明日叶查尔酮抗肿瘤作用研究进展
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摘要
明日叶为原生于日本的食药兼用植物,其主要活性成分为查尔酮类化合物。近年来,明日叶查尔酮因其显著的抗肿瘤活性而受到科研工作者的关注。本文总结了目前已从明日叶中分离鉴定的查尔酮类活性物质的种类及其在明日叶中的分布情况,并主要从其体内外抗肿瘤活性,抑制细胞生长及增殖、诱导肿瘤细胞凋亡、抑制肿瘤细胞血管生成、抗氧化作用、增强机体免疫力、抑制肿瘤细胞侵袭和转移等方面综述其抗肿瘤作用研究进展,以期为明日叶天然查尔酮资源的进一步研究及开发利用提供方向和建议。
Angelica keiskei( A. keiskei),natively growing in Japan,is a herb which is edible and also used as traditional medicine. Chalcones are the main active compounds in A. keiskei. Recently,intense attention of chalcones from A. keiskei with remarkable anti-tumor activity has been drawn from the researchers.In this paper,the identified chalcones from A.keiskei were listed and their distribution in the plant was introduced. Research advancements of the antitumor activity including aspects of tumor cell growth and proliferation inhibition,tumor cell apoptosis induction,tumor angiogenesis inhibition,anti-oxidant,immunity enhancement,and tumor cell invasion and metastasis inhibition were reviewed,aiming to provide reference for further research,exploitation and utilization of natural chalcone resources from A.keiskei.
Angelica keiskei( A. keiskei),natively growing in Japan,is a herb which is edible and also used as traditional medicine. Chalcones are the main active compounds in A. keiskei. Recently,intense attention of chalcones from A. keiskei with remarkable anti-tumor activity has been drawn from the researchers.In this paper,the identified chalcones from A.keiskei were listed and their distribution in the plant was introduced. Research advancements of the antitumor activity including aspects of tumor cell growth and proliferation inhibition,tumor cell apoptosis induction,tumor angiogenesis inhibition,anti-oxidant,immunity enhancement,and tumor cell invasion and metastasis inhibition were reviewed,aiming to provide reference for further research,exploitation and utilization of natural chalcone resources from A.keiskei.
引文
[1]吴敬章,王磊,张菊平.明日叶的价值及其开发利用[J].中国野生植物资源,2015,34(5):60-61.
[2]Kil Y S,Pham S T,Seo E K,et al.Angelica keiskei,an emerging medicinal herb with various bioactive constituents and biological activities[J].Archives of Pharmacal Research,2017,40(6):655-675.
[3]Michiko Y,Kyuichi K,Miki M,et al.Inhibitory effects of4-hydroxyderricin and xanthoangelol on lipopolysaccharideinduced inflammatory responses in RAW264 macrophages[J].Journal of Agricultural&Food Chemistry,2014,62(2):462-467.
[4]Park J Y,Jeong H J,Kim Y M,et al.Characteristic of alkylated chalcones from Angelica keiskei,on influenza virus neuraminidase inhibition[J].Bioorganic&Medicinal Chemistry Letters,2011,21(18):5602-5604.
[5]Kim D W,Curtis-Long M J,Yuk H J,et al.Quantitative analysis of phenolic metabolites from different parts of Angelica keiskei,by HPLC-ESI MS/MS and their xanthine oxidase inhibition[J].Food Chemistry,2014,153(9):20-27.
[6]李子超,王力平,钟进义,等.明日叶及其活性成分查尔酮研究进展[J].中国食物与营养,2016,22(11):68-72.
[7]Stewart BW,Wild CP.World cancer report 2014[M].WHO:IARC Nonserial Publication,2014:16-53.
[8]陈思婷,覃伟权,冯美利,等.绿色保健蔬菜长寿芹[J].中国热带农业,2007(1):43.
[9]Solinas G,Germano G,Mantovani A,et al.Tumor-associated macrophages(TAM)as major players of the cancer-related inflammation[J].Journal of Leukocyte Biology,2009,86(5):1065-1073
[10]Baba K,Nakata K,Taniguchi M,et al.Chalcones from Angelica keiskei[J].Phytochemistry,1990,29(12):3907-3910.
[11]Nakata K,Taniguchi K,Baba K.Three chalcones from Angelica keiskei[J].Nature Medicine,1999;53:329-332.
[12]Akihisa T,Tokuda H,Hasegawa D,et al.Chalcones and other compounds from the exudates of Angelica keiskei and their cancer chemopreventive effects[J].Journal of Natural Products,2006,69(1):38-42.
[13]Li J L,Gao L X,Meng F W,et al.PTP1B inhibitors from stems of Angelica keiskei(Ashitaba)[J].Bioorganic&Medicinal Chemistry Letters,2015,25(10):2028-2032.
[14]Ohnogi H,Kudo Y,Tahara K,et al.Six new chalcones from Angelica keiskei inducing adiponectin production in 3T3-L1adipocytes[J].Bioscience Biotechnology&Biochemistry,2012,76(5):961-966.
[15]Aoki N,Muko M,Ohta E,et al.C-geranylated chalcones from the stems of Angelica keiskei with superoxide-scavenging activity[J].Journal of Natural Products,2008,71(7):1308-1310.
[16]伊藤显子.抑制肿瘤细胞增殖的成分(26):滨海当归中的活性成分[J].国外医学(中医中药分册),2003,(4):248.
[17]王亦敏,马场贵美江.明日叶中查尔酮诱导人胃癌细胞MGC-803凋亡的研究[J].中医临床研究,2011,3(5):67-68.
[18]Shinsaku T,Hiroshige H,Kazuya O,et al.Chalcones from Angelica keiskei induce apoptosis in stomach cancer cells[J].Journal of Herbs Spices&Medicinal Plants,2008,14(4):166-174.
[19]郎晓辉,钟进义,李蕾,等.明日叶查尔酮对小鼠H22肝癌细胞增殖活性的抑制作用[J].生态毒理学报,2011,6(3):261-264.
[20]Sumiyoshi M,Taniguchi M,Baba K,et al.Antitumor and antimetastatic actions of xanthoangelol and 4-hydroxyderricin isolated from Angelica keiskei,roots through the inhibited activation and differentiation of M2 macrophages[J].Phytomedicine,2015,22(7-8):759-767.
[21]Akihisa T,Kikuchi T,Nagai H,et al.4-Hydroxyderricin from Angelica keiskei roots induces caspase-dependent apoptotic cell death in HL60 human leukemia cells[J].Journal of Oleo Science,2011,60(2):71-77.
[22]Tabata K,Motani K,Takayanagi N,et al.Xanthoangelol,a major chalcone constituent of Angelica keiskei,induces apoptosis in neuroblastoma and leukemia cells[J].Biological and Pharmaceutical Bulletin,2005,28(8):1404-1407.
[23]Kimura Y,Baba K.Antitumor and antimetastatic activities of Angelica keiskei roots,part 1:Isolation of an active substance,xanthoangelol[J].International Journal of Cancer,2003,106(3):429-437.
[24]Kimura Y,Taniguchi M,Baba K.Antitumor and antimetastatic activities of 4-hydroxyderricin isolated from Angelica keiskei roots[J].Planta Medica 2004,70(3):211-219.
[25]Thompson CB.Apoptosis in the pathogenesis and treatment of disease[J].Science,1995,267(5203):1456-1462.
[26]孟扬,钟进义,孙赫.明日叶查尔酮对小鼠肝癌细胞Caspase-3和Bax蛋白表达的影响[J].癌变畸变突变,2011,23(1):50-53.
[27]孙赫,钟进义,孟扬.明日叶查尔酮对小鼠肝癌细胞PCNA和BCL-2蛋白表达的影响[J].毒理学杂志,2011,25(1):33-36.
[28]Nishimura R,Tabata K,Arakawa M,et al.Isobavachalcone,a chalcone constituent of Angelica keiskei,induces apoptosis in neuroblastoma[J].Biological&Pharmaceutical Bulletin,2007,30(10):1878-1883.
[29]Anvekar R A,Asciolla J J,Missert D J,et al.Born to be Alive:A role for the BCL-2 family in melanoma tumor cell survival,apoptosis,and treatment[J].Frontiers in Oncology,2011,1(34):1-16.
[30]Li Q,Liang X,Wang Y,et al.mi R-139-5p Inhibits the epithelial-mesenchymal transition and enhances the chemotherapeutic sensitivity of colorectal cancer cells by downregulating BCL2[J].Scientific Reports,2016,6:27157.
[31]庞文彪,李莉红,皇甫冰,等.中国地鼠口腔颊囊黏膜癌变过程凋亡相关基因caspase-3、caspase-9、Bax、Bcl-2的表达[J].中国实验动物学报,2017,25(3):263-269.
[32]刘晓婷,王延让,张明.线粒体介导细胞凋亡的研究进展[J].环境与健康杂志,2013,30(2):182-185.
[33]Thornberry N A,Lazebnik Y.Caspases:enemies within[J].Science,1998,281(5381):1312-1316.
[34]彭伟,骆泓洁,元小冬.死亡受体介导的细胞凋亡研究进展[J].生命的化学,2016,36(5):629-632.
[35]Ferrara N,Gerber H P,Lecouter J.The biology of VEGF and its receptors[J].Nature Medicine,2003,9(6):669-676.
[36]李子超.明日叶查尔酮的制备及其对小鼠H22肝癌血管生成的抑制作用研究[D].青岛:青岛大学,2015.
[37]李子超,王力平,钟进义,等.明日叶查尔酮对小鼠H22肝癌MVD水平的影响[J].中医临床研究,2016,8(29):5-9.
[38]W Lopaczynski,SH Zeisel.Antioxidants,programmed cell death,and cancer[J].Nutrition Research,2001,21(1):295-307.
[39]Kim S J,Cho J Y,Wee J H,et al.Isolation and characterization of antioxidative compounds from the aerial parts of Angelica keiskei[J].Food Science and Biotechnology,2005,14(1):58-63.
[40]侯芳霖,钟进义,张燕.明日叶查尔酮对荷瘤小鼠抗氧化能力影响作用的研究[J].世界中西医结合杂志,2011,6(4):288-290.
[41]戴美琴,李金州,陈娜娜,等.中药抑制肝癌侵袭与转移的研究进展[J].今日药学,2017,27(10):716-720.
[42]Nussinov R,Wang G,Tsai C J,et al.Calmodulin and PI3K signaling in KRAS cancers[J].Trends Cancer,2017,3(3):214-224.
[43]Okuyama T,Takata M,J Takayasu,et al.Antitumorpromotion by principles obtained from Angelica keiskei[J].Planta Medica,1991,57(3):242-246.
[2]Kil Y S,Pham S T,Seo E K,et al.Angelica keiskei,an emerging medicinal herb with various bioactive constituents and biological activities[J].Archives of Pharmacal Research,2017,40(6):655-675.
[3]Michiko Y,Kyuichi K,Miki M,et al.Inhibitory effects of4-hydroxyderricin and xanthoangelol on lipopolysaccharideinduced inflammatory responses in RAW264 macrophages[J].Journal of Agricultural&Food Chemistry,2014,62(2):462-467.
[4]Park J Y,Jeong H J,Kim Y M,et al.Characteristic of alkylated chalcones from Angelica keiskei,on influenza virus neuraminidase inhibition[J].Bioorganic&Medicinal Chemistry Letters,2011,21(18):5602-5604.
[5]Kim D W,Curtis-Long M J,Yuk H J,et al.Quantitative analysis of phenolic metabolites from different parts of Angelica keiskei,by HPLC-ESI MS/MS and their xanthine oxidase inhibition[J].Food Chemistry,2014,153(9):20-27.
[6]李子超,王力平,钟进义,等.明日叶及其活性成分查尔酮研究进展[J].中国食物与营养,2016,22(11):68-72.
[7]Stewart BW,Wild CP.World cancer report 2014[M].WHO:IARC Nonserial Publication,2014:16-53.
[8]陈思婷,覃伟权,冯美利,等.绿色保健蔬菜长寿芹[J].中国热带农业,2007(1):43.
[9]Solinas G,Germano G,Mantovani A,et al.Tumor-associated macrophages(TAM)as major players of the cancer-related inflammation[J].Journal of Leukocyte Biology,2009,86(5):1065-1073
[10]Baba K,Nakata K,Taniguchi M,et al.Chalcones from Angelica keiskei[J].Phytochemistry,1990,29(12):3907-3910.
[11]Nakata K,Taniguchi K,Baba K.Three chalcones from Angelica keiskei[J].Nature Medicine,1999;53:329-332.
[12]Akihisa T,Tokuda H,Hasegawa D,et al.Chalcones and other compounds from the exudates of Angelica keiskei and their cancer chemopreventive effects[J].Journal of Natural Products,2006,69(1):38-42.
[13]Li J L,Gao L X,Meng F W,et al.PTP1B inhibitors from stems of Angelica keiskei(Ashitaba)[J].Bioorganic&Medicinal Chemistry Letters,2015,25(10):2028-2032.
[14]Ohnogi H,Kudo Y,Tahara K,et al.Six new chalcones from Angelica keiskei inducing adiponectin production in 3T3-L1adipocytes[J].Bioscience Biotechnology&Biochemistry,2012,76(5):961-966.
[15]Aoki N,Muko M,Ohta E,et al.C-geranylated chalcones from the stems of Angelica keiskei with superoxide-scavenging activity[J].Journal of Natural Products,2008,71(7):1308-1310.
[16]伊藤显子.抑制肿瘤细胞增殖的成分(26):滨海当归中的活性成分[J].国外医学(中医中药分册),2003,(4):248.
[17]王亦敏,马场贵美江.明日叶中查尔酮诱导人胃癌细胞MGC-803凋亡的研究[J].中医临床研究,2011,3(5):67-68.
[18]Shinsaku T,Hiroshige H,Kazuya O,et al.Chalcones from Angelica keiskei induce apoptosis in stomach cancer cells[J].Journal of Herbs Spices&Medicinal Plants,2008,14(4):166-174.
[19]郎晓辉,钟进义,李蕾,等.明日叶查尔酮对小鼠H22肝癌细胞增殖活性的抑制作用[J].生态毒理学报,2011,6(3):261-264.
[20]Sumiyoshi M,Taniguchi M,Baba K,et al.Antitumor and antimetastatic actions of xanthoangelol and 4-hydroxyderricin isolated from Angelica keiskei,roots through the inhibited activation and differentiation of M2 macrophages[J].Phytomedicine,2015,22(7-8):759-767.
[21]Akihisa T,Kikuchi T,Nagai H,et al.4-Hydroxyderricin from Angelica keiskei roots induces caspase-dependent apoptotic cell death in HL60 human leukemia cells[J].Journal of Oleo Science,2011,60(2):71-77.
[22]Tabata K,Motani K,Takayanagi N,et al.Xanthoangelol,a major chalcone constituent of Angelica keiskei,induces apoptosis in neuroblastoma and leukemia cells[J].Biological and Pharmaceutical Bulletin,2005,28(8):1404-1407.
[23]Kimura Y,Baba K.Antitumor and antimetastatic activities of Angelica keiskei roots,part 1:Isolation of an active substance,xanthoangelol[J].International Journal of Cancer,2003,106(3):429-437.
[24]Kimura Y,Taniguchi M,Baba K.Antitumor and antimetastatic activities of 4-hydroxyderricin isolated from Angelica keiskei roots[J].Planta Medica 2004,70(3):211-219.
[25]Thompson CB.Apoptosis in the pathogenesis and treatment of disease[J].Science,1995,267(5203):1456-1462.
[26]孟扬,钟进义,孙赫.明日叶查尔酮对小鼠肝癌细胞Caspase-3和Bax蛋白表达的影响[J].癌变畸变突变,2011,23(1):50-53.
[27]孙赫,钟进义,孟扬.明日叶查尔酮对小鼠肝癌细胞PCNA和BCL-2蛋白表达的影响[J].毒理学杂志,2011,25(1):33-36.
[28]Nishimura R,Tabata K,Arakawa M,et al.Isobavachalcone,a chalcone constituent of Angelica keiskei,induces apoptosis in neuroblastoma[J].Biological&Pharmaceutical Bulletin,2007,30(10):1878-1883.
[29]Anvekar R A,Asciolla J J,Missert D J,et al.Born to be Alive:A role for the BCL-2 family in melanoma tumor cell survival,apoptosis,and treatment[J].Frontiers in Oncology,2011,1(34):1-16.
[30]Li Q,Liang X,Wang Y,et al.mi R-139-5p Inhibits the epithelial-mesenchymal transition and enhances the chemotherapeutic sensitivity of colorectal cancer cells by downregulating BCL2[J].Scientific Reports,2016,6:27157.
[31]庞文彪,李莉红,皇甫冰,等.中国地鼠口腔颊囊黏膜癌变过程凋亡相关基因caspase-3、caspase-9、Bax、Bcl-2的表达[J].中国实验动物学报,2017,25(3):263-269.
[32]刘晓婷,王延让,张明.线粒体介导细胞凋亡的研究进展[J].环境与健康杂志,2013,30(2):182-185.
[33]Thornberry N A,Lazebnik Y.Caspases:enemies within[J].Science,1998,281(5381):1312-1316.
[34]彭伟,骆泓洁,元小冬.死亡受体介导的细胞凋亡研究进展[J].生命的化学,2016,36(5):629-632.
[35]Ferrara N,Gerber H P,Lecouter J.The biology of VEGF and its receptors[J].Nature Medicine,2003,9(6):669-676.
[36]李子超.明日叶查尔酮的制备及其对小鼠H22肝癌血管生成的抑制作用研究[D].青岛:青岛大学,2015.
[37]李子超,王力平,钟进义,等.明日叶查尔酮对小鼠H22肝癌MVD水平的影响[J].中医临床研究,2016,8(29):5-9.
[38]W Lopaczynski,SH Zeisel.Antioxidants,programmed cell death,and cancer[J].Nutrition Research,2001,21(1):295-307.
[39]Kim S J,Cho J Y,Wee J H,et al.Isolation and characterization of antioxidative compounds from the aerial parts of Angelica keiskei[J].Food Science and Biotechnology,2005,14(1):58-63.
[40]侯芳霖,钟进义,张燕.明日叶查尔酮对荷瘤小鼠抗氧化能力影响作用的研究[J].世界中西医结合杂志,2011,6(4):288-290.
[41]戴美琴,李金州,陈娜娜,等.中药抑制肝癌侵袭与转移的研究进展[J].今日药学,2017,27(10):716-720.
[42]Nussinov R,Wang G,Tsai C J,et al.Calmodulin and PI3K signaling in KRAS cancers[J].Trends Cancer,2017,3(3):214-224.
[43]Okuyama T,Takata M,J Takayasu,et al.Antitumorpromotion by principles obtained from Angelica keiskei[J].Planta Medica,1991,57(3):242-246.