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核桃花中二芳基庚烷类成分研究 被引量:4

Study on diarylheptanoids from flowers of Juglans regia
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摘要 目的研究核桃Juglans regia花中的二芳基庚烷类化学成分。方法利用正、反相硅胶柱色谱、Sephadex LH-20及制备液相进行分离纯化,根据波谱数据及理化性质鉴定化合物结构,并采用MTT法检测化合物的体外细胞毒活性。结果从核桃花95%乙醇提取物中分离鉴定11个二芳基庚烷类化合物,分别鉴定为tsaokoarylone(1)、rhoiptelol C(2)、(3S,7S)-3,7-二羟基-1-(4-羟基)-7-(3-甲氧基-4-羟基)二芳基庚烷(3)、3-羟基-1-(3-甲氧基-4-羟基)-7-(4-羟基)二芳基庚烷(4)、1-(4-羟基)-7-(3-甲氧基-4-羟基)-4-二芳基庚烯-4-酮(5)、胡桃素A(6)、(8R)-12,32-二甲氧基-2-氧杂-1(1,3),3(1,4)-二苯杂环癸烷-33,8-二醇(7)、1^2,3^3-二羟基-32-甲氧基-2-氧杂-1(1,3),3(1,4)-二苯杂环癸烷-8-酮(8)、枫杨素(9)、(8R)-32-甲氧基-2-氧杂-1(1,3),3(1,4)-二苯杂环癸烷-1^6,8-二醇(10)和核桃素B(11)。结论化合物1~2、4~5、7~8为首次从该属植物中分离得到,化合物1~11为首次从该植物中分离得到。化合物8具有抑制人结肠癌HCT-116细胞、人肝癌HepG2细胞、人胃癌BGC-823细胞、人肺支气管癌NCI-H1650细胞、人卵巢癌A2780细胞的增殖作用,其半数抑制浓度(IC50)值分别为3.56、2.26、1.39、2.62、1.18μmol/L。 Objective To investigate the diarylheptanoids from the flower of Juglans regia.Methods The compounds were isolated and purified by various column chromatographies,and their structures were identified by physiochemical properties and spectroscopic data.And MTT assays were performed to detect the in vitro cytotoxicity of compounds.Results A total of 11 diarylheptanoids were isolated from the EtOH extract of the flower of J.regia,which were identified as tsaokoarylone(1),rhoiptelol C(2),(3S,7S)-3,7-dihydroxy-1-(4-hydroxyphenyl)-7-(3-methoxy-4-hydroxyphenyl)-heptane(3),3-hydroxy-1-(3-methoxy-4-hydroxyphenyl)-7-(4-hydroxyphenyl)heptane(4),1-(4-hydroxyphenyl)-7-(3-methoxy-4-hydroxyphenyl)-4-heptene-3-one(5),juglanin A(6),2-oxatrycyclo[13.2.2.13,7]eicosa-3,5,7-(20),15,17,18-hexane-10,16-diol(7),2-oxatrycyclo[13.2.2.13,7]eicosa-3,5,7-(20),15,17,18-hexane-10-one(8),pterocarine(9),(8R)-3^2-methoxy-2-oxa-1(1,3),3(1,4)-dibenzenacyclodecaphane-16,8-diol(10),and juglanin B(11).Conclusion Compounds 1-2,4-5,and 7-8 are isolated from this genus for the first time.Compounds 1-11 are isolated from this plant for the first time,and compound 8 inhibited the proliferation of HCT-116,HepG2,BGC-823,NCI-H1650,and A2780 cancer cell lines in vitro,with IC50 values of 3.56,2.26,1.39,2.62,and 1.18μmol/L,respectively.
作者 李倩 秦海林 LI Qian;QIN Hai-lin(Henan Province Engineering Research Center for Food Safety Control of Processing and Circulation,College of Food Science and Technology,Henan Agricultural University,Zhengzhou 450002,China;Institute of Materia Medica,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100050,China)
出处 《中草药》 CAS CSCD 北大核心 2019年第16期3769-3773,共5页 Chinese Traditional and Herbal Drugs
关键词 核桃花 胡桃属 二芳基庚烷 抗肿瘤 3-羟基-1-(3-甲氧基-4-羟基)-7-(4-羟基)二芳基庚烷 Juglans regia L. Juglans L. diarylheptanoids antitumor 3-hydroxy-1-(3-methoxy-4-hydroxyphenyl)-7-(4-hydroxy phenyl)heptane
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