1998 Fiscal Year Final Research Report Summary
Development of Novel Antiinflammatory Drugs Based on Nonproteinaceous Signal Molecules
| Project/Area Number |
09672277
|
|---|
| Research Category |
Grant-in-Aid for Scientific Research (C)
|
| Allocation Type | Single-year Grants |
|---|
| Section | 一般 |
|---|
| Research Field |
医薬分子機能学
|
|---|
| Research Institution | Kanazawa University |
|---|
Principal Investigator |
MUKAI Chisato Graduate School of Natural Science and Technology, Kanazawa University Professor, 大学院・自然科学研究科, 教授 (70143914)
|
|---|
| Project Period (FY) |
1997 – 1998
|
| Keywords | nonproteinaceous low molecular / elicitor / secosyrin / syributin / syringolide / total synthesis |
|---|
| Research Abstract |
In 1993 syringolides 1 and 2, novel nonproteinaceous low molecular weight metabolites possessing the ability of eliciting a hypersensitive reaction in soybean plants, were isolated from Pseudomonas syringae pv. tomato. The related compounds, secosyrins 1 and 2, and syributins 1 and 2 have also been isolated. We tried to synthesize these bioactive compounds and several their derivatives hoping to develop the further useful compounds having stronger antiinflammatory activity. Thus, D-tartrate was taken as a starting material, which was converted to the tetrahydrofuran derivative. This compound was then transformed into the corresponding dioxaspiro one, from which the first total synthesis of (+)-secosyrins 1 and 2 was accomplished. This total synthesis of secosyrins 1 and 2 unambiguously established their absolute stereochemistry. We also could develop an efficient alternative way for the preparation of (+)-syributins 1 and 2. Based on the result so far obtained, we are now trying to synthesize more complex syringolides 1 and 2.
|
