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

具有显着生物活性的光学活性物质的合成研究及其生物学功能

基本信息

批准号：
09460056
负责人：
KITAHARA Takeshi
金额：
$ 7.74万
依托单位：
The University of Tokyo
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (B)
财政年份：
1997
资助国家：
日本
起止时间：
1997 至 1998
项目状态：
已结题

项目摘要

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.

1。乙二醇，乙酰丙二这素和preussin的合成，这些合成显示了对细胞产生的有效抑制活性。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。结果，我们发现某些类似物的乙酰丙啶具有相似的活性，并且所有可能的8个preussin立体异构体在相似的水平上具有相同的活性。2。还完成了植物生长调节剂的合成，例如何种类似物，甲状腺素，四烯素，特异性素，索罗基尼蛋白等，并进行了SAR研究。在二铁蛋白的情况下，一个生物素化的类似物选择性地与微管结合，现在对功能分析的研究正在进行中。3。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，昆虫抗铁剂是对生态系统耐受性的有前途的农药。我们通过非常有效的方案成功地合成了azadirachtin b形骨架，以及另一种抗原虫Tanabalin。这些方法将应用于合成相关分子以研究其生物学活性。开发了植物学载体的迅速合成，并执行类似物的合成以创建更简单但更好的衍生物。4。吡咯烷和哌啶类似物的合成，例如野丙酸酯，DAB-1，LAB-1，NOJIRIMYCIN及其与有效的葡萄糖酶抑制剂的类似物的合成。