李倩,秦海林.核桃花中二芳基庚烷类成分研究[J].中草药,2019,50(16):3769-3773
核桃花中二芳基庚烷类成分研究
Study on diarylheptanoids from flowers of Juglans regia
投稿时间:2019-04-26  
DOI:10.7501/j.issn.0253-2670.2019.16.006
中文关键词:  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
英文关键词:Juglans regia L.  Juglans L.  diarylheptanoids  antitumor  3-hydroxy-1-(3-methoxy-4-hydroxyphenyl)-7-(4-hydroxy phenyl) heptane
基金项目:
作者单位E-mail
李倩 河南省食品加工与流通安全控制工程技术研究中心, 河南农业大学食品科学技术学院, 河南 郑州 450002  
秦海林 中国医学科学院 北京协和医学院药物研究所, 北京 100050 qinhailin@imm.ac.cn 
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中文摘要:
      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)、12,33-二羟基-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-16,8-二醇(10)和核桃素B(11)。结论 化合物1~24~57~8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、1.18 μmol/L。
英文摘要:
      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)-32-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 1.18 μmol/L, respectively.
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