Development of efficient synthetic method for novel tricyclic polyketide possessing antitumor activity
Project/Area Number |
25860012
|
Research Category |
Grant-in-Aid for Young Scientists (B)
|
Allocation Type | Multi-year Fund |
Research Field |
Chemical pharmacy
|
Research Institution | Tokyo University of Pharmacy and Life Science |
Principal Investigator |
|
Project Period (FY) |
2013-04-01 – 2016-03-31
|
Project Status |
Completed (Fiscal Year 2015)
|
Budget Amount *help |
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2015: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2014: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
|
Keywords | 合成化学 / 有機化学 / 海洋天然物 / 三環性ポリケチド / インドキサマイシンF |
Outline of Final Research Achievements |
Synthetic study of new tircyclic polyketide, indoxamycin F, possessed antitumor activity was occurred. The bicyclic skeleton of indoxamycin F was constructed through the six steps operations including Claisen rearrangement and the ring closing methathesis with Grubbs catalyst second generation from (-)-carvone. Futhermore, from resulting compound, the synthesis of bicyclic compound corresponding AB ring system of indoxamycin F was achieved through the six steps operations including diastereoselective introduction of methyl group to two a-positions of carbonyl groups. Then, from this bicyclic compound, the stereocontrolled construction of tricyclic skeleton of indoxamycin F was realized by the hemiacetal formation via reduction of ester and ketone group. The further investigation toward the total synthesis of indoxamycin F has been in progress.
|
Report
(4 results)
Research Products
(3 results)