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

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Chinese Journal of Chemistry 2004年第1期22卷 92-99页

作者：陈立尹标林徐汉虹邱明华吴毓林 State Key Laboratory of Bio-organic & Natural Products Chemistry Shanghai Institute of Organic ChemistryChinese Academy of Sciences Laboratory of Insect Toxicology South China Agricultural UniversityGuangzhou State Key Laboratory of Phytochemistry & Plant Resources in West China Kunming Institute of BotanyChinese Academy of Sciences

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

Synthesis and Bio-activities of Pyrazolyl or Pyridinyl Substituted Tonghaosu Analogs

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Chinese Journal of Chemistry 2007年第6期25卷 808-813页

作者：尹标林陈立徐汉虹张健存吴毓林 Guangzhou Institute of Biomedicine and Health Chinese Academy of Science Guangzhou Guangong 510663 China State Key Laboratory ofBio-organic & Natural Products Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 China Laboratory of Insect Toxicology South China Agricultural University Guangzhou Guangdong 510642 China

11 pyrazolyl or pyridinyl substituted tonghaosu analogs were synthesized. Structures of all the new compounds were confirmed by ^1H NMR, IR, MS, HREIMS or elemental analysis. Their antifeedant activity against larvae of large white butterfly （Pieris brassicae L.）, larvicidal activity toward mosquito （Culex quinquefasciatus Say） and growth control activity toward larvae of Spodoptera litura Fab were examined. Some of them exhibited antifeeding activities comparable to or stronger than tonghaosu Z-1. Based on the activity data, the preliminary structure-activity relationship was also discussed, which might be instructive for finding out lead compounds with better bioactivities in the future.

关键词： spiroketal tonghaosu analog antifeedant Larvicidal growth control Pieris brassicae Culex quinquefasciatus Spodoptera litura

Isolation, biosynthesis, and biological activity of rubromycins derived from actinomycetes

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Engineering Microbiology 2022年第3期2卷 37-46页

作者： Ping Lin Xue Li Yuchen Xin Hongying Li Gang Li Hongxiang Lou Department of Natural Medicinal Chemistry and Pharmacognosy School of PharmacyQingdao UniversityQingdao 266071China Department of Natural Product Chemistry Key Laboratory of Chemical Biology of Ministry of EducationSchool of Pharmaceutical SciencesShandong UniversityJinan 250012China

Natural occurring aromatic polyketides from actinomycetes indicate a structurally and functionally diverse fam-ily of polycyclic polyphenols.Some of them are consequently suggested as lead structures for drug development.Among them,rubromycins are derived from a single C26 polyketide chain and exhibit an unusual bisbenzannu-lated[5,6]-spiroketal system that connects a highly oxygenated naphthazarin motif to an isocoumarin unit.This type of biosynthetically elusive polycyclic polyketides has shown promising pharmacological activities,includ-ing antimicrobial,anticancer,and enzyme inhibition activity.The unique structures,intriguing biosynthesis,and marked bioactivities of rubromycins have drawn considerable attention from several chemists and biologists.This review covers the isolation,characterization,biosynthesis,and biological studies of these structurally diverse and complex rubromycins.

关键词： Natural products Rubromycins spiroketal Biosynthesis Bioactivity

BF3•Et2O Promoted Sulfuration of Steroidal Sapogenins

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中国化学:英文版 2015年第6期33卷 632-636页

作者： Jun Wang Jingjing Wu Weisheng Tian Shanghai Institute of Organic Chemistry Chinese Academy of SciencesShanghai 200032China Department of Chemistry South University of Science and TechnologyShenzhenGuangdong 518055China

A reaction between steroidal sapogenins and hydrogen sulfide promoted by BF3•Et2O is described.The thio-diosgenin and thiotigogenin comprising a sulfur atom on the F ring can be easily afforded in one step under this ... 详细信息

关键词： steroidal sapogenin hydrogen sulfide sulfuration spiroketal resource chemistry