川射干中1个新的鸢尾醛型三萜类化合物  

One new iridal-type triterpenoid from Iris tectorum

作　　者：刘茹欣 闫炳雄 吴云秋 姚彩云[2] 杨晓男 阮丽君 宋志军 LIU Ruxin;YAN Bingxiong;WU Yunqiu;YAO Caiyun;YANG Xiaonan;RUAN Lijun;SONG Zhijun(Pharmaceutical College,Guangxi Medical University,Nanning 530021,China;National Engineering Research center for Southwestern Endangered Medicinal Materials Resources Development,Guangxi Botanical Garden of Medicinal Plant,Nanning 530023,China)

机构地区：[1]广西医科大学药学院,广西南宁530021 [2]广西壮族自治区药用植物园西南濒危药材资源开发国家工程研究中心,广西南宁530023

出　　处：《中草药》2025年第5期1508-1518,共11页Chinese Traditional and Herbal Drugs

基　　金：国家自然科学基金资助项目(82204975);广西壮族自治区药用植物园基金资助项目(GXYYXGD202203);广西壮族自治区中药管理局项目(GXZYA20230003,GXZYZ20210016,GXZYA20240004)。

摘　　要：目的研究川射干Iris tectorum的化学成分。方法采用冷浸法提取,硅胶柱色谱、Sephadex LH-20凝胶柱色谱、ODS柱色谱、制备高效液相色谱等方法进行分离和纯化,并利用现代谱学技术NMR和MS进行结构鉴定。采用MTT法对分离得到的鸢尾醛型三萜化合物进行细胞毒活性评价。结果从川射干75%乙醇提取物中分离得到18个化合物,分别鉴定为2个鸢尾醛型三萜类:16-甲氧基鸢尾醛(1)、isoiridogermanal(2);9个黄酮及苷类:鸢尾黄素(3)、鸢尾甲黄素A(4)、鸢尾甲黄素B(5)、射干苷(6)、野鸢尾黄素(7)、异鼠李素-3-O-β-D-葡萄糖苷(8)、鼠李柠檬素(9)、irisdichotin B(10)、irisdichotin C(11);4个苯乙酮类:草夹竹桃苷(12)、belalloside A(13)、罗布麻宁(14)、4-羟基苯乙酮(15);3个其他类:β-谷甾醇(16)、2,3-二羟丙基十五烷酸酯(17)、棕榈酸(18);其中化合物1和2对A549细胞的半数抑制浓度(median inhibition concentration,IC50)值分别为(39.44±3.48)和(55.74±3.34)μmol/L。结论从川射干中分离得到2个鸢尾醛型三萜类、9个黄酮及苷类、4个苯乙酮类以及3个其他类化合物。其中化合物1为新的鸢尾醛型三萜化合物,命名为16-甲氧基鸢尾醛(16-methoxyisoiridogermenal),化合物8、10、11、13、15和17为首次在该植物中分离鉴定,丰富了川射干鸢尾醛型三萜类的化学成分。体外实验结果表明,化合物1和2对A549细胞表现出较好的细胞毒活性。Objective To study the chemical constituents of Iris tectorum.Methods The chemical constituents were isolated and purified by solvent extraction,silica gel column chromatography(CC),Sephadex LH-20 CC,ODS and preparative high performance liquid chromatography(P-HPLC).Modern spectroscopic techniques NMR and MS were employed for structural identification of the compounds.The MTT method was used to evaluate the cytotoxic activity of the isolated iridal-type triterpenoids compounds.Results A total of 18 compounds were isolated from the 75%ethanol extract of I.tectorum,identified as two iridal-type triterpenoids:16-methoxyisoiridogermanal(1),isoiridogermanal(2),nine flavonoids and glycosides:tectorigenin(3),iristectorigenin A(4),iristectorigenin B(5),tectoridin(6),irigenin(7),isorhamnetin-3-O-β-D-glucopyranoside(8),rhamnocitrin(9),irisdichotin B(10),irisdichotin C(11);four acetophenones:androsin(12),belalloside A(13),apocynin(14),4-hydroxylacetophenone(15);three other compounds:β-sitosterol(16),2,3-dihydroxypropyl pentadecanoate(17)and palmitic acid(18);Compounds 1 and 2,along with the positive control drug paclitaxel,showed half inhibitory concentrations(IC50)of(39.44±3.48)and(55.74±3.34)μmol/L against A549 cells,respectively.Conclusion Two iridal-type triterpenoids,nine flavonoids and glycosides,four acetophenones and three other types of compounds were isolated from I.tectorum.Among them,compound 1 is a new iridal-type triterpenoid,named 16-methoxyisoiridogermanal,and compounds 8,10,11,13,15 and 17 were identified for the first time in this plant,enriching the chemical components of the iridal-type triterpenoids in I.tectorum.In vitro cellular experiments indicated that compounds 1 and 2 both exhibited good cytotoxic activity against A549 cells.

关 键 词：川射干 鸢尾醛型三萜 16-甲氧基鸢尾醛 黄酮 苯乙酮 

分 类 号：R284.1[医药卫生—中药学]