTITUENTSANDPHARMACOLOGICACTIVITIESOFACANTHUSJCHINJMARDRUGSG708中国海G8927药物G709,2004,339442HUOCH,WANGB,LINWH,ETALBENZOXAZINONESFROMACANTHUSILICIFOLIUSJBIOCHEMICALSYSTEMATI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