{"title":"Screening for cytotoxic chemical constituents from Justicia procumbens by HPLC-DAD-ESI-MS and NMR.","authors":"Bo Liu, Yanfang Yang, Hongbin Liu, Zhoutao Xie, Qun Li, Meng Deng, Fangping Li, Jingling Peng, Hezhen Wu","doi":"10.1186/s13065-018-0371-z","DOIUrl":null,"url":null,"abstract":"<p><strong>Background: </strong>The Acanthaceae family is an important source of therapeutic drugs and ethno medicines. There are many famous medicinal plants from this family, such as Andrographis paniculata, Baphicacanthus cusia, and Dicliptera chinensis. Justicia procumbens (J. procumbens) is widely distributed in tropical and sub-tropical of the world. It has long been used in traditional Chinese medicine for cancer. The 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay showed the ethyl acetate extract of J. procumbens had a cytotoxic activity. Therefore, qualitative and quantitative analysis of the chemical constituents in the ethyl acetate extract was important for understanding its pharmacological mechanism.</p><p><strong>Results: </strong>A high-performance liquid chromatography with diode array detection coupled to electrospray ionisation quadrupole time-of-flight tandem mass spectrometry procedure was established. Eleven dibenzylbutanes and four arylnaphthalenes were confirmed by HPLC-DAD-ESI-QTOF-MS analysis. A novel dibenzylbutane (5-methoxy-4,4'-di-O-methylsecolariciresinol-9'-monoacetate) and seven isomers of arylnaphthalene were isolated and characterized by NMR and QTOF-MS. Compounds 1, 2, and 13 were detected for the first time. The content of six lignans were determinated in the ethyl acetate extract.</p><p><strong>Conclusions: </strong>This study showed that the cytotoxic activity assay of J. procumbens could be mainly attributed to the constituents of lignans. The bioactivity of the ethyl acetate extract and determined compounds support the traditional use of this plant in cancer. These chemical constituents may be developed as novel therapeutics.</p>","PeriodicalId":9842,"journal":{"name":"Chemistry Central Journal","volume":"12 1","pages":"6"},"PeriodicalIF":0.0000,"publicationDate":"2018-01-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1186/s13065-018-0371-z","citationCount":"11","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemistry Central Journal","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1186/s13065-018-0371-z","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"Chemistry","Score":null,"Total":0}
引用次数: 11
Abstract
Background: The Acanthaceae family is an important source of therapeutic drugs and ethno medicines. There are many famous medicinal plants from this family, such as Andrographis paniculata, Baphicacanthus cusia, and Dicliptera chinensis. Justicia procumbens (J. procumbens) is widely distributed in tropical and sub-tropical of the world. It has long been used in traditional Chinese medicine for cancer. The 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay showed the ethyl acetate extract of J. procumbens had a cytotoxic activity. Therefore, qualitative and quantitative analysis of the chemical constituents in the ethyl acetate extract was important for understanding its pharmacological mechanism.
Results: A high-performance liquid chromatography with diode array detection coupled to electrospray ionisation quadrupole time-of-flight tandem mass spectrometry procedure was established. Eleven dibenzylbutanes and four arylnaphthalenes were confirmed by HPLC-DAD-ESI-QTOF-MS analysis. A novel dibenzylbutane (5-methoxy-4,4'-di-O-methylsecolariciresinol-9'-monoacetate) and seven isomers of arylnaphthalene were isolated and characterized by NMR and QTOF-MS. Compounds 1, 2, and 13 were detected for the first time. The content of six lignans were determinated in the ethyl acetate extract.
Conclusions: This study showed that the cytotoxic activity assay of J. procumbens could be mainly attributed to the constituents of lignans. The bioactivity of the ethyl acetate extract and determined compounds support the traditional use of this plant in cancer. These chemical constituents may be developed as novel therapeutics.
背景:棘科是治疗药物和民族药物的重要来源。该科有许多著名的药用植物，如穿心莲、水蛭、双翅目等。杜仲(Justicia procumbens)广泛分布于全球热带和亚热带地区。长期以来，它一直被用于中医治疗癌症。3-(4,5-二甲基噻唑-2-基)-2,5-二苯基溴化四唑试验表明，原甘菊乙酸乙酯提取物具有细胞毒活性。因此，对乙酸乙酯提取物的化学成分进行定性和定量分析对了解其药理作用机制具有重要意义。结果:建立了高效液相色谱二极管阵列检测耦合电喷雾电离四极杆飞行时间串联质谱分析方法。通过HPLC-DAD-ESI-QTOF-MS分析确定了11种二苄基丁烷和4种芳基萘。摘要分离了一种新型的二苄基丁烷(5-甲氧基-4,4′-二- o -甲基二松脂醇-9′-单乙酸酯)和芳基萘的7个异构体，并用NMR和QTOF-MS对其进行了表征。化合物1、2、13为首次检出。测定了乙酸乙酯提取物中6种木脂素的含量。结论:本研究表明，原豆的细胞毒活性测定主要与木脂素成分有关。乙酸乙酯提取物和确定的化合物的生物活性支持这种植物在癌症中的传统用途。这些化学成分可能被开发成新的治疗药物。
期刊介绍：
BMC Chemistry is an open access, peer reviewed journal that considers all articles in the broad field of chemistry, including research on fundamental concepts, new developments and the application of chemical sciences to broad range of research fields, industry, and other disciplines. It provides an inclusive platform for the dissemination and discussion of chemistry to aid the advancement of all areas of research.
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