药西瓜中1个新的葫芦烷型三萜皂苷  

A new cucurbitane-type triterpenoid glycoside from Citrullus colocynthis

作　　者：赵志强 安学瑞 于雪慧 孙禹薇 杨鑫 刘伟 ZHAO Zhiqiang;AN Xuerui;YU Xuehui;SUN Yuwei;YANG Xin;LIU Wei(Key Laboratory of Natural Product Chemistry and Application at Education Department of Xinjiang Uygur Autonomous Region,Yili Normal University,Yining 835000,China;Key Laboratory for Resource Plants Protection and Utilization of Yili Valley in Xinjiang,Yili Normal University,Yining 835000,China)

机构地区：[1]伊犁师范大学新疆维吾尔自治区教育厅天然产物化学与应用重点实验室,新疆伊宁835000 [2]伊犁师范大学伊犁河谷资源植物保护与利用重点实验室,新疆伊宁835000

出　　处：《中草药》2024年第24期8328-8335,共8页Chinese Traditional and Herbal Drugs

基　　金：伊犁师范大学提升学科综合实力专项项目(22XKZZ08);国家自然科学基金资助项目(82060774)。

摘　　要：目的研究药西瓜Citrullus colocynthis的化学成分及其体外抗炎活性。方法综合运用正相硅胶、ODS、Sephadex LH-20凝胶及半制备型高效液相色谱等多种色谱技术进行分离纯化,依据HR-ESI-MS、IR、NMR等谱学技术确定化合物结构。采用CCK-8法筛选化合物对小鼠单核巨噬细胞RAW264.7的细胞毒性,通过脂多糖(lipopolysaccharide,LPS)诱导的RAW264.7细胞炎症模型对低毒性化合物进行抗炎活性评价。结果从药西瓜醋酸乙酯相中分离得到9个化合物,分别鉴定为(20R,23E)-2-O-β-D-glucopyranosyl-20-hydroxycucurbita-1,5,23-triene-25-acetoxy-3,11,16,22-tetraone(1)、葫芦素E-2-O-β-D-吡喃葡萄糖苷(2)、colocynthenin G(3)、khekadaengoside G(4)、khekadaengoside H(5)、葫芦素E(6)、colocynin D(7)、endecaphyllacin B(8)和colocynin A(9)。化合物1~3和6(40μmol/L)对RAW264.7细胞显示出明显的细胞毒性,化合物4、5、7~9对LPS诱导下RAW264.7细胞释放NO具有一定的抑制作用,IC50为(21.49±3.48)~(39.97±3.50)μmol/L。结论化合物1为新的葫芦烷型三萜皂苷,命名为葫芦素酮A(cucurbitacone A),化合物8为首次从该植物分离得到;化合物4、5、7~9表现出一定的抗炎活性。Objective To investigate the chemical constituents of Citrullus colocynthi and their anti-inflammatory activities.Methods The compounds were isolated and purified by using a positive silica gel,ODS,Sephadex LH-20,and semi-preparative HPLC,and their structures were elucidated by HR-ESI-MS,IR,NMR.Screening cytotoxicity of all compounds to RAW264.7 cells using the CCK-8 method,and evaluating the anti-inflammatory activity of low toxicity compounds through the RAW264.7 cell inflammatory model induced by lipopolysaccharide(LPS).Results A total of nine compounds were isolated from the ethyl acetate phase of C.colocynthis and identified as(20R,23E)-2-O-β-D-glucopyranosyl-20-hydroxycucurbita-1,5,23-triene-25-acetoxy-3,11,16,22-tetraone(1),cucurbitacin E 2-O-β-D-glucopyranoside(2),colocynthenin G(3),khekadaengoside G(4),khekadaengoside H(5),cucurbitacin E(6),colocynin D(7),endecaphyllacin B(8),colocynin A(9).Compounds 1,2,3 and 6(40μmol/L)showed significant cytotoxicity to RAW264.7 cells,while compounds 4,5,7-9 exhibited a certain inhibitory effect on the release of NO by RAW264.7 cells induced by LPS with IC50 value ranging from(21.49±3.48)to(39.97±3.50)μmol/L.Conclusion Compound 1 is a new compound and named cucurbitacone A,and compound 8 is first isolated from the plant.Compounds 4,5,7-9 show certain anti-inflammatory activity.

关 键 词：药西瓜 葫芦烷型三萜皂苷 抗炎 细胞毒性 葫芦素酮A 葫芦素E 

分 类 号：R284.1[医药卫生—中药学]