三尖栝楼的抗肿瘤活性成分
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摘要
采用硅胶、反相高效液相色潽等柱色谱技术,结合现代波谱学方法及理化性质分析,从三尖栝楼(Trichosanthestricuspidata)干燥根醇提物二氯甲烷部位中共分离鉴定了10个化合物,其中1个hexanorcucurbitane苷类新化合物:kheka-daengoside O (1),以及9个已知化合物,分别为:khekadaengoside C-E,K(2～5),葫芦素J-2-O-β-吡喃葡萄糖苷(6),葫芦素K-2-O-β-吡喃葡萄糖苷(7),葫芦素B,J,K(8～10)。利用人肝癌细胞BEL-7402对分离得到的化合物1～10进行体外抗肿瘤活性评价。结果表明,化合物8～10具有显著的抗肿瘤活性。
Ten compounds were isolated and purified from the dichloromethane fraction of Trichosanthes tricuspidata roots by silica gel and ODS column chromatographies. Their chemical structures were identified on the basis of their physical and chemical properties as well as the spectral data. These isolated compounds were elucidated as khekadaengoside O( 1),a new hexanorcucurbitane glycoside,together with nine known compounds,including khekadaengoside C-E,K( 2-5),cucurbitacin J-2-O-β-glucopyranoside( 6),cucurbitacin K-2-O-β-glucopyranoside( 7),cucurbitacin B,J,K( 8-10). In addition,the anti-tumor activity of compounds 1-10 were evaluated in hepatocellular carcinoma BEL-7402 cell line. Among them,compounds 8-10 showed potent antitumor activity.
Ten compounds were isolated and purified from the dichloromethane fraction of Trichosanthes tricuspidata roots by silica gel and ODS column chromatographies. Their chemical structures were identified on the basis of their physical and chemical properties as well as the spectral data. These isolated compounds were elucidated as khekadaengoside O( 1),a new hexanorcucurbitane glycoside,together with nine known compounds,including khekadaengoside C-E,K( 2-5),cucurbitacin J-2-O-β-glucopyranoside( 6),cucurbitacin K-2-O-β-glucopyranoside( 7),cucurbitacin B,J,K( 8-10). In addition,the anti-tumor activity of compounds 1-10 were evaluated in hepatocellular carcinoma BEL-7402 cell line. Among them,compounds 8-10 showed potent antitumor activity.
引文
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[2] Long FL,Hu PH,Huang SW. Study progress of TrichosanthesLinn.[J]. Shaanxi Forest Sci Technol(陕西林业科技),2008(2):58-62.
[3] Mi SL,An CC,Wang Y,et al. Trichomislin,a novel ribosome-inactivating protein,induces apoptosis that involves mitochondriaand caspase-3[J]. Arch Biochem Biophys,2005,434(2):258-265.
[4] Mai LP,Guénard D,Franck M,et al. New cytotoxic cucurbitacinsfrom the pericarps of Trichosanthes tricuspidata fruits[J]. NatProd Lett,2002,16(1):15-19.
[5] Akihisaa T,Tokuda H,Ichiishi E,et al. Anti-tumor promotingeffects of multiflorane-type triterpenoids and cytotoxic activity ofkarounidiol against human cancer cell lines[J]. Cancer Lett,2001,173(1):9-14.
[6] Editorial Committee of Flora of China. Flora of China[M]. Bei-jing:Science Press,1986:214.
[7] Yoshikawa M,Morikawa T,Kobayashi H,et al. Bioactive saponinsand glycosides. XXVII. Structures of new cucurbitane-type triter-pene glycosides and antiallergic constituents from Citrullus colo-cynthis[J]. Chem Pharm Bull,2007,55:428-434.
[8] Kanchanapoom T,Kasai R,Yamasaki R. Cucurbitane,hexanorcu-curbitane and octanorcucurbitane glycosides from fruits of Tricho-santhes tricuspidata[J]. Phytochemistry,2002,59:215-228.
[9] Pan ZH,Ning DS,Liu JL,et al. A new triterpenoid saponin fromthe root of Croton lachnocarpus Benth[J]. Nat Prod Res,2014,28(1):48-51.
[10] Gan ML,Liu MT,Liu B,et al. Cucurbitane glucosides from theroot of Machilus yaoshansis[J]. J Nat Prod,2011,74:2431-2437.
[11] Liu WY,Chen WG,Zhang WD,et al. Studies on chemical con-stituents in bulbs of Bolbostemma paniculatum[J]. Chin J ChinMater Med(中国中药杂志),2004,29:953-956.
[12] Chen WL,Tang WD,Lou LG,et al. Pregnane,coumarin andlupane derivatives and cytotoxic constituents from Helicteresangustifolia[J]. Phytochemistry,2006,67:1041-1047.