苦皮藤素的衍生合成与杀虫活性研究
|
摘要
在植物和昆虫的协同进化过程中，植物自身合成了具有杀虫活性的次生代谢产物以对抗危害其生长的昆虫，研究这些植物次生代谢产物将有助于我们发现环境友好的新型植物源杀虫剂。
卫矛科植物苦皮藤在我国民间作为传统土农药使用已有很长的历史。20世纪80年代以来，我国学者对苦皮藤的杀虫活性成分进行了系统深入地研究，发现二氢沉香呋喃倍半萜类化合物是其主要杀虫活性成分，并且相应的毒理学研究表明其作用靶标位于昆虫中肠细胞，二氢沉香呋喃倍半萜是一类新型昆虫消化毒剂。本论文以苦皮藤中的二氢沉香呋喃倍半萜类化合物为主要起始原料，合成制备了一系列衍生物，采用1H-NMR,13C-NMR,MS,IR以及2DNMR,X射线单晶衍射等波谱技术确认了化学结构，以粘虫为试虫，评价了其杀虫活性，为开发出高活性、环境友好型的新型昆虫消化毒剂奠定了基础。主要研究结果如下：
1.从苦皮藤提取物中分离出其主要杀虫活性成分苦皮藤素V，通过X射线单晶衍射确认了其化学结构，修正了1994年报道的结构。以苦皮藤素V为主要原料制备了70个衍生物，包括6-醚类衍生物12个，6-酯类衍生物14个，6-氨基酸衍生物12个，6-三唑衍生物20个，孪药衍生物6个，其它衍生物7个，其中67个为未见文献报道的化合物。杀虫活性测定结果表明：部分化合物具有较苦皮藤素V强的杀虫活性，试虫中毒症状与苦皮藤素V的一致，其中苦皮藤素V24小时后KD50为301.0μg.g-1，化合物2-2-2,2-2-3,2-2-6,2-2-7,2-3-1,2-3-2,2-4-7KD50分别为135.9,101.3,169.0,219.2,266.5,217.3,231.2μg.g-1；化合物2-5-14,2-7-6KD50分别为367.5,369.7μg.g-1。
2.从苦皮藤提取物水解产物中分离得到3个二氢沉香呋喃多元醇，通过2DNMR及X射线单晶衍射并参考相关文献确认它们的化学结构为：1β,2β,4α,6α,8β,9α,12-七羟基-β-二氢沉香呋喃，1β,2β,4α,6α,8α,9β,12-七羟基-β-二氢沉香呋喃和1β,2β,4α,6α,9α,12-六羟基-β-二氢沉香呋喃。以苦皮藤提取浸膏水解产物中二氢沉香呋喃多元醇混合物为主要原料采用定向多样性合成的策略筛选出了一个具有杀虫活性的化合物库，并从中得到了8个未见文献报道的衍生物。杀虫活性测定结果表明：部分化合物具有较强的杀虫活性，并且试虫中毒症状与苦皮藤素V的一致。其中苦皮藤素V4小时后KD50为507.6μg.g-1；化合物3-2-2,3-2-3,3-2-4分别为912.6，521.5，593.2μg.g-1。
3.以水解产物中的1β,2β,4α,6α,8β,9α,12-七羟基-β-二氢沉香呋喃为先导化合物，制备了35个衍生物，其中33个为未见文献报道的化合物。杀虫活性测定结果表明：部分化合物具有较强的杀虫活性，试虫中毒症状与苦皮藤素V的一致。其中苦皮藤素V4小时后KD50为507.6μg.g-1；化合物3-4-25,3-4-26,4小时后KD50分别为38.2,27.6μg.g-1，杀虫活性较苦皮藤素V提高了一个数量级。
以上研究结果表明：以二氢沉香呋喃倍半萜作为农药先导化合物有望开发出一类新型杀虫剂。
Various secondary metabolites are produced in the process of botanic self-defendingagainst harmful organs,even of co-evoluting between plants and their pests.Novelenvironment-friendly botanical insecticides may be derived from these secondary metabolites.Celastrus angulatus Max. has been used as folk pesticides for a very long time in China.Insecticidal component of this plant was studied deeply and widely and found to beβ-dihydroagarofuran poly-ester sesquiterpenes by the Chinese researchers since1980’s. Thetarget of these insecticidal β-dihydroagarofuran sesquiterpenes was be found in midgutepithelia of tested insect and suggested this type of sesquiterpenes may be novel digestivepoison.In this thesis Celangulin analogues were prepared with β-dihydroagarofuransesquiterpenes from Celastrus angulatus Max. as start material and the structures of all thenew compounds were confirmed by1H-NMR,13C-NMR,MS,IR spectral data or2DNMRand single crystal X-ray spectral data analyses. Insceticidal activities against3rdMythimnaseparata of these Celangulin analogues were tested. These helpful studies may lead to novelhighly active and environment-friendly botanical insecticides. The primary results are asfollows:
1.Celangulin-V was isolated from the benzene extract of Celastrus angulatus Max.barkand the structure was confirmed by single crystal X-ray spectral data and corrected the wrongstructure was reported in1994by our group.70Celangulin-V derivatives including twelve6-ether derivatives,fourteen6-ester derivatives, twelve6-amino acid ester derivatives,twenty6-triazole derivatives,six twin-drug derivatives and seven others were prepared and amongthem67were the first synthesized. Insecticidal activities assayed indicated that some of themshowed the same stomach toxic effects as Celangulin-V.Compounds2-2-2,2-2-3,2-2-6,2-2-7,2-3-1,2-3-2and2-4-7showed higher activity than the possitive control Celangulin-V withKD50of135.9，101.3，169.0，219.2，266.5，217.3，231.2μg.g-1respectively and compounds2-5-14and2-7-6showed similar activity to Celangulin-V with KD50of367.5and369.7μg.g-1.
2.Three sesquiterpene polyols from the hydrolysis of benzene extract of Celastrusangulatus Max. and the structures were confirmed as1β,2β,4α,6α,8β,9α,12-heptahydroxy- β-dihydroagarofuran,1β,2β,4α,6α,8α,9β,12--heptahydroxy-β-dihydroagarofuran and
1β,2β,4α,6α,9α,12-hexahydroxy-β-dihydroagarofuran,Bio-assay guided diversity-orientedsynthesis lead to a insecticidal compounds library and eight new Celangulin analogues wasgotten from this library. Insecticidal activities assayed indicated that compounds3-2-2,3-2-3and3-2-4showed similar activity to Celangulin-V with KD50of912.6，521.5and593.2μg.g-1respectively.
3.Thirty five β-dihydroagarofuran derivatives were prepared from the startmaterial1β,2β,4α,6α,8β,9α,12-heptahydroxy-β-dihydroagarofuran and33of them werethe new compounds. Insecticidal activities were assayed and indicated that compounds3-4-25and3-4-26showed higher activity than Celangulin-V with KD5038.2and27.6μg.g-1respectively.
The results suggested that β-dihydroagrofuran should be a new lead compound for abotanical insecticide.
卫矛科植物苦皮藤在我国民间作为传统土农药使用已有很长的历史。20世纪80年代以来，我国学者对苦皮藤的杀虫活性成分进行了系统深入地研究，发现二氢沉香呋喃倍半萜类化合物是其主要杀虫活性成分，并且相应的毒理学研究表明其作用靶标位于昆虫中肠细胞，二氢沉香呋喃倍半萜是一类新型昆虫消化毒剂。本论文以苦皮藤中的二氢沉香呋喃倍半萜类化合物为主要起始原料，合成制备了一系列衍生物，采用1H-NMR,13C-NMR,MS,IR以及2DNMR,X射线单晶衍射等波谱技术确认了化学结构，以粘虫为试虫，评价了其杀虫活性，为开发出高活性、环境友好型的新型昆虫消化毒剂奠定了基础。主要研究结果如下：
1.从苦皮藤提取物中分离出其主要杀虫活性成分苦皮藤素V，通过X射线单晶衍射确认了其化学结构，修正了1994年报道的结构。以苦皮藤素V为主要原料制备了70个衍生物，包括6-醚类衍生物12个，6-酯类衍生物14个，6-氨基酸衍生物12个，6-三唑衍生物20个，孪药衍生物6个，其它衍生物7个，其中67个为未见文献报道的化合物。杀虫活性测定结果表明：部分化合物具有较苦皮藤素V强的杀虫活性，试虫中毒症状与苦皮藤素V的一致，其中苦皮藤素V24小时后KD50为301.0μg.g-1，化合物2-2-2,2-2-3,2-2-6,2-2-7,2-3-1,2-3-2,2-4-7KD50分别为135.9,101.3,169.0,219.2,266.5,217.3,231.2μg.g-1；化合物2-5-14,2-7-6KD50分别为367.5,369.7μg.g-1。
2.从苦皮藤提取物水解产物中分离得到3个二氢沉香呋喃多元醇，通过2DNMR及X射线单晶衍射并参考相关文献确认它们的化学结构为：1β,2β,4α,6α,8β,9α,12-七羟基-β-二氢沉香呋喃，1β,2β,4α,6α,8α,9β,12-七羟基-β-二氢沉香呋喃和1β,2β,4α,6α,9α,12-六羟基-β-二氢沉香呋喃。以苦皮藤提取浸膏水解产物中二氢沉香呋喃多元醇混合物为主要原料采用定向多样性合成的策略筛选出了一个具有杀虫活性的化合物库，并从中得到了8个未见文献报道的衍生物。杀虫活性测定结果表明：部分化合物具有较强的杀虫活性，并且试虫中毒症状与苦皮藤素V的一致。其中苦皮藤素V4小时后KD50为507.6μg.g-1；化合物3-2-2,3-2-3,3-2-4分别为912.6，521.5，593.2μg.g-1。
3.以水解产物中的1β,2β,4α,6α,8β,9α,12-七羟基-β-二氢沉香呋喃为先导化合物，制备了35个衍生物，其中33个为未见文献报道的化合物。杀虫活性测定结果表明：部分化合物具有较强的杀虫活性，试虫中毒症状与苦皮藤素V的一致。其中苦皮藤素V4小时后KD50为507.6μg.g-1；化合物3-4-25,3-4-26,4小时后KD50分别为38.2,27.6μg.g-1，杀虫活性较苦皮藤素V提高了一个数量级。
以上研究结果表明：以二氢沉香呋喃倍半萜作为农药先导化合物有望开发出一类新型杀虫剂。
Various secondary metabolites are produced in the process of botanic self-defendingagainst harmful organs,even of co-evoluting between plants and their pests.Novelenvironment-friendly botanical insecticides may be derived from these secondary metabolites.Celastrus angulatus Max. has been used as folk pesticides for a very long time in China.Insecticidal component of this plant was studied deeply and widely and found to beβ-dihydroagarofuran poly-ester sesquiterpenes by the Chinese researchers since1980’s. Thetarget of these insecticidal β-dihydroagarofuran sesquiterpenes was be found in midgutepithelia of tested insect and suggested this type of sesquiterpenes may be novel digestivepoison.In this thesis Celangulin analogues were prepared with β-dihydroagarofuransesquiterpenes from Celastrus angulatus Max. as start material and the structures of all thenew compounds were confirmed by1H-NMR,13C-NMR,MS,IR spectral data or2DNMRand single crystal X-ray spectral data analyses. Insceticidal activities against3rdMythimnaseparata of these Celangulin analogues were tested. These helpful studies may lead to novelhighly active and environment-friendly botanical insecticides. The primary results are asfollows:
1.Celangulin-V was isolated from the benzene extract of Celastrus angulatus Max.barkand the structure was confirmed by single crystal X-ray spectral data and corrected the wrongstructure was reported in1994by our group.70Celangulin-V derivatives including twelve6-ether derivatives,fourteen6-ester derivatives, twelve6-amino acid ester derivatives,twenty6-triazole derivatives,six twin-drug derivatives and seven others were prepared and amongthem67were the first synthesized. Insecticidal activities assayed indicated that some of themshowed the same stomach toxic effects as Celangulin-V.Compounds2-2-2,2-2-3,2-2-6,2-2-7,2-3-1,2-3-2and2-4-7showed higher activity than the possitive control Celangulin-V withKD50of135.9，101.3，169.0，219.2，266.5，217.3，231.2μg.g-1respectively and compounds2-5-14and2-7-6showed similar activity to Celangulin-V with KD50of367.5and369.7μg.g-1.
2.Three sesquiterpene polyols from the hydrolysis of benzene extract of Celastrusangulatus Max. and the structures were confirmed as1β,2β,4α,6α,8β,9α,12-heptahydroxy- β-dihydroagarofuran,1β,2β,4α,6α,8α,9β,12--heptahydroxy-β-dihydroagarofuran and
1β,2β,4α,6α,9α,12-hexahydroxy-β-dihydroagarofuran,Bio-assay guided diversity-orientedsynthesis lead to a insecticidal compounds library and eight new Celangulin analogues wasgotten from this library. Insecticidal activities assayed indicated that compounds3-2-2,3-2-3and3-2-4showed similar activity to Celangulin-V with KD50of912.6，521.5and593.2μg.g-1respectively.
3.Thirty five β-dihydroagarofuran derivatives were prepared from the startmaterial1β,2β,4α,6α,8β,9α,12-heptahydroxy-β-dihydroagarofuran and33of them werethe new compounds. Insecticidal activities were assayed and indicated that compounds3-4-25and3-4-26showed higher activity than Celangulin-V with KD5038.2and27.6μg.g-1respectively.
The results suggested that β-dihydroagrofuran should be a new lead compound for abotanical insecticide.
引文
钱旭红，2008，我国绿色化学农药的基础研究进展——先导结构和作用靶标，中国植物保护学会2008年学术年会论文集，重庆，中国植物保护学会。
张一宾，2006，新农药创制方法概述，农药，45（6）：364-367
李正名，1999，新农药创制的现状和发展趋势，世界农药，21（6）：1-4
吴文君等.天然产物杀虫剂——原理方法实践[M].陕西科学技术出版社,1998.
王唤，米娜，范志金*，Natalia P Belskaia，VasiliyABakulev，2011，鱼尼丁受体类杀虫剂的研究进展，四川师范大学学报(自然科学版)，34（3）：427-434
钦俊德,王琛柱，2001，论昆虫与植物的相互作用和进化的关系，昆虫学报，44,（3）：360-365
周国娜,陈晨，2011，植物防御与昆虫反防御的规律及其机制研究进展，河北林果研究，26（2）：191-194
涂永强；王艳红，1992，β-二氢沉香呋喃倍半萜的1H和13C化学位移全指定及13C化学位移与立体化学之间的关系，波谱学杂志，9（4）:229-335
张继文,吴文君,田暄.2004.苦皮藤素类似物的合成及结构鉴定.农药学学报,6(3):21-25.
张继文,姬志勤,吴文君.2004.苦皮藤素V的结构修饰及生物活性.西北农林科技大学学报(自然科学版),32(10):99-101.
魏少鹏，苦皮藤根皮杀虫活性成分及构效关系研究[D].西北农林科技大学博士论文,2009.
朱靖博,慕岩峰，2008，β-二氢沉香呋喃类化合物构效关系的研究新进展，安徽农业科学，36(30)：13008-13010
杨华，胡兆农，彭大勇，吴文君，2007，6个β-二氢沉香呋喃多元酯类化合物的杀虫活性，西北农业学报，16(6)：230～233
朱文丽，沈国鹏，张海艳，赵天增，2011，苦皮藤根皮的化学成分，中国实验方剂学杂志，（17）14:117-122
杨征敏，吴文君，姬志勤，钮绪燕，苦皮藤果实中农药活性成分的分离和结构鉴定，西北农林科技大学学报(自然科学版)，2001（29）6:61-64
杨征敏，吴文君，王明安，周文明，2001，苦皮藤假种皮中的杀菌活性成分研究，农药学学报，（3）2：93-96
尚玉俊，赵天增，刘宏民，吴鸣建，傅经国，谢亚雄，2002，苦皮藤水解产物中的β-二氢沉香呋喃倍半萜多醇的NMR研究，波谱学杂志（19）2：125-132
慕岩峰,孙晓昱，2009，苦皮藤植物活性成分的分离与结构鉴定，安徽农业科学，37(23):10843-10851
杨立，王艳红，涂永强，陈耀祖，1997，苦皮藤中两个倍半萜多酯，中山大学学报(自然科学版)，（36）4：123-124
涂永强，宋庆宝，武小莉，黄国生，马永祥，陈耀祖，1993，南蛇藤倍半萜成分研究，化学学报，（51）：404-408
吴文君,1988,新化合物苦皮藤素I的分离及其生物活性,西北农业大学学报.(16)2:93-96
吴文君，刘惠霞，涂永强，1993，二氢沉香吠喃类化合物结构-活性关系的初步研究，西北农业学报2（1）：73-77
吴文君,李绍白,朱靖博.1994.新化合物苦皮藤素V的分离与结构鉴定简报.西北农业大学学报.22(4):116-117.
吴文君，王明安，朱靖博，周文明，胡兆农，姬志勤，2002，杀虫植物苦皮藤毒杀成分的研究，有机化学（22）9：631-637
程春泉，吴大刚,1990,杀虫植物苦皮藤种子的倍半萜酯，云南植物研究，（12）2:233-234
刘吉开，吴大刚，贾忠建，周俊，米子清，1988.杀虫植物南蛇藤和粉叶南蛇藤的化学成分简报.云南植物研究（10）2:256
刘吉开，贾忠建，吴大刚，周俊，朱子清，1988，南蛇藤植物中四个新生物碱的化学结构，科学通报，（33）20：1586-1588
刘吉开，吴大刚，贾忠建，周俊，朱子清，1989,卫矛科植物抗肿瘤活性物质蛇藤酯甲的结构测定,科学通报,(34)2：142-144
刘吉开，贾忠建，王启光，朱子清，吴大刚，周俊，1990，南蛇藤植物中新生物碱的晶体结构，科学通报（35）7：541-544
王国亮，南蓬，龚复俊，贾卫疆，朱信强，袁晓，1989，昆虫拒食剂新资源-苦皮藤果油的化学成分研究初报，武汉植物学研究，（7）3:301-302
王国亮，南篷，龚复俊，朱信强，1990.新倍半萜酯—苦皮藤酯1的结构鉴定.科学通报,（35）15：1156-1158
吴文君,2011,植物杀虫剂苦皮藤素研究与应用，北京:化学工业出版社
吴文君,胡兆农,刘惠霞,祁志军，2005,苦皮藤主要杀虫有效成分的杀虫作用机理及其应用，昆虫学报，48(5):770-777
吴文君，1987，植物化学保护实验技术导论，西安:陕西科技出版社
慕立义，1994，植物化学保护研究方法，北京:中国农业出版
Adil EA Bala, Robert Delorme, Albert Kollmann, Lucien Kerhoas, Jacques Einhorn,Paul-Henri Ducrot andDanielle Auge.1999.Insecticidal activity of daphnane diterpenes from Lasiosiphon kraussianus(Meisn)(Thymelaeaceae) roots.Pestic Sci55:745-750
Alan C. Spivey, Matthew Weston and Steven Woodhead，2002，Celastraceae sesquiterpenoids: biologicalactivity and synthesis，Chem. Soc. Rev.,2002,31（1）,43–59
Angel Cantin, Cristina Lull, Jaime Primo, Miguel A. Miranda and EduardoPrimo-Yufera.2001.()-(1S,2R,3R,4S)-1,2-epoxy-1-methyl-4-(1-methylethyl)-cyclohex-3-yl acetate,a natural product from Minthostachystomentosa.Tetrahedron: Asymmetry12:677–683
B.W. Nugroho, R.A. Edrada, V. Wray, L. Witte, G. Bringmann, M. Gehling,P. Proksch.1999. Aninsecticidal rocaglamide derivatives and related compounds from Aglaia odorata(Meliaceae).Phytochemistry.51:367-376
Bhupinder P. S. Khambay,Duncan Batty, Matthew Cahill, and Ian Denholm.1999. Isolation,Characterization, and Biological Activity of Naphthoquinones from Calceolaria andina L..J. Agric.Food Chem.47,770-775
C.C. Joseph, M.M. Ndoile, R.C. Malima, M.H.H. Nkunya.2004. Larvicidal and mosquitocidal extracts,acoumarin, isoflavonoids and pterocarpans from Neorautanenia mitis.Transactions of the RoyalSociety of Tropical Medicine and Hygiene.98:,451-455
Chan Park, Soon-Il Kim, Young-Joon Ahn.2003. Insecticidal activity of asarones identified in Acorusgramineus rhizome against three coleopteran stored-product insects，Journal of Stored ProductsResearch.39:333–342
C. Schneider, F.I. Bohnenstengel, B.W. Nugroho, V. Wray, L. Witte, P.D. Hung, L.C. Kiet, P.Proksch.2000. Insecticidal rocaglamide derivatives from Aglaiaspectabilis(Meliaceae).Phytochemistry.54:731-736
Chai X-Y, Bai C-C, Shi H-M, Xu Z-R, Ren H-Y-, Li F-F-, Lu Y-N, Song Y-L, Tu P-F.2008. Sixinsecticidal isoryanodane diterpenoids from the bark and twigs of Itoa orientalis，Tetrahedron64:5743–5747
Cheng C-Q, Wu D-G,Liu J-K.1992. Angulatueoids A-D,4Sesquiterpenoids from the seeds of Celastrus-angulatus.Phytochemistry (31)8:2777-2780
Chu S-S,Jiang G-H and Liu Z-L.2011.Insecticidal compounds from the essential oil of Chinesemedicinalherb Atractylodes chinensis.Pest Manag Sci;67:1253–1257
Dalila Haouas, Flamini Guido, Ben Halima-Kamel Monia, Ben Hamouda Mohamed Habib.2011.Identification of an insecticidal polyacetylene derivative from Chrysanthemummacrotumleaves.Industrial Crops and Products34:1128–1134
Harala Greger, Thomas Pacher,Brigitte Brem,Markus Bacher,Otmar Hofer.2001. Insecticidal flavaglinesand other compounds from Fijian Aglaia species.Phytochemistry.57:57-64
Il-Kwon Park, Sang-Chul Shin,Chul-Su Kim, Hak-Ju Lee,Won-Sil Choi, and Young-Joon Ahn.2005.Larvicidal Activity of Lignans Identified in Phryma leptostachya Var. asiatica Roots against ThreeMosquito SpeciesJ. Agric. Food Chem.,53:969-972
Jin-Ming Gao, Wen-Jun Wu，Ji-Wen Zhang and Yasuo Konishi，2007，The dihydro-β-agarofuransesquiterpenoids，Nat. Prod. Rep.,2007,24,1153–1189
Ji Z-Q,Zhang Q-D,Shi B-J,Wei S-P,Wang M-A,Wu W-J.2009.Three new insecticidal sesquiterpenepyridine alkaloids from Celastrus angulatus.Natural Product Research (23)5:470-478
Ji Z-Q,Wu W-J,Yang H,Shi B-J,Wang M-A.2007.Four novel insecticidal sesquiterpene esters fromCelastrus angulatus. Natural Product Research (21)4:334-342
Jerry L. McLaughlin.2008. Paw Paw and Cancer: Annonaceous Acetogenins from Discovery toCommercial Products. J. Nat. Prod.,71:1311–1321
Juraj Harmatha，Jan Nawrot.2002. Insect feeding deterrent activity of lignans and related phenylpropanoidswith a methylenedioxyphenyl (piperonyl) structure moiety Entomologia Experimentalis et Applicata.104:51–60
Kumudini M Meepagala, Weste Osbrink, Charles Burandt, Alan Lax and Stephen O Duke.2011.Natural-product-based chromenes as a novel class of potential termiticides. Pest Manag Sci;67:1446–1450
Liu J-Y, Tan B-B, Gong X-L, Xu Q-M, Sun X-F, Cai P-L, Yang S-L.2012.New DihydroagarofuranoidSesquiterpenoids from Celastrus angulatus.Heterocycles(85)3:689-696
Liu J-K,Cheng C-Q,Wu D-G.1993.2Sesquiterpenes from the Seeds of Celastrus-angulatus.Phytochemistry (32)2:379-381
Liu J-K, Wu D-G,Jia Z-J.1993.A Sesquiterpene Evoninoate Alkaloid from the root bark of Celastrusangulatus.Phytochemistry (32)2:487-488
Liu J-K,Becker H.,Zapp J., Wu D-G.1995.4Sesquiterpenes from the insecticidal plant Celastrusangulatus.Phytochemistry (40)3:841-846
Liu J-K，Han X-W, Jia Z-J, Ju Y, Wang H-Q.1991.Two sesquiterpene alkaloids from Celastrusangulatus.Phytochemistry (30)10:3437–3440
Liu J-K, Jia Z-J,Wu D-G, Jun-Z, Wang Q-G.1990. Insect antifeeding agents: Sesquiterpene alkaloids fromCelastrus angulatus.Phytochemistry29(8):2503–2506
Lahm GP, Cordova D, Barry JD. New and selective ryanodine receptor activators for insect control. Bioorg.Med. Chem,2009,17:4127~4133.
Leonard G Copping and Stephen O Duke，2007,Natural products that have been used commercially as cropprotection agents, Pest Manag Sci63:524–554
Liu Z-L,Xu Y-J,Wu J,Goh S-H,Ho S-H,2002, Feeding Deterrents from Dictamnus dasycarpus TurczAgainst Two Stored-Product Insects. J. Agric. Food Chem.,(50)6:1447-1450
Lloyd W. Rotherham and J. Edward Semple.1998. A Practical and Efficient Synthetic Route toDihydropipercide and Pipercide.J. Org. Chem.,63,6667-6672
Marcio D Moreira, Marcelo C Picanco, Luiz Claudio A Barbosa,Raul Narciso C Guedes,Emerson C Barrosand Mateus R Campos.2007. Compounds from Ageratum conyzoides: isolation, structuralelucidation and insecticidal activity.Pest Manag Sci63:615–621
Moustafa A. Abbassy, Samir A.M. Abdelgaleil, Abdel-Salam H. Belal, Mona A.A. Abdel Rasoul.2007.Insecticidal, antifeedant and antifungal activities of two glucosides isolated from the seeds ofSimmondsia chinensis Industrial Crops and Products26:345–350
Nauen R, Bretschneider T. New modes of action of insecticides. Pesticide Outlook,2002,13:241~245.
Nicholas H. Oberlies, Lingling L. Rogers, John M. Martin, and Jerry L. McLaughlin.1998. Cytotoxic andInsecticidal Constituents of the Unripe Fruit of Persea Americana.J. Nat. Prod.,61:781-785
Patricio Torres, J. Guillermo Avila, Alfonso Romo de Vivar, Ana M. Garc′a,Juan C. Mar′n, EduardoAranda, Carlos L. Ce′spedes.2003. Antioxidant and insect growth regulatory activities of stilbenesand extracts from Yucca periculosa. Phytochemistry64:463–473
Qin H-L,Zhao T-Z,Shang Y-J.1999.A new sesquiterpene from Celastrus angulatus.Chinese ChemicalLetters(10)10:825-826
Qi Z-J, Xue X-P,Wu W-J, Zhang J-W,Yang R-Y.2006.Preparation of monoclonal antibody againstcelangulin V and immunolocalization of receptor in the oriental armyworm, Mythimna separataWalker (Lepidoptera: Noctuidae). Journal of Agricultural and Food Chemistry (54)20:7600-7605
Qj Z-J,Shi B-J,Hu Z-N,Zhang Y-X,Wu W-J.2011.Ultrastructural effects of Celangulin V on midgut cells ofthe oriental armyworm, Mythimna separata walker (Lepidoptera: Noctuidae).Ecotoxicology andEnvironmental Safety (74)3:439-444
Rajnikant Sharma, Devendra S. Negi, Winnie K. P. Shiu and Simon Gibbons.2006. Characterization of anInsecticidal Coumarin from Boenninghausenia albiflora. PHYTOTHERAPY RESEARCHPhytother. Res.20:607–609
Radi Aly, Uzi Ravid,Jackline Abu-Nassar, Ilan Botnick, Galina Lebedev,Shira Gal, Hammam Ziadna, GuyAchdari, Evgeny Smirov, Ayala Meir and Murad Ghanim.2011. Biological activity of naturalphytoecdysteroids from Ajuga iva against the sweetpotato whitefly Bemisia tabaci and theperseamite Oligonychus perseae. Pest Manag Sci;67:1493–1498
Robert Krieger,2010,Hayes’ Handbook of Pesticide Toxicology，Third Edition
Raymond V. Barbehenn a,b, C. Peter Constabel，2011，Tannins in plant–herbivore interactions，Phytochemistry，72（13）：1551–1565
Susanne Dobler, Georg Petschenka, Helga Pankoke，2011,Coping with toxic plant compounds–Theinsect’s perspective on iridoid glycosides and cardenolides，Phytochemistry，72（13）：1593–1604
Stuart L. Schreiber, Target-Oriented and Diversity-Oriented Organic Synthesis in DrugDiscovery" Science,2000,287,1964-1969.
Silvia N. Lopez, I. Ayelen Ramallo, Manuel Gonzalez Sierra, Susana A. Zacchino and Ricardo L. E.Furlan，2007，Chemically engineered extracts as an alternative source of bioactive natural product-likecompounds，PNAS，104（2）：441-444
Shaiene C Moreno, Geraldo A Carvalho, Marcelo C Picanco,Elisangela GF Morais and Rogerio Mpereira.2012. Bioactivity of compounds from Acmella oleracea against Tuta absoluta (Meyrick)(Lepidoptera: Gelechiidae) and selectivity to two non-target species. Pest Manag Sci;68:386–393)
Su X-H, Zhang M-L, Zhan W-H, Huo C-H, Shi Q-W, Gu Y-C, Kiyota Hiromasa.2009.Chemical andPharmacological Studies of the Plants from Genus Celastrus.Chemistry&Biodiversity.(6)146-161
Tang W-W, Wei X-Y, Xu H-H, Zeng D-Q,Long L-P.2009.13-Deoxyitol A, a new insecticidalisoryanodane diterpene from the seeds of Itoa orientalis，Fitoterapia80:286–289
T. Sreelatha, A. Hymavathi, V. Rama Subba Rao, P. Devanand, P. Usha Rani,J. Madhusudana Rao, K.Suresh Babu.2010. A new benzil derivative from Derris scandens: Structure-insecticidal activitystudy.Bioorg. Med. Chem. Lett.20:549–553
Tian Y-Q, Wei X-Y, and Xu H-H.2006. Photoactivated Insecticidal Thiophene Derivatives fromXanthopappus subacaulis.J. Nat. Prod.,69,1241-1244
Tu Y-Q, Ma Y-X.1993.Alkaloids from Celastrus-angulatus.Phytochemistry (32)5:1339-1342
Tu Y-Q,Song Q-B,Wu X-L,Huang G-S, Ma Y-X,Chen Y-Z.1993.Studies on sesquiterpene constituentsfrom Celastrus-angulatus.Acta Chimica Sinica (51)4:404-408
Tu Y-Q, Hu Y-J.1993.Structure of Sesquiterpenoids from Celastrus-angulatus. Journal of NaturalProducts (56)1:126-129
Tu Y-Q, Huang G-S,Ma Y-X.1993.Polyesters of a sesquiterpene pentanol from Celastrus-angulatus.Phytochemistry (32)2:458-459
Tu Y-Q,Hu Y-J, Wu W-J,Chen N-Y, Pan X-F.1992. sesquiterpene polyol esters from Celastrus-angulatus.Phytochemistry (31)10:3633-3634
Tu Y-Q, Huang G-S,Ma Y-X,Wu X-L,Song Q-B.1992. Alkaloids from Celastrus-angulatus. Journal ofNatural Products (55)9:1320-1322
Wakabayashi N. Wu W-J, Waters R. M.1988.Celangulin: A Nonalkaloidal Insect Antifeedant from ChineseBittersweet, Celastrus angulatus. J. Nat. Prod.,51:537-542.
Wang X-G, Wei X-Y, Huang X-Y, Shen L-T, Tian Y-Q and Xu H-H.2011. Insecticidal Constructure andBioactivities of Compounds from Ficus sarmentosa var. henryi.Agricultural Sciences in China,10(9):1402-1409
Wang M-A, Wu W-J, Zhu J-B, Ji Z-Q,Zhou W-M.2006.Two new insecticidal sesquiterpene polyol estersfrom Celastrus angulatus.Natural Product Research(20)7:653-658
Wang M-T, Qin H-L, Kong M, Li Y-Z.1991..Insecticidal sesquiterpene polyol ester from Celastrusangulatus. Phytochemistry,30:3931-3933.
Wang Y-H,Yang L,Tu Y-Q,Zhang K, Chen Y-Z,Fan A-S.1998.Two new sesquiterpenoids from the seeds ofCelastrus angulatus. Journal of Natural Products (61)7:942-944
Wang Y-H,Yang L,Tu Y-Q,Zhang K,Chen Y-Z.1997.Two new sesquiterpenoids from Celastrus angulatus.Journal of Natural Products (60)2:178-179
Wang M-A, Wu W-J,Zhu J-B,Ji Z-Q,Zhou W-M.2006.Two new insecticidal sesquiterpene polyol estersfrom Celastrus angulatus. Natural Product Research (20)7:653-658
Wei S-P,Luan J-Y,Ji Z-Q,Shi B-J,Xu M,Zhang J-W.2012. Antitumor sesquiterpene Polyol Esters fromCelastrus angulatus.Chemistry of Natural Compounds (47)6:906-910
Wei S-P,Gao J-M,Wu W-J,Ji Z-Q,Zhang J-W.2012. Simultaneous Identification of Multiple Celangulinsfrom the Root Bark of Celastrus angulatus Using High-performance Liquid Chromatography-DiodeArray Detector-Electrospray Ionisation-Tandem Mass Spectrometry.PhytochemicalAnalysis (23)1:23-33
Wei S-P, Ji Z-Q,Zhang H-X,Zhang J-W,Wang Y-H,Wu W-J.2011.Isolation, biological evaluation and3D-QSAR studies of insecticidal/narcotic sesquiterpene polyol esters. Journal of MolecularModeling (17)4:681-693
Wei S-P,Wang M-C,Ji Z-Q,Shi B-J,Li S-K,Zhang J-W.2010.Three New Insecticidal Sesquiterpene PolyolEsters from Celastrus angulatus. Natural Product Communications (5)3:355-359
Wei S-P,Wu W-J, Ji Z-Q,Zhang J-W,Guo Y-Z,Xue J.2010.Two New Sesquiterpene Polyol Esters fromCelastrus angulatus.Helvetica Chimica Aata (93)9:1844-1850
Wei S-P,Ji Z-Q,Zhang J-W.2009.A New Insecticidal Sesquiterpene Ester from Celastrusangulatus.Molecules (14)4:1396-1403
Wei S-P,Wang M-A,Zhang J-W,Qian Y,Ji Z-Q,Wu W-J.2009.Three Novel Sesquiterpene Esters fromCelastrus angulatus. Natural Product Communications.(4)4:461-466
Wu M-J,Zhao T-Z,Shang Y-J,Fu J-G,Zhang H-Y.2004.A new sesquiterpene polyol ester from Celastrusangulatus. Chinese Chemical Letters (15)1:41-42
Wu W-J,Wang M-A,Zhu J-B,Zhou W-M,Hu Z-N, Ji Z-Q.2002.Insecticidal sesquiterpene esters fromCelastrus angulatus.Chinese Journal of Organic Chemistry (22)9:631-637
Wu W-J,Wang M-A,Zhou W-M,Zhu J-B,Ji Z-Q,Hu, Z-N.2001.Insecticidal sesquiterpene polyol estersfrom Celastrus angulatus. Phytochemistry (58)8:1183-1187
Wu W-J,Wang M-A,Zhu J-B, Zhou W-M,Hu Z-N,Ji Z-Q.2001.Five new insecticidal sesquiterpenoids fromCelastrus angulatus. Journal of Natural Products (64)3:364-367
Wu W-J, Tu Y-Q, Liu H-X, Zhu J-B.1992.CelangulinII,III, and IV: new insecticidal sesquiterpenoids fromCelastrus angulatus. Journal of Natural Products (55),1294-1298.
Wu D-G, Cheng C-Q, Liu J-K.1992. X-Ray Crystal-Structure of Angulatusine-A, A new sesquiterpenealkaloid from Celastrus-angulatus. Journal of Natural Products (55)7:982-985
Wu D-G,Liu J-K,Cheng C-Q.1992.Angulatueoid G and H, Sesquiterpenoids from the seeds of Celastrus-angulatus.Phytochemistry.(31)12:4219-4222
Yao Y-J, Cai W-L, Yang C-J, Xue D and Huang Y-Z.2008.Isolation and characterization of insecticidalactivity of (Z)-asarone from Acorus calamus L..Insect Science.15:229-236,
Yin B-L， Chen L， Xu H-H，Hu T-S， Wu Y-L，2006.Synthesis and Insecticidal Structure-ActivityRelationships of Novel Tonghaosu Analogs.Chinese Journal of Chemistry,24:240-246
Yin W-P,Zhao T-Z,Fu J-G.2001.Chinese bittersweet alkaloid III, a new compound from Celastrusangulatus. Journal of Asian Natural Products Research.(3)3:183-189
Yin W-P, Zhao T-Z,Gao L-J,Zou D-P,Liu H-M,Kang J-X.1999.Two alkaloids from Chinese bittersweetCelastrus angulatus. Phytochemistry (52)8:1731-1734
Yin W-P, Zhao T-Z, Gao L-J,Zou D-P, Kang J-X.1999.A novel sesquiterpene polyol ester from Celastrusangulatus and its antitumor activities.Chinese Chemical Letters (10)6:487-490
Zhang H-Y, Zhao T-Z, Liu H-M.2011.Two new sesquiterpene polyol esters from the root barks ofCelastrus angulatus.Journal of Asian Natural Products Research (13)4:304-311
Zhang J-W,Hu Z,Li S-K,Wu W-J.2011.Synthesis and Insecticidal Activities of New Ester-Derivatives ofCelangulin-V.International Journal of Molecular Sciences (12)12:9596-9604
Zhang J-W,Hu Z-N,Yang H.Wu W-J.2010. Synthesis and Insecticidal Activities of New Ether-Derivativesof Celangulin-V. Natural Product Communications (5)6:845-848
张一宾，2006，新农药创制方法概述，农药，45（6）：364-367
李正名，1999，新农药创制的现状和发展趋势，世界农药，21（6）：1-4
吴文君等.天然产物杀虫剂——原理方法实践[M].陕西科学技术出版社,1998.
王唤，米娜，范志金*，Natalia P Belskaia，VasiliyABakulev，2011，鱼尼丁受体类杀虫剂的研究进展，四川师范大学学报(自然科学版)，34（3）：427-434
钦俊德,王琛柱，2001，论昆虫与植物的相互作用和进化的关系，昆虫学报，44,（3）：360-365
周国娜,陈晨，2011，植物防御与昆虫反防御的规律及其机制研究进展，河北林果研究，26（2）：191-194
涂永强；王艳红，1992，β-二氢沉香呋喃倍半萜的1H和13C化学位移全指定及13C化学位移与立体化学之间的关系，波谱学杂志，9（4）:229-335
张继文,吴文君,田暄.2004.苦皮藤素类似物的合成及结构鉴定.农药学学报,6(3):21-25.
张继文,姬志勤,吴文君.2004.苦皮藤素V的结构修饰及生物活性.西北农林科技大学学报(自然科学版),32(10):99-101.
魏少鹏，苦皮藤根皮杀虫活性成分及构效关系研究[D].西北农林科技大学博士论文,2009.
朱靖博,慕岩峰，2008，β-二氢沉香呋喃类化合物构效关系的研究新进展，安徽农业科学，36(30)：13008-13010
杨华，胡兆农，彭大勇，吴文君，2007，6个β-二氢沉香呋喃多元酯类化合物的杀虫活性，西北农业学报，16(6)：230～233
朱文丽，沈国鹏，张海艳，赵天增，2011，苦皮藤根皮的化学成分，中国实验方剂学杂志，（17）14:117-122
杨征敏，吴文君，姬志勤，钮绪燕，苦皮藤果实中农药活性成分的分离和结构鉴定，西北农林科技大学学报(自然科学版)，2001（29）6:61-64
杨征敏，吴文君，王明安，周文明，2001，苦皮藤假种皮中的杀菌活性成分研究，农药学学报，（3）2：93-96
尚玉俊，赵天增，刘宏民，吴鸣建，傅经国，谢亚雄，2002，苦皮藤水解产物中的β-二氢沉香呋喃倍半萜多醇的NMR研究，波谱学杂志（19）2：125-132
慕岩峰,孙晓昱，2009，苦皮藤植物活性成分的分离与结构鉴定，安徽农业科学，37(23):10843-10851
杨立，王艳红，涂永强，陈耀祖，1997，苦皮藤中两个倍半萜多酯，中山大学学报(自然科学版)，（36）4：123-124
涂永强，宋庆宝，武小莉，黄国生，马永祥，陈耀祖，1993，南蛇藤倍半萜成分研究，化学学报，（51）：404-408
吴文君,1988,新化合物苦皮藤素I的分离及其生物活性,西北农业大学学报.(16)2:93-96
吴文君，刘惠霞，涂永强，1993，二氢沉香吠喃类化合物结构-活性关系的初步研究，西北农业学报2（1）：73-77
吴文君,李绍白,朱靖博.1994.新化合物苦皮藤素V的分离与结构鉴定简报.西北农业大学学报.22(4):116-117.
吴文君，王明安，朱靖博，周文明，胡兆农，姬志勤，2002，杀虫植物苦皮藤毒杀成分的研究，有机化学（22）9：631-637
程春泉，吴大刚,1990,杀虫植物苦皮藤种子的倍半萜酯，云南植物研究，（12）2:233-234
刘吉开，吴大刚，贾忠建，周俊，米子清，1988.杀虫植物南蛇藤和粉叶南蛇藤的化学成分简报.云南植物研究（10）2:256
刘吉开，贾忠建，吴大刚，周俊，朱子清，1988，南蛇藤植物中四个新生物碱的化学结构，科学通报，（33）20：1586-1588
刘吉开，吴大刚，贾忠建，周俊，朱子清，1989,卫矛科植物抗肿瘤活性物质蛇藤酯甲的结构测定,科学通报,(34)2：142-144
刘吉开，贾忠建，王启光，朱子清，吴大刚，周俊，1990，南蛇藤植物中新生物碱的晶体结构，科学通报（35）7：541-544
王国亮，南蓬，龚复俊，贾卫疆，朱信强，袁晓，1989，昆虫拒食剂新资源-苦皮藤果油的化学成分研究初报，武汉植物学研究，（7）3:301-302
王国亮，南篷，龚复俊，朱信强，1990.新倍半萜酯—苦皮藤酯1的结构鉴定.科学通报,（35）15：1156-1158
吴文君,2011,植物杀虫剂苦皮藤素研究与应用，北京:化学工业出版社
吴文君,胡兆农,刘惠霞,祁志军，2005,苦皮藤主要杀虫有效成分的杀虫作用机理及其应用，昆虫学报，48(5):770-777
吴文君，1987，植物化学保护实验技术导论，西安:陕西科技出版社
慕立义，1994，植物化学保护研究方法，北京:中国农业出版
Adil EA Bala, Robert Delorme, Albert Kollmann, Lucien Kerhoas, Jacques Einhorn,Paul-Henri Ducrot andDanielle Auge.1999.Insecticidal activity of daphnane diterpenes from Lasiosiphon kraussianus(Meisn)(Thymelaeaceae) roots.Pestic Sci55:745-750
Alan C. Spivey, Matthew Weston and Steven Woodhead，2002，Celastraceae sesquiterpenoids: biologicalactivity and synthesis，Chem. Soc. Rev.,2002,31（1）,43–59
Angel Cantin, Cristina Lull, Jaime Primo, Miguel A. Miranda and EduardoPrimo-Yufera.2001.()-(1S,2R,3R,4S)-1,2-epoxy-1-methyl-4-(1-methylethyl)-cyclohex-3-yl acetate,a natural product from Minthostachystomentosa.Tetrahedron: Asymmetry12:677–683
B.W. Nugroho, R.A. Edrada, V. Wray, L. Witte, G. Bringmann, M. Gehling,P. Proksch.1999. Aninsecticidal rocaglamide derivatives and related compounds from Aglaia odorata(Meliaceae).Phytochemistry.51:367-376
Bhupinder P. S. Khambay,Duncan Batty, Matthew Cahill, and Ian Denholm.1999. Isolation,Characterization, and Biological Activity of Naphthoquinones from Calceolaria andina L..J. Agric.Food Chem.47,770-775
C.C. Joseph, M.M. Ndoile, R.C. Malima, M.H.H. Nkunya.2004. Larvicidal and mosquitocidal extracts,acoumarin, isoflavonoids and pterocarpans from Neorautanenia mitis.Transactions of the RoyalSociety of Tropical Medicine and Hygiene.98:,451-455
Chan Park, Soon-Il Kim, Young-Joon Ahn.2003. Insecticidal activity of asarones identified in Acorusgramineus rhizome against three coleopteran stored-product insects，Journal of Stored ProductsResearch.39:333–342
C. Schneider, F.I. Bohnenstengel, B.W. Nugroho, V. Wray, L. Witte, P.D. Hung, L.C. Kiet, P.Proksch.2000. Insecticidal rocaglamide derivatives from Aglaiaspectabilis(Meliaceae).Phytochemistry.54:731-736
Chai X-Y, Bai C-C, Shi H-M, Xu Z-R, Ren H-Y-, Li F-F-, Lu Y-N, Song Y-L, Tu P-F.2008. Sixinsecticidal isoryanodane diterpenoids from the bark and twigs of Itoa orientalis，Tetrahedron64:5743–5747
Cheng C-Q, Wu D-G,Liu J-K.1992. Angulatueoids A-D,4Sesquiterpenoids from the seeds of Celastrus-angulatus.Phytochemistry (31)8:2777-2780
Chu S-S,Jiang G-H and Liu Z-L.2011.Insecticidal compounds from the essential oil of Chinesemedicinalherb Atractylodes chinensis.Pest Manag Sci;67:1253–1257
Dalila Haouas, Flamini Guido, Ben Halima-Kamel Monia, Ben Hamouda Mohamed Habib.2011.Identification of an insecticidal polyacetylene derivative from Chrysanthemummacrotumleaves.Industrial Crops and Products34:1128–1134
Harala Greger, Thomas Pacher,Brigitte Brem,Markus Bacher,Otmar Hofer.2001. Insecticidal flavaglinesand other compounds from Fijian Aglaia species.Phytochemistry.57:57-64
Il-Kwon Park, Sang-Chul Shin,Chul-Su Kim, Hak-Ju Lee,Won-Sil Choi, and Young-Joon Ahn.2005.Larvicidal Activity of Lignans Identified in Phryma leptostachya Var. asiatica Roots against ThreeMosquito SpeciesJ. Agric. Food Chem.,53:969-972
Jin-Ming Gao, Wen-Jun Wu，Ji-Wen Zhang and Yasuo Konishi，2007，The dihydro-β-agarofuransesquiterpenoids，Nat. Prod. Rep.,2007,24,1153–1189
Ji Z-Q,Zhang Q-D,Shi B-J,Wei S-P,Wang M-A,Wu W-J.2009.Three new insecticidal sesquiterpenepyridine alkaloids from Celastrus angulatus.Natural Product Research (23)5:470-478
Ji Z-Q,Wu W-J,Yang H,Shi B-J,Wang M-A.2007.Four novel insecticidal sesquiterpene esters fromCelastrus angulatus. Natural Product Research (21)4:334-342
Jerry L. McLaughlin.2008. Paw Paw and Cancer: Annonaceous Acetogenins from Discovery toCommercial Products. J. Nat. Prod.,71:1311–1321
Juraj Harmatha，Jan Nawrot.2002. Insect feeding deterrent activity of lignans and related phenylpropanoidswith a methylenedioxyphenyl (piperonyl) structure moiety Entomologia Experimentalis et Applicata.104:51–60
Kumudini M Meepagala, Weste Osbrink, Charles Burandt, Alan Lax and Stephen O Duke.2011.Natural-product-based chromenes as a novel class of potential termiticides. Pest Manag Sci;67:1446–1450
Liu J-Y, Tan B-B, Gong X-L, Xu Q-M, Sun X-F, Cai P-L, Yang S-L.2012.New DihydroagarofuranoidSesquiterpenoids from Celastrus angulatus.Heterocycles(85)3:689-696
Liu J-K,Cheng C-Q,Wu D-G.1993.2Sesquiterpenes from the Seeds of Celastrus-angulatus.Phytochemistry (32)2:379-381
Liu J-K, Wu D-G,Jia Z-J.1993.A Sesquiterpene Evoninoate Alkaloid from the root bark of Celastrusangulatus.Phytochemistry (32)2:487-488
Liu J-K,Becker H.,Zapp J., Wu D-G.1995.4Sesquiterpenes from the insecticidal plant Celastrusangulatus.Phytochemistry (40)3:841-846
Liu J-K，Han X-W, Jia Z-J, Ju Y, Wang H-Q.1991.Two sesquiterpene alkaloids from Celastrusangulatus.Phytochemistry (30)10:3437–3440
Liu J-K, Jia Z-J,Wu D-G, Jun-Z, Wang Q-G.1990. Insect antifeeding agents: Sesquiterpene alkaloids fromCelastrus angulatus.Phytochemistry29(8):2503–2506
Lahm GP, Cordova D, Barry JD. New and selective ryanodine receptor activators for insect control. Bioorg.Med. Chem,2009,17:4127~4133.
Leonard G Copping and Stephen O Duke，2007,Natural products that have been used commercially as cropprotection agents, Pest Manag Sci63:524–554
Liu Z-L,Xu Y-J,Wu J,Goh S-H,Ho S-H,2002, Feeding Deterrents from Dictamnus dasycarpus TurczAgainst Two Stored-Product Insects. J. Agric. Food Chem.,(50)6:1447-1450
Lloyd W. Rotherham and J. Edward Semple.1998. A Practical and Efficient Synthetic Route toDihydropipercide and Pipercide.J. Org. Chem.,63,6667-6672
Marcio D Moreira, Marcelo C Picanco, Luiz Claudio A Barbosa,Raul Narciso C Guedes,Emerson C Barrosand Mateus R Campos.2007. Compounds from Ageratum conyzoides: isolation, structuralelucidation and insecticidal activity.Pest Manag Sci63:615–621
Moustafa A. Abbassy, Samir A.M. Abdelgaleil, Abdel-Salam H. Belal, Mona A.A. Abdel Rasoul.2007.Insecticidal, antifeedant and antifungal activities of two glucosides isolated from the seeds ofSimmondsia chinensis Industrial Crops and Products26:345–350
Nauen R, Bretschneider T. New modes of action of insecticides. Pesticide Outlook,2002,13:241~245.
Nicholas H. Oberlies, Lingling L. Rogers, John M. Martin, and Jerry L. McLaughlin.1998. Cytotoxic andInsecticidal Constituents of the Unripe Fruit of Persea Americana.J. Nat. Prod.,61:781-785
Patricio Torres, J. Guillermo Avila, Alfonso Romo de Vivar, Ana M. Garc′a,Juan C. Mar′n, EduardoAranda, Carlos L. Ce′spedes.2003. Antioxidant and insect growth regulatory activities of stilbenesand extracts from Yucca periculosa. Phytochemistry64:463–473
Qin H-L,Zhao T-Z,Shang Y-J.1999.A new sesquiterpene from Celastrus angulatus.Chinese ChemicalLetters(10)10:825-826
Qi Z-J, Xue X-P,Wu W-J, Zhang J-W,Yang R-Y.2006.Preparation of monoclonal antibody againstcelangulin V and immunolocalization of receptor in the oriental armyworm, Mythimna separataWalker (Lepidoptera: Noctuidae). Journal of Agricultural and Food Chemistry (54)20:7600-7605
Qj Z-J,Shi B-J,Hu Z-N,Zhang Y-X,Wu W-J.2011.Ultrastructural effects of Celangulin V on midgut cells ofthe oriental armyworm, Mythimna separata walker (Lepidoptera: Noctuidae).Ecotoxicology andEnvironmental Safety (74)3:439-444
Rajnikant Sharma, Devendra S. Negi, Winnie K. P. Shiu and Simon Gibbons.2006. Characterization of anInsecticidal Coumarin from Boenninghausenia albiflora. PHYTOTHERAPY RESEARCHPhytother. Res.20:607–609
Radi Aly, Uzi Ravid,Jackline Abu-Nassar, Ilan Botnick, Galina Lebedev,Shira Gal, Hammam Ziadna, GuyAchdari, Evgeny Smirov, Ayala Meir and Murad Ghanim.2011. Biological activity of naturalphytoecdysteroids from Ajuga iva against the sweetpotato whitefly Bemisia tabaci and theperseamite Oligonychus perseae. Pest Manag Sci;67:1493–1498
Robert Krieger,2010,Hayes’ Handbook of Pesticide Toxicology，Third Edition
Raymond V. Barbehenn a,b, C. Peter Constabel，2011，Tannins in plant–herbivore interactions，Phytochemistry，72（13）：1551–1565
Susanne Dobler, Georg Petschenka, Helga Pankoke，2011,Coping with toxic plant compounds–Theinsect’s perspective on iridoid glycosides and cardenolides，Phytochemistry，72（13）：1593–1604
Stuart L. Schreiber, Target-Oriented and Diversity-Oriented Organic Synthesis in DrugDiscovery" Science,2000,287,1964-1969.
Silvia N. Lopez, I. Ayelen Ramallo, Manuel Gonzalez Sierra, Susana A. Zacchino and Ricardo L. E.Furlan，2007，Chemically engineered extracts as an alternative source of bioactive natural product-likecompounds，PNAS，104（2）：441-444
Shaiene C Moreno, Geraldo A Carvalho, Marcelo C Picanco,Elisangela GF Morais and Rogerio Mpereira.2012. Bioactivity of compounds from Acmella oleracea against Tuta absoluta (Meyrick)(Lepidoptera: Gelechiidae) and selectivity to two non-target species. Pest Manag Sci;68:386–393)
Su X-H, Zhang M-L, Zhan W-H, Huo C-H, Shi Q-W, Gu Y-C, Kiyota Hiromasa.2009.Chemical andPharmacological Studies of the Plants from Genus Celastrus.Chemistry&Biodiversity.(6)146-161
Tang W-W, Wei X-Y, Xu H-H, Zeng D-Q,Long L-P.2009.13-Deoxyitol A, a new insecticidalisoryanodane diterpene from the seeds of Itoa orientalis，Fitoterapia80:286–289
T. Sreelatha, A. Hymavathi, V. Rama Subba Rao, P. Devanand, P. Usha Rani,J. Madhusudana Rao, K.Suresh Babu.2010. A new benzil derivative from Derris scandens: Structure-insecticidal activitystudy.Bioorg. Med. Chem. Lett.20:549–553
Tian Y-Q, Wei X-Y, and Xu H-H.2006. Photoactivated Insecticidal Thiophene Derivatives fromXanthopappus subacaulis.J. Nat. Prod.,69,1241-1244
Tu Y-Q, Ma Y-X.1993.Alkaloids from Celastrus-angulatus.Phytochemistry (32)5:1339-1342
Tu Y-Q,Song Q-B,Wu X-L,Huang G-S, Ma Y-X,Chen Y-Z.1993.Studies on sesquiterpene constituentsfrom Celastrus-angulatus.Acta Chimica Sinica (51)4:404-408
Tu Y-Q, Hu Y-J.1993.Structure of Sesquiterpenoids from Celastrus-angulatus. Journal of NaturalProducts (56)1:126-129
Tu Y-Q, Huang G-S,Ma Y-X.1993.Polyesters of a sesquiterpene pentanol from Celastrus-angulatus.Phytochemistry (32)2:458-459
Tu Y-Q,Hu Y-J, Wu W-J,Chen N-Y, Pan X-F.1992. sesquiterpene polyol esters from Celastrus-angulatus.Phytochemistry (31)10:3633-3634
Tu Y-Q, Huang G-S,Ma Y-X,Wu X-L,Song Q-B.1992. Alkaloids from Celastrus-angulatus. Journal ofNatural Products (55)9:1320-1322
Wakabayashi N. Wu W-J, Waters R. M.1988.Celangulin: A Nonalkaloidal Insect Antifeedant from ChineseBittersweet, Celastrus angulatus. J. Nat. Prod.,51:537-542.
Wang X-G, Wei X-Y, Huang X-Y, Shen L-T, Tian Y-Q and Xu H-H.2011. Insecticidal Constructure andBioactivities of Compounds from Ficus sarmentosa var. henryi.Agricultural Sciences in China,10(9):1402-1409
Wang M-A, Wu W-J, Zhu J-B, Ji Z-Q,Zhou W-M.2006.Two new insecticidal sesquiterpene polyol estersfrom Celastrus angulatus.Natural Product Research(20)7:653-658
Wang M-T, Qin H-L, Kong M, Li Y-Z.1991..Insecticidal sesquiterpene polyol ester from Celastrusangulatus. Phytochemistry,30:3931-3933.
Wang Y-H,Yang L,Tu Y-Q,Zhang K, Chen Y-Z,Fan A-S.1998.Two new sesquiterpenoids from the seeds ofCelastrus angulatus. Journal of Natural Products (61)7:942-944
Wang Y-H,Yang L,Tu Y-Q,Zhang K,Chen Y-Z.1997.Two new sesquiterpenoids from Celastrus angulatus.Journal of Natural Products (60)2:178-179
Wang M-A, Wu W-J,Zhu J-B,Ji Z-Q,Zhou W-M.2006.Two new insecticidal sesquiterpene polyol estersfrom Celastrus angulatus. Natural Product Research (20)7:653-658
Wei S-P,Luan J-Y,Ji Z-Q,Shi B-J,Xu M,Zhang J-W.2012. Antitumor sesquiterpene Polyol Esters fromCelastrus angulatus.Chemistry of Natural Compounds (47)6:906-910
Wei S-P,Gao J-M,Wu W-J,Ji Z-Q,Zhang J-W.2012. Simultaneous Identification of Multiple Celangulinsfrom the Root Bark of Celastrus angulatus Using High-performance Liquid Chromatography-DiodeArray Detector-Electrospray Ionisation-Tandem Mass Spectrometry.PhytochemicalAnalysis (23)1:23-33
Wei S-P, Ji Z-Q,Zhang H-X,Zhang J-W,Wang Y-H,Wu W-J.2011.Isolation, biological evaluation and3D-QSAR studies of insecticidal/narcotic sesquiterpene polyol esters. Journal of MolecularModeling (17)4:681-693
Wei S-P,Wang M-C,Ji Z-Q,Shi B-J,Li S-K,Zhang J-W.2010.Three New Insecticidal Sesquiterpene PolyolEsters from Celastrus angulatus. Natural Product Communications (5)3:355-359
Wei S-P,Wu W-J, Ji Z-Q,Zhang J-W,Guo Y-Z,Xue J.2010.Two New Sesquiterpene Polyol Esters fromCelastrus angulatus.Helvetica Chimica Aata (93)9:1844-1850
Wei S-P,Ji Z-Q,Zhang J-W.2009.A New Insecticidal Sesquiterpene Ester from Celastrusangulatus.Molecules (14)4:1396-1403
Wei S-P,Wang M-A,Zhang J-W,Qian Y,Ji Z-Q,Wu W-J.2009.Three Novel Sesquiterpene Esters fromCelastrus angulatus. Natural Product Communications.(4)4:461-466
Wu M-J,Zhao T-Z,Shang Y-J,Fu J-G,Zhang H-Y.2004.A new sesquiterpene polyol ester from Celastrusangulatus. Chinese Chemical Letters (15)1:41-42
Wu W-J,Wang M-A,Zhu J-B,Zhou W-M,Hu Z-N, Ji Z-Q.2002.Insecticidal sesquiterpene esters fromCelastrus angulatus.Chinese Journal of Organic Chemistry (22)9:631-637
Wu W-J,Wang M-A,Zhou W-M,Zhu J-B,Ji Z-Q,Hu, Z-N.2001.Insecticidal sesquiterpene polyol estersfrom Celastrus angulatus. Phytochemistry (58)8:1183-1187
Wu W-J,Wang M-A,Zhu J-B, Zhou W-M,Hu Z-N,Ji Z-Q.2001.Five new insecticidal sesquiterpenoids fromCelastrus angulatus. Journal of Natural Products (64)3:364-367
Wu W-J, Tu Y-Q, Liu H-X, Zhu J-B.1992.CelangulinII,III, and IV: new insecticidal sesquiterpenoids fromCelastrus angulatus. Journal of Natural Products (55),1294-1298.
Wu D-G, Cheng C-Q, Liu J-K.1992. X-Ray Crystal-Structure of Angulatusine-A, A new sesquiterpenealkaloid from Celastrus-angulatus. Journal of Natural Products (55)7:982-985
Wu D-G,Liu J-K,Cheng C-Q.1992.Angulatueoid G and H, Sesquiterpenoids from the seeds of Celastrus-angulatus.Phytochemistry.(31)12:4219-4222
Yao Y-J, Cai W-L, Yang C-J, Xue D and Huang Y-Z.2008.Isolation and characterization of insecticidalactivity of (Z)-asarone from Acorus calamus L..Insect Science.15:229-236,
Yin B-L， Chen L， Xu H-H，Hu T-S， Wu Y-L，2006.Synthesis and Insecticidal Structure-ActivityRelationships of Novel Tonghaosu Analogs.Chinese Journal of Chemistry,24:240-246
Yin W-P,Zhao T-Z,Fu J-G.2001.Chinese bittersweet alkaloid III, a new compound from Celastrusangulatus. Journal of Asian Natural Products Research.(3)3:183-189
Yin W-P, Zhao T-Z,Gao L-J,Zou D-P,Liu H-M,Kang J-X.1999.Two alkaloids from Chinese bittersweetCelastrus angulatus. Phytochemistry (52)8:1731-1734
Yin W-P, Zhao T-Z, Gao L-J,Zou D-P, Kang J-X.1999.A novel sesquiterpene polyol ester from Celastrusangulatus and its antitumor activities.Chinese Chemical Letters (10)6:487-490
Zhang H-Y, Zhao T-Z, Liu H-M.2011.Two new sesquiterpene polyol esters from the root barks ofCelastrus angulatus.Journal of Asian Natural Products Research (13)4:304-311
Zhang J-W,Hu Z,Li S-K,Wu W-J.2011.Synthesis and Insecticidal Activities of New Ester-Derivatives ofCelangulin-V.International Journal of Molecular Sciences (12)12:9596-9604
Zhang J-W,Hu Z-N,Yang H.Wu W-J.2010. Synthesis and Insecticidal Activities of New Ether-Derivativesof Celangulin-V. Natural Product Communications (5)6:845-848
© 2004-2018 中国地质图书馆版权所有 京ICP备05064691号 京公网安备11010802017129号 地址：北京市海淀区学院路29号 邮编：100083 电话：办公室：(+86 10)66554848；文献借阅、咨询服务、科技查新：66554700 |