大叶山楝根的化学成分及细胞毒活性研究
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摘要
该研究从大叶山楝根95%乙醇提取物的乙酸乙酯萃取物中分离得到10个化合物,经波谱解析分别鉴定为schleicheol 2(1),β-扶桑甾醇(2),fregenedadiol(3),异巴西红厚壳素(4),丁香酯素(5),表丁香酯素(6),graminone A(7),sylvatesmin(8),Z-6-十九烯酸甲酯(9),棕榈酸(10)。其中,化合物1-4、化合物7-9为首次从山楝属植物中分离得到。细胞毒活性测试结果表明,化合物1和化合物2对人胃癌细胞SGC-7901生长具有一定的抑制活性。
Aphanamixis grandifolia belongs to genus Aphanamixis of family Meliaceae. We made the experiment to clarify the constituents from the roots of A. grandifolia in this paper. The chemical constituents were isolated by silica gel,Sephadex LH-20 column chromatographic methods. The structures were identified by spectral analysis and comparing with the previously reported literatures. The results showed that ten compounds were isolated from the ethyl acetate of ethanol extract from A. grandifolia and identified respectively as schleicheol( 1),β-rosasterol( 2),fregenedadiol( 3),isojacareubin( 4),syringaresinol( 5),episyringaresinol( 6),graminone A( 7),sylvatesmin( 8),methyl-Z-6-nonadecenoate( 9),ralmitic acid( 10). The compounds 1-4,7-9 were obtained from A. grandifolia for the first time. The results of cytotoxic activity showed that compounds 1 and 2 had certain inhibitory activity on the growth of human gastric cancer cell SGC-7901.
Aphanamixis grandifolia belongs to genus Aphanamixis of family Meliaceae. We made the experiment to clarify the constituents from the roots of A. grandifolia in this paper. The chemical constituents were isolated by silica gel,Sephadex LH-20 column chromatographic methods. The structures were identified by spectral analysis and comparing with the previously reported literatures. The results showed that ten compounds were isolated from the ethyl acetate of ethanol extract from A. grandifolia and identified respectively as schleicheol( 1),β-rosasterol( 2),fregenedadiol( 3),isojacareubin( 4),syringaresinol( 5),episyringaresinol( 6),graminone A( 7),sylvatesmin( 8),methyl-Z-6-nonadecenoate( 9),ralmitic acid( 10). The compounds 1-4,7-9 were obtained from A. grandifolia for the first time. The results of cytotoxic activity showed that compounds 1 and 2 had certain inhibitory activity on the growth of human gastric cancer cell SGC-7901.
引文
CONG Y,WANG Y,WANG TX,et al,2011.Chemical constituents from the stem of Mahonia bealei(Fort.)Carr.[J].Chin Trad Pat Med,33(6):1008-1010.[丛悦,王艳,王天晓,等,2011.功劳木的化学成分研究[J].中成药,33(6):1008-1010.]
JIN YY,2006.Study on the chemical constituents of Hypericum japonicum[D].Hangzhou:Zhejiang University:1-57.[金媛媛,2006.田基黄的化学成分研究[D].杭州:浙江大学:1-57.]
LIU RH,CHEN SS,RENG,et al,2013.Phenolic compounds from roots of Imperata cylindrica var.major[J].Chin Herb Med,5(3):240-243.
MARCOS IS,JORGE A,DIEZ D,et al,1996.Isofregenedadiol:a novel diterpenic diol from Halimium viscosum[J].Phytochemistry,41(4):1155-1157.
MISHRA PM,SREE A,2009.Chemical investigation and antibacterial study of hexane extract of leaves of Finlaysonia obovate[J].Chem Nat Compd,45(1):129-131.
MOSMANN T,1983.Rapid colorimetric assay for cellular growth and survival:application to proliferation and cytotoxicity assays[J].J Imm Methods,65(1-2):55-63.
PENG S,HAN LF,LIU EW,et al,2012.Isolation and identification of chemical consituents from the leaves of Nelumbo nucifera Gaertn[J].J Shenyang Pharm Univ,29(7):519-524.[彭双,韩立峰,刘二伟,等,2012.荷叶中化学成分的分离与鉴定[J].沈阳药科大学学报,29(7):519-524.]
PETTIT GR,NUMATA A,CRAGG GM,et al,2000.Isolation and structures of schleicherastatins 1-7 and schleicheols 1and 2 from the teak forest medicinal tree Schleichera oleosa[J].J Nat Prod,63(1):72-78.
REN BR,XIA B,LI WL,et al,2009.Chemical constituents of Stenoloma chusanum(II)[J].Chin Trad Herb Drugs,40(Suppl):104-106.[任冰如,夏冰,李维林,等,2009.乌韭的化学成分研究(Ⅱ)[J].中草药,40(增刊):104-106.]
WANG DM,ZHANG JF,LI DW,2010.Hydrophobic constituents of Polygonatum odoratum rhizome from the Qinling mountains and their antisepsis activity[J].J Wuhan Bot Res,28(5):644-647.[王冬梅,张京芳,李登武,2010.秦岭地区玉竹根茎的脂溶性成分及其抑菌活性研究[J].武汉植物学研究,28(5):644-647.]
WU J,WANG H,LI XN,et al,2011.Study on cytotoxic chemical constituents in Areca catechu[J].J Henan Univ(Nat Sci Ed),41(5):511-514.[吴娇,王辉,李小娜,等,2011.槟榔果实中的细胞毒活性成分研究[J].河南大学学报(自然科学版),41(5):511-514.]
WU QL,WANG SP,DU LJ,et al,1998.Xanthones from Hypericum japonicum and H.henryi[J].Phytochemistry,49(5):1395-1402.
WU SH,SHEN YM,CHEN YW,et al,2008.Studies on chemical constituents from stem bark of Trewia nudiflora[J].Chin J Chin Mat Med,33(13):1566-1568.[吴少华,沈月毛,陈有为,等,2008.滑桃树茎皮的化学成分研究[J].中国中药杂志,33(13):1566-1568.]
YU Y,GAO H,DAI Y,et al,2010.A newlignin from Gardenia jasminoides[J].Chin Trad Herb Drugs,41(4):509-514.[于洋,高昊,戴毅,等,2010.栀子中的木脂素类成分研究[J].中草药,41(4):509-514.]
ZENG LM,LI FY,SU JY,et al,1990.Studies on the chemical constituents of Gracilaria astatica[J].J Sun Yatsen Univ(Nat Sci Ed)(Suppl 22),9(3):93-98.[曾陇梅,李凤英,苏镜娱,等,1990.真江蓠化学成分的研究[J].中山大学学报(自然科学版)(论丛22),9(3):93-98.]
ZHANG H,2008.Studies on the chemical constituents from the bark of Melia azedarach L.Sied[D].Shenyang:Shenyang Pharmaceutical University:1-66.[张淏,2008.传统中药苦楝皮的化学成分研究[D].沈阳:沈阳药科大学:1-66.]
JIN YY,2006.Study on the chemical constituents of Hypericum japonicum[D].Hangzhou:Zhejiang University:1-57.[金媛媛,2006.田基黄的化学成分研究[D].杭州:浙江大学:1-57.]
LIU RH,CHEN SS,RENG,et al,2013.Phenolic compounds from roots of Imperata cylindrica var.major[J].Chin Herb Med,5(3):240-243.
MARCOS IS,JORGE A,DIEZ D,et al,1996.Isofregenedadiol:a novel diterpenic diol from Halimium viscosum[J].Phytochemistry,41(4):1155-1157.
MISHRA PM,SREE A,2009.Chemical investigation and antibacterial study of hexane extract of leaves of Finlaysonia obovate[J].Chem Nat Compd,45(1):129-131.
MOSMANN T,1983.Rapid colorimetric assay for cellular growth and survival:application to proliferation and cytotoxicity assays[J].J Imm Methods,65(1-2):55-63.
PENG S,HAN LF,LIU EW,et al,2012.Isolation and identification of chemical consituents from the leaves of Nelumbo nucifera Gaertn[J].J Shenyang Pharm Univ,29(7):519-524.[彭双,韩立峰,刘二伟,等,2012.荷叶中化学成分的分离与鉴定[J].沈阳药科大学学报,29(7):519-524.]
PETTIT GR,NUMATA A,CRAGG GM,et al,2000.Isolation and structures of schleicherastatins 1-7 and schleicheols 1and 2 from the teak forest medicinal tree Schleichera oleosa[J].J Nat Prod,63(1):72-78.
REN BR,XIA B,LI WL,et al,2009.Chemical constituents of Stenoloma chusanum(II)[J].Chin Trad Herb Drugs,40(Suppl):104-106.[任冰如,夏冰,李维林,等,2009.乌韭的化学成分研究(Ⅱ)[J].中草药,40(增刊):104-106.]
WANG DM,ZHANG JF,LI DW,2010.Hydrophobic constituents of Polygonatum odoratum rhizome from the Qinling mountains and their antisepsis activity[J].J Wuhan Bot Res,28(5):644-647.[王冬梅,张京芳,李登武,2010.秦岭地区玉竹根茎的脂溶性成分及其抑菌活性研究[J].武汉植物学研究,28(5):644-647.]
WU J,WANG H,LI XN,et al,2011.Study on cytotoxic chemical constituents in Areca catechu[J].J Henan Univ(Nat Sci Ed),41(5):511-514.[吴娇,王辉,李小娜,等,2011.槟榔果实中的细胞毒活性成分研究[J].河南大学学报(自然科学版),41(5):511-514.]
WU QL,WANG SP,DU LJ,et al,1998.Xanthones from Hypericum japonicum and H.henryi[J].Phytochemistry,49(5):1395-1402.
WU SH,SHEN YM,CHEN YW,et al,2008.Studies on chemical constituents from stem bark of Trewia nudiflora[J].Chin J Chin Mat Med,33(13):1566-1568.[吴少华,沈月毛,陈有为,等,2008.滑桃树茎皮的化学成分研究[J].中国中药杂志,33(13):1566-1568.]
YU Y,GAO H,DAI Y,et al,2010.A newlignin from Gardenia jasminoides[J].Chin Trad Herb Drugs,41(4):509-514.[于洋,高昊,戴毅,等,2010.栀子中的木脂素类成分研究[J].中草药,41(4):509-514.]
ZENG LM,LI FY,SU JY,et al,1990.Studies on the chemical constituents of Gracilaria astatica[J].J Sun Yatsen Univ(Nat Sci Ed)(Suppl 22),9(3):93-98.[曾陇梅,李凤英,苏镜娱,等,1990.真江蓠化学成分的研究[J].中山大学学报(自然科学版)(论丛22),9(3):93-98.]
ZHANG H,2008.Studies on the chemical constituents from the bark of Melia azedarach L.Sied[D].Shenyang:Shenyang Pharmaceutical University:1-66.[张淏,2008.传统中药苦楝皮的化学成分研究[D].沈阳:沈阳药科大学:1-66.]