Synthetic Studies on Optically Active Substances with Remarkable Bioactivities to Analyze Their Biological Functions

1.合成了具有较强细胞生长抑制活性的自由基酚、乙酰邻苯二甲酸乙二醇酯和前胡萝卜素。我们不仅可以完成天然产物的合成，还可以完成包括生物素化衍生物在内的相关类似物的合成。结果发现，一些乙酰邻苯二甲酸类类似物具有相似的活性，所有可能的8种前胡萝卜素立体异构体在相似的水平上也具有相同的活性。合成了茉莉素、木犀草素、木犀草素、松萝卜素等植物生长调节剂，并进行了SAR研究。以吡罗尼汀为例，它是一种生物素化类似物，选择性地与微管结合，目前正在进行功能分析的研究。与植物保护和植物营养有关的天然产物和类似物的合成。例如，昆虫拒食剂是一种很有前途的生态耐受农药。我们通过非常有效的方案成功地合成了印楝素B环骨架和另一种拒食剂他那巴林。这些方法将被应用于相关分子的合成，以研究其生物活性。开发了植物铁载体的快速合成，并进行了类似物的合成，以创建更简单但更好的衍生物。合成了吡咯烷和哌啶类似物，如Nectrisine、DAB-1、LAB-1、诺吉霉素及其类似物与有效的葡萄糖苷酶抑制剂。

1. Synthesis of radicicol, acetophthalidin and preussin, which show potent inhibition activities against cell-progression was studied. We could finish the synthesis not only of natural products but also related analogs including biotinylated derivatives. As a result, we found that some analogs of acetophthalidin have the similar activities and also all the possible 8 stereoisomers of preussin have the same activity at the similar level.2. Synthesis of plant-growth regulators, such as jasmonoids, pironetin, specifernin, sorokinianin and so on was also accomplished and SAR studies were performed. In the case of pironetin, one of biotinylated analogs bound selectively with micro tubule and now the study on the analysis of function is underway.3. Synthesis of natural products and analogs related to plant protection and plant nutrition. For example, insect antifeedant is a promising pesticide tolerant to eco-system. We succeeded in the synthesis of azadirachtin B-ring skeleton and also another antifeedant, tanabalin via very efficient scheme. These methodologies would be applied to synthesize related molecules to study their biological activities. Expeditious synthesis of phytosiderophores was developed and the synthesis of analogs was executed to create simpler but better derivatives.4. Synthesis of pyrrolidine and piperidine analogs, such as nectrisine, DAB-1, LAB-1, nojirimycin and their analogs with potent glucosidase inhibitors was achieved.