Chemical Synthesis of Pheromones of Insects, Flagellates and Mammals.

1.合成了绿色鞭毛虫衣藻雌性产生的信息素--轮伦酸及其类似物。信息素活性表达的结构要求是糖部分、酚部分和末端带有一个极性基团的不饱和侧链。合成了内异核素、外异核黄素、双色素、前列红素等树皮甲虫信息素。合成了药店甲虫信息素甜菊醇和甜菊内酯。合成了诱导橙色针茅(Stigmatella Aurantiaca)子实体形成的信息素--二烯丙酮。天然信息素是一种外消旋体。合成了沙蝇性信息素的外消旋体(*)-3-甲基-α-喜马卡林和(*)-9-甲基香叶烯-B，建立了信息素组分的大体结构。合成了家鼠信息素组分2-仲丁基-4，5-二氢噻唑和(LR，5S，7R)-3，4-脱氢外野灯盏花素对映体。

1. Lurlenic acid, the female-produced pheromone of the green flagellate Chlamydomonas allensworthii, and its analogues were synthesized. Structural requirements for the expression of the pheromone activity are the sugar-part, the phenol part and the unsaturated side-chain with a polar group at its end.2. Bark beetle pheromones such as endo-isobrevicomin, exo-isobrevicomin, bicolorin, frontalin etc. were synthesized.3. Stegobiol and stegobinone, the drugstore beetle pheromone, were synthesized.4. Stigmolone, the pheromone to induce the fruiting body formation of a myxobacterium Stigmatella aurantiaca, was synthesized. The natural pheromone is a racemate.5. The racemate of the male-produced sex pheromone of the sandfly Lutzomyia longipalpis, (*)-3-methyl-alpha-himachalene and (*)-9-methylgermacrene-B, were synthesized to establish the gross structures of the pheromone components.6. The enantiomers of 2-sec-butyl-4, 5-dihydrothiazole and (lR, 5S, 7R)-3, 4-dehydro-exo-brevicomin, the pheromone components of the house mouse Mus musculus, were synthesized.