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Synthetic Studies on Semiochemicals for the Control of Agricultural Pests

防治农业害虫化学信息素的综合研究

基本信息

批准号：
16380075
负责人：
KUWAHARA Shigefumi
金额：
$ 6.59万
依托单位：
Tohoku University
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (B)
财政年份：
2004
资助国家：
日本
起止时间：
2004 至 2006
项目状态：
已结题

来源：
https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-16380075/
关键词：
enokipodin pteridic acid tabtoxinine litseaverticillol Drosophila communiol pyricuol epoxyquinol petridic acid azadirachtin gizzeroshine plant growth promoter antifeedant antibacterial pheromone gizzerosine synthesis chem

项目摘要

The total synthesis of the following biologically active natural products have been accomplished : (1)enokipodins A,B,C, and D (highly oxygenated a-cuparenone-type sesquiterpenoids exhibiting antimicrobial activity produced by the edible mushroom, Flammulina velutipes) ; (2)pteridic acids A and B (potent plant-growth promoters possessing unique spirocyclic polyketidic structures isolated form the phytoepiphytic actinomycete, Streptomyces hygroscopicus TP-A0451) ; (3)tabtoxinine-β-lactom (a phytotoxin produced by the pathogen Pseudomonas syringae pv. tabaci) ; (4)pteroenone (a defensive metabolite of the pteropod, Clione antarctica) ; (5)the major sex pheromone components of the fruit flies, Drosophila ananassae and D.pallidosa ; (6)communiols A,B,C,D,E,F,and H (antimicrobial metabolites produced by the coprophilous fungus, Podospora communis) ; (7)pyricuol (a phytotoxin produced by the rice blast fungus, Magnaporthe grisea) ; (8)gizzerosine (a potent inducer of gizzard erosion in chicks contained in heat-treated fish meal) ; (9)apoptosis-inducing polyunsaturated conjugated fatty acids ; (10)litseaverticillols A and B (anti-HIV sesquterpenoids bearing a novel carbon sketeton produced by the perennial shrub, Litsea verticillata). Partial syntheses of pamamycin-635A (an arerial mycelium-inducing metabolite produced by Streptomyces alboniger) and elaiophylin (an antibiotic as well as a plant-growth inhibitor) were conducted. Studies directed toward the total synthesis of azadirachtin (a potent antifeedant contained in the neem tree, Azadirachta indica) was also made.

完成了以下具有生物活性的天然产物的全合成：（1）enokipodin A、B、C和D（由食用菌Flammulina velutipes产生的表现出抗微生物活性的高度氧化的α-倍半萜烯酮型倍半萜烯）;（2）蕨酸A和B（从植物附生放线菌分离的具有独特螺环聚酮结构的有效植物生长促进剂，吸水链霉菌TP-A0451）;（3）tabtoxinine-β-lactom（由病原体假单胞菌pv. tabaci）;（4）蝶烯酮（5）果蝇（Drosophila ananassae和D.pallidosa）的主要性信息素成分;（6）communiols A、B、C、D、E、F和H（由粪生真菌Podospora communis产生的抗微生物代谢物）;（7）吡嘧酚（一种由稻瘟病菌Magnaporthe grisea产生的植物毒素）;（热处理鱼粉中所含的鸡砂囊侵蚀的有效诱导剂）;（9）诱导脂肪变性的多不饱和共轭脂肪酸;（10）木姜子阿替西醇A和B（由多年生灌木木姜子产生的具有新的碳配基的抗HIV倍半萜类化合物）。对白黑链霉菌产生的诱导菌丝体生长的代谢产物帕霉素-635A和elaiophylin进行了部分合成。还对印楝素（印楝树中含有的一种有效拒食剂）的全合成进行了研究。