菱属植物化学成分与生物活性的研究进展
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摘要
中国菱属植物资源较为丰富,菱角食药用历史悠久。菱属植物中主要的化学成分为萜类、甾醇、酚酸类及黄酮类等化合物,目前对其生物活性的研究比较深入,有降血糖、抗氧化、抗肿瘤、抗菌和免疫调节等活性,已有初步研究的生物活性包括降低血管内皮生长因子(VEGF)表达、抑制H2O2诱导的人脐静脉内皮细胞损伤、诱导He La细胞凋亡、镇痛、保肝、抗动脉粥样硬化和驱虫。本文对菱属植物的化学成分及生物活性进行了综述,以期对菱属植物的开发利用提供依据。
China boasts for its abundant resources of Trapa L. The fruit of Trapa has been given high edible and medicinal values so far. Trapa L. plants mainly contain terpenoids, sterols, phenolic acids and flavonoids. Current studies profoundly analyzed the biological activities on hypoglycemic, anti-oxidation, anti-tumor, antibacterial and immunomodulatory effects of it. Some preliminary studies over biological activities included the effects on reducing the expression of vascular endothelial growth factor(VEGF), the inhibition of H_2O_2-induced injury of human umbilical vein endothelial cells,inducing He La cell apoptosis, analgesia, liver protection, anti-atherosclerosis and deworming. This paper reviewed literature on the chemical constituents and biological activities of Trapa L for the provision of a reference for the exploration and utilization of Trapa L.
China boasts for its abundant resources of Trapa L. The fruit of Trapa has been given high edible and medicinal values so far. Trapa L. plants mainly contain terpenoids, sterols, phenolic acids and flavonoids. Current studies profoundly analyzed the biological activities on hypoglycemic, anti-oxidation, anti-tumor, antibacterial and immunomodulatory effects of it. Some preliminary studies over biological activities included the effects on reducing the expression of vascular endothelial growth factor(VEGF), the inhibition of H_2O_2-induced injury of human umbilical vein endothelial cells,inducing He La cell apoptosis, analgesia, liver protection, anti-atherosclerosis and deworming. This paper reviewed literature on the chemical constituents and biological activities of Trapa L for the provision of a reference for the exploration and utilization of Trapa L.
引文
1中国植物志编辑委员会.中国植物志(53卷).北京:科学出版社2000:1-26.
2 Gao H M,Cai J W,Han W L,et al.Comparison of starches isolated from three different Trapa species.Food Hydrocolloids,2014,37:174-181.
3 Adkar P,Dongare A,Ambavade S,et al.Trapabispinosa Roxb.:AReview on Nutritional and Pharmacological Aspects.Adv Pharmaco Sci,2014:959830.
4 Krishnaiya R,Kasar C,Gupta S.Influence of water chestnu(Trapanatans)on chemical,rheological,sensory and nutritiona characteristics of muffins.J Food Meas Charact,2016,10(2):210-219.
5 Bauddh K,Singh R,Singh R P,et al.The suitability of Trapanatans fo phytoremediation of inorganic contaminants from the aquati ecosystems.Ecol Eng,2015,83:39-42.
6陈百泉,张倩,王微,等.南湖菱壳中α-葡萄糖苷酶抑制活性成分研究.中国中药杂志,2012,37(10):1408-1411.
7 Song M C,Yang H J,Lee D Y,et al.Triterpenoids from Trapa pseudoincisa.J Appl Biol Chen,2007,50(4):259-263.
8董威严,牛凤兰,程舸.高效液相色谱法测定菱角中的没食子酸含量食品科学,2005,26(8):334-335.
9牛凤兰,尹建元,董威严,等.菱角中抗肿瘤活性成分的分离、提纯及结构鉴定.高等学校化学学报,2005,26(5):852-855.
10 Niu F L,Wang X D,Wang Y L,et al.Trihydroxybenzoic acid dimerinduced apoptosis effects in vitro.Chem Res Chinese U,2005,21(4)463-467.
11周光雄,吴志敏,杨政红,等.菱角皮中鞣质类成分研究.时珍国医国药,2010,21(6):1414-1415.
12 Wang S H,Kao M Y,Wu S C,et al.Oral administration o Trapataiwanensis Nakai fruit skin extracts conferring hepatoprotection from CCl4-caused injury.J Agric Food Chem,2011,59(8):3686-3692.
13 Niranjan A,Verma S,Lehri A,et al.High-Performance Thin-Laye Chromatographic Analysis for the Simultaneous Quantification of Fou Phenolic Compounds in Green,Red,and Black Fruits o Trapanatansvar.Bispinosa Roxb.(Singhara)..JPC-J Planar Chromat2013,26(4):316-321.
14 Yasuda M,Yasutake K,Hino M,et al.Inhibitory effects of polyphenol from water chestnut(Trapa japonica)husk on glycolytic enzymes and post prandial blood glucose elevation in mice.Food Chem,2014,16(1):42-49.
15 Song M C,Yang H J,Myun-Ho B,et al.Antioxidant and antiatherogenic activity of cis-Hinokiresinol from Trapa pseudoincisa.Arc Pharm Res,2007,30(11):1392-1397.
16梁睿,彭奇均.菱壳中挥发性成分的研究.中药材,2006,29(1):24-26
17朱才会,王可,王丽梅.水蒸气蒸馏法与石油醚萃取法提取菱角壳挥发油的比较研究.武汉轻工大学学报,2015,34(2):60-64.
18李静,许维国,牛凤兰.超临界提取菱角与菱仁挥发性成分及其比较研究.中国中药杂志,2011,36(13):1725-1728.
19 Song M C,Yang H J,Kim D K,et al.Bioactive flavonoids from Trap pseudoincisa.J Korean Soc Appl Bi Chem,2008,51(4):334-337.
20尚庆坤,李德谦,玄玉实,等.气相色谱-质谱法分析研究野生菱角壳中多糖化合物的单糖组成.分析化学,2005,33(1):73-76.
21尚庆坤,玄玉实,朱东霞,等.高效制备液相色谱法分离制备菱角壳中的生物碱.东北师大学报(自然科学版),2007,39(2):82-86.
22 Okonenko V U,Litvinenko V I,Tikhonov A I.Phenolic compounds o Trapa maeotica.Chemistry of Natural Compounds,1971,7(4):512-512.
23 Chiang P Y,Ciou J Y.Effect of pulverization on the antioxidant activit of water caltrop(Trapa taiwanensis Nakai)pericarps.LWT-Food Scienc and Technology,2010,43(2):361-365.
24蔡丽玲,赵惠明.南湖菱营养成分及无机元素含量分析.食品研究与开发,2003,24(4):95-97.
25 Kharbanda C,Alam M S,Hamid H,et al.Trapa natans L.root extrac suppresses hyperglycemic and hepatotoxic effects in STZ-induced diabetic rat model.J Ethnopharmacol,2014,151(2):931-936.
26 Takeshita S,Yagi M,Uemura T,et al.Peel extract of water chestnu(Trapa bispinosa Roxb.)inhibits glycation,degradesα-dicarbony compound,and breaks advanced glycation end product crosslinks Glycative Stress Research,2015,2(2):72-79.
27 Kang W Y,Li YY,Gu X Z,et al.Antioxidant activities,a-glucosidas inhibitory effect in vitro and antihyperglycemic of Trapaacornis shell in alloxan-induced diabetic rats.J Med Plants Res,2011,5(31):6805-6812.
28万伍卿,刘瑛,刘晓燕.邻苯二甲酸正丁酯对K562细胞凋亡影响及其作用机制.医学临床研究,2006,23(8):1221-1224.
29伍茶花,丁扬洲,裴刚,等.不同菱角壳提取物抑制肺癌A549细胞生长的研究.湖南中医药大学学报,2012,32(1):27-30.
30裴刚,胡乔铭,向德标,等.二角菱壳和四角菱壳不同提取物抗氧化能力比较研究.中国药物经济学,2013,(z1):225-226.
31朱詠滢.菱角壳乙醇萃取物抗乳癌作用机制的探讨.台湾:中山医学大学硕士学位论文,2012.
32牛凤兰,董卿,巩宏伟,等.菱角粗多糖对肿瘤细胞抑制作用.中国公共卫生,2009,25(8):1005-1006.
33 Yu H N,Shen S R.Phenolic composition,antioxidant,antimicrobial and anti-proliferative activities of water caltrop pericarps extract.LWT-Food Sci Technol,2015,61(1):238-243.
34 Lin Q S,Shen J H,Ning Y,et al.Inhibitory effects of water caltrop pericarps on the growth of human gastric cancer cells in vitro.Cur Pharm Des,2013,19(42):7473-7478.
35谢艳茹.菱角提取物诱导人肝癌SMMC-7721细胞凋亡.肿瘤学杂志,2011,17(1):34-37.
36赵文静,牛凤兰.菱角提取物诱导HL-60细胞凋亡的机制探讨.中草药,2009,40(3):437-440.
37李维莉,马银海,张亚平,等.菱角壳总黄酮超声辅助提取工艺研究食品科学,2009,30(14):140-142.
38李鹏婧,柳旭光,龙海荣,等.超声波辅助提取菱角壳总黄酮及抗氧化性研究.食品科技,2011,36(1):167-171.
39 Kumar D,Rashid M,Singh A P.Evaluation of in vitro antiinflammatory,antimicrobial and antioxidant effects of Trapa natan(linn.)leaves extract.WJPPS,2014,3(2):1697-1710.
40 Stoicescu I,Sirbu R,Negreanu-Pirjol T,et al.In vitro antioxidant and antibacterial activity of Trapanatans L.aquatic plant from Danube delt area.Rev Roum Chim,2012,57(7):729-733.
41 Kim Y S,Hwang J W,Han Y K,et al.Antioxidant activity and protective effects of Trapa japonica pericarp extracts against tertbutylhydroperoxide-induced oxidative damage in Chang cells.Food Chemical Toxicol,2014,64:49-56.
42张伟,薛志平,黄嬛,等.南湖菱壳抗菌活性研究.中国实验方剂学杂志,2013,19(9):118-120.
43 Mandal S M,Migliolo L,Franco O L,et al.Identification of an antifungal peptide from Trapa natans fruits with inhibitory effects on Candida tropicalis biofilm formation.Peptides,2011,32(8):1741-1747.
44 Patel S,Banji D,Banji OJF,et al.Scrutinizing the role of aqueou extract of Trap abispinosa as an immunomodulator in experimenta animals.J Res Pharm Sci,2010,1(1):13-19.
45张杲,金国梁.菱角口服液对人胃癌裸鼠皮下移植瘤生长的抑制作用及其VEGF表达的影响.中国中医药科技,2015,2(2):148-150.
46 Gani A,Rasool N,Shah A,et al.DNA scission inhibition,antioxidant and antiproliferative activities of water chestnut(Trapa natans extracted in different solvents.Cyta-J Food,2015,13(3):415-419.
47 Lin Q S,Yu H N,Das U N,et al.Water Caltrop Pericarps Extract Attenuate H2O2-induced Human Umbilical Vein Endothelial Cel Injury.Adv Mat Res,2012,554-556:1757-1761.
48 Kim M J,Im K R,Yoon K S.Trapa japonica Flerov Extract Attenuate Lipid Accumulation through Down regulation of Adipogenic Transcription Factors in 3T3-L1 Cells.Am J Mol Biol,2015,5(2):32-41.
49 Agrahari A K,Khaliquzzama M,Panda S K.Evaluation of analgesi activity of methanolic extract of Trapa natansl.var.bispinosaroxb.Roots Curr Pharm Res,2010,1(1):8-11.
50 Verma V K,Sarwa K,Kumar A.Anthelmintic Activity of Fruit Peel and Root Extracts of Trapa natans L.var.bispinosa Roxb.Acad J Plant Sci2013,6(2):73-76.
51宋金方,赵懿清,王涛,等.口服降糖药的药物基因组学研究进展.实用药物与临床,2015,18(7):851-856.
2 Gao H M,Cai J W,Han W L,et al.Comparison of starches isolated from three different Trapa species.Food Hydrocolloids,2014,37:174-181.
3 Adkar P,Dongare A,Ambavade S,et al.Trapabispinosa Roxb.:AReview on Nutritional and Pharmacological Aspects.Adv Pharmaco Sci,2014:959830.
4 Krishnaiya R,Kasar C,Gupta S.Influence of water chestnu(Trapanatans)on chemical,rheological,sensory and nutritiona characteristics of muffins.J Food Meas Charact,2016,10(2):210-219.
5 Bauddh K,Singh R,Singh R P,et al.The suitability of Trapanatans fo phytoremediation of inorganic contaminants from the aquati ecosystems.Ecol Eng,2015,83:39-42.
6陈百泉,张倩,王微,等.南湖菱壳中α-葡萄糖苷酶抑制活性成分研究.中国中药杂志,2012,37(10):1408-1411.
7 Song M C,Yang H J,Lee D Y,et al.Triterpenoids from Trapa pseudoincisa.J Appl Biol Chen,2007,50(4):259-263.
8董威严,牛凤兰,程舸.高效液相色谱法测定菱角中的没食子酸含量食品科学,2005,26(8):334-335.
9牛凤兰,尹建元,董威严,等.菱角中抗肿瘤活性成分的分离、提纯及结构鉴定.高等学校化学学报,2005,26(5):852-855.
10 Niu F L,Wang X D,Wang Y L,et al.Trihydroxybenzoic acid dimerinduced apoptosis effects in vitro.Chem Res Chinese U,2005,21(4)463-467.
11周光雄,吴志敏,杨政红,等.菱角皮中鞣质类成分研究.时珍国医国药,2010,21(6):1414-1415.
12 Wang S H,Kao M Y,Wu S C,et al.Oral administration o Trapataiwanensis Nakai fruit skin extracts conferring hepatoprotection from CCl4-caused injury.J Agric Food Chem,2011,59(8):3686-3692.
13 Niranjan A,Verma S,Lehri A,et al.High-Performance Thin-Laye Chromatographic Analysis for the Simultaneous Quantification of Fou Phenolic Compounds in Green,Red,and Black Fruits o Trapanatansvar.Bispinosa Roxb.(Singhara)..JPC-J Planar Chromat2013,26(4):316-321.
14 Yasuda M,Yasutake K,Hino M,et al.Inhibitory effects of polyphenol from water chestnut(Trapa japonica)husk on glycolytic enzymes and post prandial blood glucose elevation in mice.Food Chem,2014,16(1):42-49.
15 Song M C,Yang H J,Myun-Ho B,et al.Antioxidant and antiatherogenic activity of cis-Hinokiresinol from Trapa pseudoincisa.Arc Pharm Res,2007,30(11):1392-1397.
16梁睿,彭奇均.菱壳中挥发性成分的研究.中药材,2006,29(1):24-26
17朱才会,王可,王丽梅.水蒸气蒸馏法与石油醚萃取法提取菱角壳挥发油的比较研究.武汉轻工大学学报,2015,34(2):60-64.
18李静,许维国,牛凤兰.超临界提取菱角与菱仁挥发性成分及其比较研究.中国中药杂志,2011,36(13):1725-1728.
19 Song M C,Yang H J,Kim D K,et al.Bioactive flavonoids from Trap pseudoincisa.J Korean Soc Appl Bi Chem,2008,51(4):334-337.
20尚庆坤,李德谦,玄玉实,等.气相色谱-质谱法分析研究野生菱角壳中多糖化合物的单糖组成.分析化学,2005,33(1):73-76.
21尚庆坤,玄玉实,朱东霞,等.高效制备液相色谱法分离制备菱角壳中的生物碱.东北师大学报(自然科学版),2007,39(2):82-86.
22 Okonenko V U,Litvinenko V I,Tikhonov A I.Phenolic compounds o Trapa maeotica.Chemistry of Natural Compounds,1971,7(4):512-512.
23 Chiang P Y,Ciou J Y.Effect of pulverization on the antioxidant activit of water caltrop(Trapa taiwanensis Nakai)pericarps.LWT-Food Scienc and Technology,2010,43(2):361-365.
24蔡丽玲,赵惠明.南湖菱营养成分及无机元素含量分析.食品研究与开发,2003,24(4):95-97.
25 Kharbanda C,Alam M S,Hamid H,et al.Trapa natans L.root extrac suppresses hyperglycemic and hepatotoxic effects in STZ-induced diabetic rat model.J Ethnopharmacol,2014,151(2):931-936.
26 Takeshita S,Yagi M,Uemura T,et al.Peel extract of water chestnu(Trapa bispinosa Roxb.)inhibits glycation,degradesα-dicarbony compound,and breaks advanced glycation end product crosslinks Glycative Stress Research,2015,2(2):72-79.
27 Kang W Y,Li YY,Gu X Z,et al.Antioxidant activities,a-glucosidas inhibitory effect in vitro and antihyperglycemic of Trapaacornis shell in alloxan-induced diabetic rats.J Med Plants Res,2011,5(31):6805-6812.
28万伍卿,刘瑛,刘晓燕.邻苯二甲酸正丁酯对K562细胞凋亡影响及其作用机制.医学临床研究,2006,23(8):1221-1224.
29伍茶花,丁扬洲,裴刚,等.不同菱角壳提取物抑制肺癌A549细胞生长的研究.湖南中医药大学学报,2012,32(1):27-30.
30裴刚,胡乔铭,向德标,等.二角菱壳和四角菱壳不同提取物抗氧化能力比较研究.中国药物经济学,2013,(z1):225-226.
31朱詠滢.菱角壳乙醇萃取物抗乳癌作用机制的探讨.台湾:中山医学大学硕士学位论文,2012.
32牛凤兰,董卿,巩宏伟,等.菱角粗多糖对肿瘤细胞抑制作用.中国公共卫生,2009,25(8):1005-1006.
33 Yu H N,Shen S R.Phenolic composition,antioxidant,antimicrobial and anti-proliferative activities of water caltrop pericarps extract.LWT-Food Sci Technol,2015,61(1):238-243.
34 Lin Q S,Shen J H,Ning Y,et al.Inhibitory effects of water caltrop pericarps on the growth of human gastric cancer cells in vitro.Cur Pharm Des,2013,19(42):7473-7478.
35谢艳茹.菱角提取物诱导人肝癌SMMC-7721细胞凋亡.肿瘤学杂志,2011,17(1):34-37.
36赵文静,牛凤兰.菱角提取物诱导HL-60细胞凋亡的机制探讨.中草药,2009,40(3):437-440.
37李维莉,马银海,张亚平,等.菱角壳总黄酮超声辅助提取工艺研究食品科学,2009,30(14):140-142.
38李鹏婧,柳旭光,龙海荣,等.超声波辅助提取菱角壳总黄酮及抗氧化性研究.食品科技,2011,36(1):167-171.
39 Kumar D,Rashid M,Singh A P.Evaluation of in vitro antiinflammatory,antimicrobial and antioxidant effects of Trapa natan(linn.)leaves extract.WJPPS,2014,3(2):1697-1710.
40 Stoicescu I,Sirbu R,Negreanu-Pirjol T,et al.In vitro antioxidant and antibacterial activity of Trapanatans L.aquatic plant from Danube delt area.Rev Roum Chim,2012,57(7):729-733.
41 Kim Y S,Hwang J W,Han Y K,et al.Antioxidant activity and protective effects of Trapa japonica pericarp extracts against tertbutylhydroperoxide-induced oxidative damage in Chang cells.Food Chemical Toxicol,2014,64:49-56.
42张伟,薛志平,黄嬛,等.南湖菱壳抗菌活性研究.中国实验方剂学杂志,2013,19(9):118-120.
43 Mandal S M,Migliolo L,Franco O L,et al.Identification of an antifungal peptide from Trapa natans fruits with inhibitory effects on Candida tropicalis biofilm formation.Peptides,2011,32(8):1741-1747.
44 Patel S,Banji D,Banji OJF,et al.Scrutinizing the role of aqueou extract of Trap abispinosa as an immunomodulator in experimenta animals.J Res Pharm Sci,2010,1(1):13-19.
45张杲,金国梁.菱角口服液对人胃癌裸鼠皮下移植瘤生长的抑制作用及其VEGF表达的影响.中国中医药科技,2015,2(2):148-150.
46 Gani A,Rasool N,Shah A,et al.DNA scission inhibition,antioxidant and antiproliferative activities of water chestnut(Trapa natans extracted in different solvents.Cyta-J Food,2015,13(3):415-419.
47 Lin Q S,Yu H N,Das U N,et al.Water Caltrop Pericarps Extract Attenuate H2O2-induced Human Umbilical Vein Endothelial Cel Injury.Adv Mat Res,2012,554-556:1757-1761.
48 Kim M J,Im K R,Yoon K S.Trapa japonica Flerov Extract Attenuate Lipid Accumulation through Down regulation of Adipogenic Transcription Factors in 3T3-L1 Cells.Am J Mol Biol,2015,5(2):32-41.
49 Agrahari A K,Khaliquzzama M,Panda S K.Evaluation of analgesi activity of methanolic extract of Trapa natansl.var.bispinosaroxb.Roots Curr Pharm Res,2010,1(1):8-11.
50 Verma V K,Sarwa K,Kumar A.Anthelmintic Activity of Fruit Peel and Root Extracts of Trapa natans L.var.bispinosa Roxb.Acad J Plant Sci2013,6(2):73-76.
51宋金方,赵懿清,王涛,等.口服降糖药的药物基因组学研究进展.实用药物与临床,2015,18(7):851-856.