毛红椿皮的化学成分及生物活性研究  

Chemical Constituents and Biological Activity from the Bark of Toona ciliata var.pubescens

作　　者：杜丽波 李金玉 张晓 李永红[3,4] 潘卫东[1,2] DU Libo;LI Jinyu;ZHANG Xiao;LI Yonghong;PAN Weidong(Graduate School,Guizhou University of Traditional Chinese Medicine,Guiyang Guizhou 550025,China;Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences(Guizhou Medical University),Guiyang Guizhou 550014,China;College of Chemistry,Nankai University,Tianjin 300071,China;National Pesticide Engineering Research Center(Tianjin)(Nankai University),Tianjin 300071,China)

机构地区：[1]贵州中医药大学研究生院,贵州贵阳550025 [2]贵州省中国科学院天然产物化学重点实验室(贵州医科大学),贵州贵阳550014 [3]南开大学化学学院,天津300071 [4]农药国家工程研究中心(天津)(南开大学),天津300071

出　　处：《广西师范大学学报（自然科学版）》2022年第4期162-172,共11页Journal of Guangxi Normal University:Natural Science Edition

基　　金：国家自然科学基金(U1812403,32160102);贵州省科学技术基金(黔科合基础-ZK[2021]一般558)。

摘　　要：为了研究毛红椿皮的化学成分及生物活性,本文采用硅胶柱色谱、Sephadex LH-20、反相ODS C18和MCI、半制备HPLC等色谱分离手段进行纯化;采用琼脂稀释法进行植物病原菌的抑制活性筛选,采用MTT法进行抗肿瘤活性筛选。从毛红椿皮95%乙醇提取物的乙酸乙酯萃取部位分离得到20个化合物,根据理化性质和波谱数据,运用现代波谱分析技术鉴定了化合物的结构,分别为toonacilin(1)、odoratone(2)、bourjotinolone A(3)、dyvariabilin H(4)、piscidinol A(5)、piscidinol B(6)、3-episapelin A(7)、8(14),15-isopimaradiene-2α,3α,18-triol(8)、labd-13-ene-8α,15-diol(9)、nidorellol(10)、儿茶素(11)、1-linolenoylglycerol(12)、天师酸(13)、(-)-neoechinulin A(14)、aurantiamide acetate(15)、dibutylphthalate(16)、4,7-二甲氧基-5-甲基香豆素(17)、东莨菪素(18)、(22 E)-5a,8a-epidioxyergosta-6,22-dien-3b-ol(19)和β-谷甾醇(20)。除化合物4、11、16~18、20外,其余化合物均为首次从该植物中分离得到。抑菌活性结果表明:化合物1在50 mg/L对番茄早疫病菌Alternaria solani、黄瓜灰霉病菌Botrytis cinerea和辣椒疫霉病菌Phytophthora capsici等3种病原菌均具有潜在的抑制作用;化合物4在50 mg/L对黄瓜灰霉病菌的抑制活性达到76.5%。抗肿瘤活性结果表明:化合物2和5显示出对人乳腺癌细胞株MDA-MB-231、人横纹肌瘤细胞株A-673及人红细胞白血病细胞株HEL等3种肿瘤细胞株具有选择性;化合物2仅对人乳腺癌细胞株MDA-MB-231有较强抑制作用(IC_(50)=12.9μmol/L);化合物5对人红细胞白血病细胞株HEL有显著抑制作用(IC_(50)为8.4μmol/L);化合物3对人乳腺癌细胞株MDA-MB-231、人横纹肌瘤细胞株A-673及人红细胞白血病细胞株HEL均有较强抑制作用(IC_(50)=8.2~11.2μmol/L)。In order to study the chemical constituents and biological activities from the bark of Toona ciliata var.pubescens,in this paper,silica gel column chromatography,Sephadex LH-20,reversed-phase ODS C_(18) and MCI,semi preparative HPLC and other chromatographic techniques were used to isolate and purify the natural compounds;AGAR dilution method was used to screen the bactericidal activity of plant pathogens,and the antitumor activity was screened by MTT method.Twenty compounds were isolated from the ethyl acetate extract of 95%ethanol extract of the bark of Toona ciliata var.pubescens,and were identified to be toonacilin(1),odoratone(2),bourjotinolone A(3),dyvariabilin H(4),piscidinol A(5),piscidinol B(6),3-episapelin A(7),8(14),15-isopimaradiene-2α,3α,18-triol(8),labd-13-ene-8α,15-diol(9),nidorellol(10),catechin(11),1-linolenoylglycerol(12),tianshic acid(13),(-)-neoechinulin A(14),aurantiamide acetate(15),dibutylphthalate(16),4,7-dimethoxy-5-methylcoumarin(17),scopoletin(18),(22 E)-5a,8a-epidioxyergosta-6,22-dien-3b-ol(19),β-sitosterol(20),respectively,based on physicochemical properties and spectral analysis techniques.Except for compounds 4,11,16~18,20,the remaining compounds were isolated from this plant for the first time.The results of antibacterial activity showed the compound 1 had potential inhibitory effect on Aternaria solani,Botrytis cinerea and Phytophthora capsici at a concentration of 50 mg/L,while compound 4 on Botrytis cinerea was 76.5%at a concentration of 50 mg/L.Compound 2 showed strong inhibition against human breast cancer cell line MDA-MB-231(IC_(50)=12.9μmol/L),and compound 5 showed strong inhibition against HEL cell with IC_(50) value of 8.4μmol/L.Compound 3 had strong inhibitory effects on human breast cancer cell line MDA-MB-231,human rhabdomyoma cell line A-673 and human erythrocytic leukemia cell line HEL,with the IC_(50) values from 8.2 to 11.2μmol/L.

关 键 词：毛红椿 化学成分 三萜 抑菌活性 抗肿瘤活性 

分 类 号：R284[医药卫生—中药学]