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中国生物工程杂志

China Biotechnology
China Biotechnology  2016, Vol. 36 Issue (1): 101-107    DOI: 10.13523/j.cb.20160114
    
Pharmacological Effects and Biosynthetic Pathway of Steroidal Alkaloids of Medicinal Plant
FENG Ya-bin1, ZHUANG Xin-chen1, SHEN Xiao-xia2, JIANG Jian-ming2, WANG Zhong-hua1
1. Institute of Biotechnology, Zhejiang Wanli University, Ningbo 315100, China;
2. Zhejiang Institute of Chinese Meteria Medica, Hangzhou 310023, China
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Abstract  

Steroidal alkaloid is one kind of metabolite existed widely in medicinal plants, which is one of natural products with antihypertensive effect, relieving cough and asthma, anticholinergic and other biological activity. At present, the researches on biosynthetic pathway, extraction and purification, identification and biological function of steroidal alkaloid have become a hot point in the natural product field worldwide.The pharmacological effects, [f24]the biosynthesis pathway, involved key enzymes and genes cloning of steroidal alkaloids was summarized according to terpenoids biosynthetic pathway, which will provide a reference for the studies of metabolic pathway, gene expression and regulation and its application of steroidal alkaloid in medical plants.



Key wordsBiosynthesis pathway      Medicinal plant      Steroidal alkaloid      Pharmacological effect     
Received: 30 March 2015      Published: 11 January 2016
ZTFLH:  Q946.88  
Cite this article:

FENG Ya-bin, ZHUANG Xin-chen, SHEN Xiao-xia, JIANG Jian-ming, WANG Zhong-hua. Pharmacological Effects and Biosynthetic Pathway of Steroidal Alkaloids of Medicinal Plant. China Biotechnology, 2016, 36(1): 101-107.

URL:

https://manu60.magtech.com.cn/biotech/10.13523/j.cb.20160114     OR     https://manu60.magtech.com.cn/biotech/Y2016/V36/I1/101

[1] Peng W,Han T,Qin L P. Chemical constituents of the flower of Fritillaria thunbergii. Chemistry of Natural Compounds,2012,48(3):491-492.
[2] Hao D C,Gu X J,Xiao P G,et al. Phytochemical and biological research of Fritillaria medicine resources. Chinese Journal of Natural Medicines,2013,11(4):330-344.
[3] Oh H,Kang D G,Lee S,et al. Angiotensin converting enzyme(ACE)inhibitory alkaloidsfrom Fritillaria ussuriensis. Plant Medica,2003,69(6):564-565.
[4] Antoaneta I,Julianna S,Bistra S,et al. Alkaloids derived from genus Veratrum and Peganum of Mongolian origin as multidrug resistance inhibitors of cancer cells. Fitoterapia,2011,82(4):570-575.
[5] An J J,Zhou J L,Li H J,et al. Puqienine E: An angiotensin converting enzyme inhibitory steroidal alkaloid from Fritillaria puqiensis. Fitoterapia,2010,81(3):149-152.
[6] Wang D D,Wang S,Xu X L,et al. Antitussive, expectorant and anti-inflammatory activities of four alkaloids isolated from Bulbus of Fritillaria wabuensis. Journal of Ethnopharmacology,2012,139(1):189-193.
[7] 张慧勇,阮汉利,皮慧芳,等. 湖北贝母生物碱单体的镇咳、祛痰和平喘作用. 中草药,2005,36(8): 1205-1207. Zhang H Y,Ruan H L,Pi H F,et al. Monomers of alkaloids in Fritillaria hupehensis antitussive, expectorant and antiasthmatic effects. Chinese Traditional and Herbal Drugs,2005,36(8):1205-1207.
[8] Tang J,Li H L,Shen Y H,et al. Antitumor and antiplatelet activity of alkaloids from Veratrum dahuricum. Phytother Res,2008,22(8):1093-1096.
[9] Berman D M,Karhadkar S S,Hallahan A R. Medulloblastoma growth inhibition by hedgehog pathway blockade. Science,2002,297(5568):1559- 1561.
[10] Zhang X,Sun H,Hao J,et al. Efficient synthesis of solasodine, O-acetysolasodine, and soladulcidine as anticancer steroidal alkaloids. Chamistry & Biodiversity,2007,4(1):25-31.
[11] Wang D D,Feng Y,Li Z,et al. In vitro and in vivo antitumor activity of bulbus fritillariae cirrhosae and preliminary investigation of its mechanism. Nutrition & Cancer,2014,66(3):441-452.
[12] Zhou C X,Liu J Y,Ye W C,et al. Neoverataline A and B, two antifungal alkaloids with a novel carbon skeleton from Veratrum taliense. Tetrahedron,2003,59(30):5743-5747.
[13] Kumar P,Sharma B,Bakshi N. Biological activity of alkaloids from Solanum dulcamara L. Nat Prod Res,2009,23(8):719-723.
[14] Wang D,Zhu J,Wang S,et al. Amtitussive, expectorant and anti-inflammatory alkaloids from Bulbus Fritillariae Cirrhosae,2011,82(8):1290-1294.
[15] Song Q L,Wang S S,Zhao W J. Total steroidal alkaloids from Veratrum patulum L.inhibit platelet aggregation, thrombi formation and decrease bleeding time in rats. Journal of Ethnopharmacology,2012,141(1):183-186.
[16] 吕莉,齐万红,潘平,等. 乌苏里藜芦生物碱单体计米丁对家兔血液流变学的影响. 血栓与止血学,2011,17(6):254-257. Lv L,Qi W H,Pan P,et al. Study on hemorrheology effect of germidine, an alkaloid isolated from Veratrum nigrum L. var ussuriense Nakai. Chinese Journal of Thrombosis and Hemostasis,2011,17(6):254-257.
[17] Laule O,Furholz A,Chang H S,et al. Crosstalk between cytosolic and plastidial pathways of isoprenoid biosynthesis in Arabidopsis thaliana. Proc Natl Acad Sci USA,2003,100(11):6866-6871.
[18] Sun C, Sun Y Q, Song J Y, et al. Discover of genes related to steroidal alkaloid biosynthesis in Fritillaria cirrhosa by generating and mining a dataset of expressed sequence tags(ESTs). Journal of Medicinal Plants Research, 2011, 5(21): 5307-5314.
[19] 王志标,王伟,程克棣,等. 甲羟戊酸途径代谢酶HMGL研究概述. 中国医药生物技术,2014,9(1):48-52. Wang Z B,Wang W,Cheng K L,et al. The mevalonate pathway metabolic enzyme HMGL research overview. Chin Med Biotechnol,2014,9(1):48-52.
[20] 王秋军,王剑文. 抗菌植物甾体及其生物合成的研究进展. 抗感染药学,2012,9(2):86-91. Wang Q J,Wang J W. Recent research advances on antimicrobial activities and biosynthesis of phytosteroids. Anti Infect Pharm,2012,9(2):86-91.
[21] 李恒. 萜类化合物MEP生物合成途径中关键酶1-脱氧-D-木酮糖-5-磷酸合酶和1-脱氧-D-木酮糖-5-磷酸还原异构化酶的研究. 西北大学, 生命科学院,2012. Li H. Studies on 1-deoxy-D-xylulose-5-phosphate Synthase and 1-deoxy-D-xylulose-5-phosphate Reductoisomerase, the Two Key Enzymes in MEP Pathway for Terpenoid Biosynthesis. Northwest University, School of Life Science,2012.
[22] Kim Y J,Lee O R,Oh J Y,et al. Functional analysis of 3-hydroxy-3-methylglutaryl coenzyme a reductase encoding genes in triterpene saponin-producing ginseng. Plant Physiology,2014,165(1):373-387.
[23] Liao P,Wang H,Andrea H,et al. Past achievements, current status and future perspectives of studies on 3-hydroxy-3-methylglutaryl-CoA synthase(HMGS) in the mevalonate(MVA) pathway. Plant Cell Reports,2014,33(7):1005-1022.
[24] 鞠世杰,阎秀峰. 高等植物的3-羟基-3-甲基戊二酰辅酶A还原酶. 植物生理学通讯,2004,40(1):104-110. Ju S J,Yan X F. 3-hydroxy-3-methylglutary coenzyme a reductase in higher plant. Plant Physiol Comm,2004,40(1):104-110.
[25] 李嵘,王喆之. 植物萜类合成酶3-羟基-3-甲基戊二酰辅酶A还原酶的生物信息学分析. 广西植物,2006,26(5):464-473. Li R,Wang Z Z. A bioinformatics analysis on 3-hydroxy-3-methylglutaryle-CoA reductase, a key enzyme in plant isoprenoid biosynthesis. Guihaia,2006,26(5):464-473.
[26] 郑竹君,曹小迎,刘群,等. 南京椴HMGR基因的克隆和功能验证. 植物研究,2012,32(2):198-203. Zheng Z J,Cao X Y,Liu Q,et al. Molecular cloning and function analyisi of HMGR gene from Tilia miqueliana Maxim. Bulletin of Botanical Research,2012,32(2):198-203.
[27] 张琳,王继涛,张大为,等. 珍稀濒危药用铁皮石斛HMGR基因的克隆和特征分析. 药学学报,2014,49(3):411-418. Zhang L,Wang J T,Zhang D W,et al. Molecular characterization of a HMG-CoA reductase gene from a rare and endangered medicinal plant, Dendrobium officinale. Acta Pharmaceutica Sinica,2014,49(3):411-418.
[28] 蒋春,张华铃,彭江. 尾巨桉HMGR基因的克隆及表达分析. 广西植物,2012,32(1):113-117. Jiang C,Zhang L H,Peng J. Molecular cloning and experession analysis of 3-hydroxy-3-methylglutaryl-CoA reductase gene from Eucalyptus urophylla×E. grandis. Guihaia,2012,32(1):113-117.
[29] 杨鹤,郜玉钢,李璠瑛,等. 人参皂苷等萜类化合物生物合成途径及HMGR的研究进展. 中国生物工程杂志,2008,28(10):130-135. Yang H,Gao Y G,Li P Y,et al. Research progress of terpenoids such as ginsenoside biosynthetic pathway and HMGR gene. China Biotechnology,2008,28(10):130-135.
[30] 武莹, 李威, 祝传书, 等. 雷公藤hmgr基因克隆、序列分析及诱导表达. 西北农林科技大学学报(自然科学版), 2012, 40(11): 103-111. Wu Y, Li W, Zhu C S, et al. Characterization and expression of gene encoding HMGR from Tripterygium wilfordii. Journal of Northwest A&F University, 2012, 40(11): 103-111.
[31] 朱芬. 灵芝HMG-CoA还原酶(HMGR)基因的克隆、功能验证及表达调控的初步研究. 北京:南京农业大学, 生命科学学院,2007. Zhu F. Cloning, Functional Expression, and Expressional Regulation of the Ganodermalucidum Ydroxymethylglutaryl-coenzyme A Reductase Gene. Nanjing:Nanjing Agricultural University, School of Life Science,2007.
[32] 金蓉,朱长青,徐昌杰. 1-脱氧木酮糖-5-磷酸合成酶( DXS)及其编码基因. 细胞生物学杂志,2007,29(5):706-712. Jin R,Zhu C Q,Xu C J. 1-deoxy-D-xylulose 5-phosphate synthase(DXS) and its encoding genes. Chinese Journal of Cell Biology,2007,29(5):706-712.
[33] Kim B R,Kim S U,Chang Y J. Differential expression of three 1-deoxy-D-xylulose-5-phosphate synthase genes in rice. Biotechnol Lett. Biotechnol Lett,2005,27 (14):997-1001.
[34] Gong Y F,Liao Z H,Guo B H,et al. Molecular cloning and expression profile analysis of Ginkgo biloba DXS gene encoding 1-deoxy-D-xylulose 5-phosphate synthase, the first committed enzyme of the 2-C-methyl-D-erythritol 4-phosphate pathway. Planta Med,2006,72(4):329-335.
[35] 魏麟,伍贤进,李胜华,等. 鱼腥草1-脱氧-D-木酮糖-5-磷酸合成酶1基因克隆与表达分析. 中草药,2014,45(11):1607-1612. Wei L,Wu J X,Li S H,et al. Cloning and expression analysis of 1-deoxy-D-xylulose-5-phosphate synthase 1 gene in Houttuynia cordata. Chin Tradit Herbal Drugs,2014,45(11):1607-1612.
[36] 李尊强. 烟草香气相关基因DXS基因和CHS基因的功能分析. 北京:中国农业科学院, 2013. Li Z. Functional Analysis of Aroma Biosynthesis Related Genes DXS Gene and CHS Gene in Tobacco. Beijing:Master of Agronomy, 2013.
[37] 张曼. 大豆萜类非甲羟戊酸代谢途径关键酶基因的克隆及功能鉴定. 南京:南京农业大学,生命科学学院, 2008. Zhang M. Identificaion and Characterization of Genes Encoding Key Enzymes in Soybean Non-mevalinate Pathway. Nanjing:Nanjing Agricultural University, School of Life Science,2008.
[38] 郑洲翔,范燕萍,周纪刚,等. 植物萜类合成酶1-脱氧-D-木酮糖-5-磷酸还原酶研究进展. 安徽农业科学,2011,39(10):5695-5696. Zheng Z Y,Fan Y X,Zhou J G,et al. Research advance in 1-deoxy-D-xylulose-5-phosphate reductoisomerase, a key enzyme in plant isoprenoid biosynthesis. J Anhui Agric Sci,2011,39(10):5695-5696.
[39] 李嵘,王喆之. 植物萜类合成酶1-脱氧-D-木酮糖-5-磷酸还原异构酶的分子结构特征与功能预测分析. 植物研究,2007,27(1):59-67. Li R,Wang Z Z. An analysis of molecular structural character and function prediction on a 1-deoxy-D-xylulose 5-phosphate reductoisomerase, a key enzyme in plant isoprenoid biosynthesis. Bulletin of Botanical Research,2007,27(1):59-67.
[40] 童宇茹,李桂桂,程琪庆,等. 药用植物5-磷酸脱氧木酮糖还原异构酶基因研究进展. 中草药,2013,44(4): 488-496. Tong Y R,Li G G,Cheng Q Q,et al. Advances in studies on 1-deoxy-D-xylulose 5-phosphate reductoisomerase gene in medicinal plants. Chin Tradit Herbal Drugs,2013,44(4): 488-496.
[41] 张玲,林顺权,胡又厘,等. 枇杷DXR基因的克隆及其在果实成熟过程中的表达分析. 果树学报,2013, 30(4):563-566. Zhang L,Lin S Q,Hu Y L,et al. Cloning of DXR gene and its expression analysis during fruit ripening in loquat. J Fruit Sci,2013, 30(4):563-566.
[42] 祝传书,陈欣,郭嘉,等. 雷公藤1-脱氧-D-木酮糖-5-磷酸还原酶基因(TwDXR)的克隆与表达分析. 农业生物技术学报,2014,22(3):298-308. Zhu C S,Chen X,Guo J,et al. Cloning and expression analysis of A 1-deoxy-D-xylulose 5-phosphate reductoisomerase gene (DXR) in Tripterygiun wilfordii. J Agric Biotech,2014,22(3):298-308.
[43] 雒军,王引权,温随超,等. 当归DXR基因保守区克隆和组织特异性表达分析. 中草药,2014,45(13):1907-1913. Luo J,Wang Y Q,Wen S C,et al. Cloning and tissue-specifidc expression analysis of conserved fragments of DXR gene from Angelica sinensis. Chin Tradit Herbal Drugs,2014,45(13):1907-1913.
[44] 王润发. 盾叶薯蓣DXR基因和MDS基因的克隆与功能验证. 武汉:湖北大学, 生命科学学院,2014. Wang R F. Cloning and characterization of genes encoding DXR gene and MDS gene from Dioscorea zingiberensis C.H Wright. Wuhan:Hubei University, School of Life Science,2014.

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