| Study on Tonghaosu and Its Analogs： Isolation, Structure Identification and Synthesis of Antifeedant B-ring-homo-tonghaosu |
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| 引用本文： | 陈立 尹标林 徐汉虹 邱明华 吴毓林. Study on Tonghaosu and Its Analogs： Isolation, Structure Identification and Synthesis of Antifeedant B-ring-homo-tonghaosu[J]. 中国化学, 2004, 22(1): 92-99. DOI: 10.1002/cjoc.20040220120 |
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| 作者姓名： | 陈立 尹标林 徐汉虹 邱明华 吴毓林 |
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| 作者单位： | [1]StateKeyLaboratoryofBio-organic＆NaturalProductsChemistry,ShanghaiInstituteofOrganicChemistry,ChineseAcademyofSciences,Shanghai200032,China [2]LaboratoryofInsectToxicology,SouthChinaAgriculturalUniversity,Guangzhou,Guangdong510642,China [3]StateKeyLaboratoryofPhytochemistry＆PlantResourcesinWestChina,KunmingInstituteofBotany,ChineseAcademyofSciences,Kunming,Yunnan650204,China |
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| 基金项目： | 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 |
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| 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 active 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. Furthermore new convenient total synthesis methods of B-ring-homo-tonghaosu were also developed to confirm its structure 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.
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| 关 键 词： | 离析 结构 合成 拒食素 |
Study on Tonghaosu and Its Analogs:Isolation,Structure Identification and Synthesis of Antifeedant B-ring-homo-tonghaosu |
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| CHEN,Lia,b YIN,Biao-Lina XU,Han-Hongb CHIU,Ming-Huac WU,Yu-Lin,a a State Key Laboratory of Bio-organic , Natural Products Chemistry. Study on Tonghaosu and Its Analogs:Isolation,Structure Identification and Synthesis of Antifeedant B-ring-homo-tonghaosu[J]. Chinese Journal of Chemistry, 2004, 22(1): 92-99. DOI: 10.1002/cjoc.20040220120 |
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| Authors: | CHEN Lia b YIN Biao-Lina XU Han-Hongb CHIU Ming-Huac WU Yu-Lin a a State Key Laboratory of Bio-organic & Natural Products Chemistry |
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| Affiliation: | CHEN,Lia,b YIN,Biao-Lina XU,Han-Hongb CHIU,Ming-Huac WU,Yu-Lin*,a a State Key Laboratory of Bio-organic & Natural Products Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China b Laboratory of Insect Toxicology,South China Agricultural University,Guangzhou,Guangdong 510642,China c State Key Laboratory of Phytochemistry & Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming,Yunnan 650204,China |
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| Abstract: | 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. |
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| Keywords: | spiroketal B-ring-homo-tonghaosu Dendranthema indicum var. aromaticum Pieris brassicae an-tifeedant |
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