毛姜花中的细胞毒活性二萜成分

摘要

从毛姜花(Hedychium villosum Wall.)中分离得到1个新二萜(1)和1个已知二萜(3).新二萜命名为Villosumcoronarin,该化合物在氯仿或甲醇溶液中发生异构化,部分转化为其差向异构体1’；其平面结构经质谱、红外光谱、氧谱、碳谱及无畸变极化转移增强技术(DEPT)、氢氧相关谱(1H-1H COSY)和异核多键相关谱(HMBC)等方法确证；其相对构型由氢谱、ROESY及量化计算确证.化合物3用琼斯试剂氧化后得到化合物4.生物活性筛选结果表明,化合物1对人白血病细胞株(HL-60)和肝癌细胞株( SMMC-7721)具有强的细胞毒活性,其活性超过阳性对照顺铂(DDP).化合物4对HL-60和SMMC-7721细胞具有显著的细胞毒活性.%Research on active components from rhizomes of Hedychium genus has led to isolation of some diterpenes with significant cytotoxic activities against Chinese hamsler V-79 cells, KB cells, K562 cells, A549 cells, etc. . Hedychium viUosum Wall, is a perennial rhizomatous herb distributed in China and partially in Southeast Asia, which is used in the treatment of pain and inflammation. A new labdane-type diterpene(l), together with a known one(3), were isolated from Hedychium villosum. The new diterpene was named as vil-losumcoronarin, which partially isomerized to its epimer 1' in solution, e. G. , chloroform or methanol. The gross structures of compounds 1 and 1' were elucidated on the basis of MS, IR, 1H NMR, 13C-DEPT NMR, 1H-1H COSY and HMBC. The relative configuration was determined by 1H NMR, ROESY and computational methods. Compound 1 was identified as( 115, 15R)-ll-hydroxy-8( 17) , 12(E)-labdadien-l5 ,16-dial 11,15-hemiacetal. The known compound 3 was oxidized by Jones reagent to get diterpene derivative 4. Bioassays revealed that compound 1 had strong cytotoxic activity against HL-60 and SMMC-7721 cells with IC50 values of 0. 74 and 4. 48μmol/L, respectively, the activities were stronger than the positive control, cis-diaminedichlo-roplatinum(DDP). Compound 4 also showed significant activities against HL-60 and SMMC-7721 cells with IC50 values of 3. 15 and 9. 57 mmol/L, respectively.