Systematic Synthetic Stuchies on Bioactive Alkaloids and Their Biokeical Activiiies

许多生物碱在自然界中含量丰富，并显示出有趣的药理作用。由于Elk：Slide的天然来源数量有限，因此制备这些化合物以研究其二元性是非常重要的。本研究的目的是系统地构建这些化合物，并解决其作用机理。赤霉胺A的合成研究是由新树大学非洲豆科大学的Ramo和m-Worker分离得到的，经鉴定为(+)-异6-酪氨酸的°-奥苯甲酰衍生物。Pd催化立体选择性环化合成2，6-四哌啶环是合成五味子胺A的关键反应。当以Pd_2(Dba)_3为催化剂，以煤层气为保护基时，TRAIL/Cis为79/21。目前正在进行五味子胺A的全合成。吡喃的合成以C12Pd(CH3CN)2催化的烯丙酸酯的非对映选择性环化为关键步骤，实现了吡喃的全合成。该化合物对线粒体NADH-uhiquoone氧化还原酶(络合物I)的抑制活性略逊于顺式-索拉明等普通的单-四氢呋喃内酯。在本研究过程中，合成并测定了tookinelin的绝对构型。

A number of alkaloids have been burl abundantly in nature and marry of than show interesting pharmalogical adivitites. Due to the amount of elk: slide is limited from the native, it is very important to prepare these compounds in order to study their binlogical properties. The aim of this study is to construct these compounds systenatically and solve the mechanism of action.1. Synthetic studies on spectamine ARecentlty spectiamine A was isolated by Ramo and m-workers at Shinshu Univemity icon African legume, (Is s i a apectahilis and identified as °Obenzoyl derivative of (+)-iso6-cassine. The key reaction of the synthesis of spectamine A is Pd-catayzed stereceelective cyclization to afford 2,6-traos-piperidine ring. When Pd.^2(dba)^3 was used as a catalyst and Cbm was used as a protecting group, the ratio of trail/cis was 79/21. The total synthesis of spectamine A is currently under way.2. Synthess of pyranicynTotal synthesis of pyranicin was achieved using C12Pd(CH3CN)2-catalyzed diastereoselective cyclization of the allyfic ester as the key step. The inhibitory activity of this compound for mitochiondrial NADH-uhiquioone oxidoreductase (complex I) was slightly poorer than that of ordinary mono-THF acetogenins such as cis-solamin. In the course of this study synthesis and determination of the absolute configuration of tookinelin was aka achieved.