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连钱草中1个具有13α,27-环丙烷结构的新六环三萜

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为研究连钱草Glechoma longituba(Nakai)Kupr。中的化学成分,探讨其活血化瘀物质基础,采用MCI、硅胶、凝胶、ODS柱色谱及制备薄层等色谱技术对连钱草醇提物进行系统分离,通过MS、1DNMR、2DNMR等波谱数据分析鉴定化合物结构。从连钱草醇提物的二氯甲烷萃取部位分离得到8个三萜类化合物,分别鉴定为2α,3α,16β-trihydroxy-13α,27-cyclours-11-en-28-oic acid(1)、28-norurs-12-ene-3β,17β-diol(2)、28-norolean-12-ene-3β,17β-diol(3)、齐墩果酮酸(4)、3β,13β-dihydroxyurs-11-en-28-oic acid(5)、熊果醇(6)、齐墩果酸(7)和熊果酸(8)。化合物1为罕见的具有13α,27-环丙烷结构的新六环三萜,命名为euscaphic acid H,化合物2、3为首次从唇形科中分离得到,化合物4、5为首次从活血丹属中分离得到。以凝血四项指标(APTT、PT、TT、FIB)对三萜类成分进行体外抗凝血活性评价,化合物1~7均显示一定的抗凝血趋势,其中化合物1和6表现出较明显的体外抗凝活性。
A new hexacyclic triterpenoid with 13α,27-cyclopropane ring from Glechoma longituba
In order to study the compounds from Glechoma longituba(Nakai)Kupr.and explore the substance bases of its dissipating blood stasis,MCI,silica gel,Sephadex LH-20,ODS column chromatography and preparative thin layer chromatography were used to isolate and purify the compounds.The structures were identified by MS,1D NMR,and 2D NMR spectra analysis,etc.Eight triterpenoids were isolated from dichloromethane fraction of ethanol extract from G.longituba and identified as 2α,3α,16β-trihydroxy-13α,27-cyclours-l l-en-28-oic acid(1),28-norurs-12-ene-3β,17β-diol(2),28-norolean-12-ene-3β,17β-diol(3),oleanonic acid(4),3β,13β-dihydroxyurs-1 1-en-28-oic acid(5),uvaol(6),oleanolic acid(7),ursolic acid(8).Compound 1 is a new hexacyclic triterpene with 13α,27-cyclopropane structure,named euscaphic acid H;compounds 2 and 3 were isolated from Lamiaceae for the first time while compounds 4 and 5 were isolated from this genus.The in vitro anticoagulant activity of triterpenoids was evaluated by four coagulation indexes(activated partial thromboplastin time,APTT;thrombin time,TT;prothrombin time,PT;fibrinogen,FIB).Among them,compounds 1 and 6 showed obvious anticoagulant effects.

Glechomae HerbaGlechoma longituba(Nakai)Kupr.hexacyclic triterpenechemical compositionanticoagulation

张倩、陆美龙、刘天资、张悦婷、朱傲、丁丽丽、韩竹箴、谷丽华、王峥涛

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上海中医药大学中药研究所,中药标准化教育部重点实验室,国家中医药管理局中药新资源与质量评价重点实验室,上海 201203

上海中药标准化研究中心,上海 201203

连钱草 活血丹 六环三萜 化学成分 抗凝血

国家药典委标准项目上海市技术标准项目

2018Z00321DZ2202100

2024

药学学报
中国药学会 中国医学科学院药物研究所

药学学报

CSTPCD北大核心
影响因子:1.274
ISSN:0513-4870
年,卷(期):2024.59(5)