Study on Tonghaosu and Its Analogs:Isolation,Structure Identification and Synthesis of Antifeedant B-ring-homo-tonghaosu  

Study on Tonghaosu and Its Analogs:Isolation,Structure Identification and Synthesis of Antifeedant B-ring-homo-tonghaosu

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作  者:陈立 尹标林 徐汉虹 邱明华 吴毓林 

机构地区:[1]State Key Laboratory of Bio-organic & Natural Products Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences [2]Laboratory of Insect Toxicology,South China Agricultural University,Guangzhou [3]State Key Laboratory of Phytochemistry & Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences

出  处:《Chinese Journal of Chemistry》2004年第1期92-99,共8页中国化学(英文版)

基  金:the National Natural Science Foundation of China (Grant Nos. 29672083, 20072043), Chinese Academy of Sciences, the State Ministry of Science and Technology (No. G2000077502), Shanghai Committee of Science and Technology and the

摘  要:The methanolic extract from a Chinese endemic Chrysanthemum plant, Dendranthema indicum var. aromaticum, was found to show high antifeeding activity against Pieris brassicae L., and by bioassay-guided separation, the ac-tive component, B-ring-homo-tonghaosu, 2-(2',4'-hexadiynylidene)-1,6-dioxaspiro-[4,5]-dec-3-ene (2) was isolated. Its structure was elucidated by comparing its spectroscopic data with those of 2 reported in the literatures. Further-more new convenient total synthesis methods of B-ring-homo-tonghaosu were also developed to confirm its struc-ture and make its further application in crop protection available. In addition, extensive comparison of spectroscopic data showed that the structure of compound 21 reported in literature should be revised to 2.The methanolic extract from a Chinese endemic Chrysanthemum plant, Dendranthema indicum var. aromaticum, was found to show high antifeeding activity against Pieris brassicae L., and by bioassay-guided separation, the ac-tive component, B-ring-homo-tonghaosu, 2-(2',4'-hexadiynylidene)-1,6-dioxaspiro-[4,5]-dec-3-ene (2) was isolated. Its structure was elucidated by comparing its spectroscopic data with those of 2 reported in the literatures. Further-more new convenient total synthesis methods of B-ring-homo-tonghaosu were also developed to confirm its struc-ture and make its further application in crop protection available. In addition, extensive comparison of spectroscopic data showed that the structure of compound 21 reported in literature should be revised to 2.

关 键 词:SPIROKETAL B-ring-homo-tonghaosu Dendranthema indicum var. aromaticum Pieris brassicae an-tifeedant 

分 类 号:O621[理学—有机化学]

 

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