2016 Fiscal Year Final Research Report
Synthesis of bioactive indole alkaloid using functionallised synthetic synthon
| Project/Area Number |
26460012
|
|---|
| Research Category |
Grant-in-Aid for Scientific Research (C)
|
| Allocation Type | Multi-year Fund |
|---|
| Section | 一般 |
|---|
| Research Field |
Chemical pharmacy
|
|---|
| Research Institution | Health Sciences University of Hokkaido |
|---|
Principal Investigator |
|
|---|
| Project Period (FY) |
2014-04-01 – 2017-03-31
|
| Keywords | インドリルボレート / インドールアルカロイド / クロスカップリング / 電子環状反応 / ピリドカルバゾールアルカロイド / インドロキナゾリンアルカロイド / 酸化的カップリング |
|---|
| Outline of Final Research Achievements |
Cross-coupling reaction of indolylborate was used for concise total syntheses of pyrido[4,3-b]carbazole alkaloids. Unprecedented use of copper(I) triflate toluene complex for electrocyclization of hexatriene intermediate successfully improved the construction of pyridocarbazoles. Evaluation of synthetic alkaloids against HCT-116 and HL-60 cell lines was carried out. Concise syntheses of indoloquinazoline alkaloids were developed. Oxidative dimerization of indole-3-carbaldehyde provided tryptanthrin in a one-pot. Further transformation of tryptanthrin through Baeyer-Villiger oxidation provided cephalanthrin A. Oxidative coupling between indole-3-carboxylate and isatoic anhydride provided phaitanthrin E.
|
| Free Research Field |
有機合成化学
|
