Synthetic approaches for the elucidation of structure, conformation and functions of an antifungal natural product amphidinol 3
| Project/Area Number |
24750092
|
|---|
| Research Category |
Grant-in-Aid for Young Scientists (B)
|
| Allocation Type | Multi-year Fund |
|---|
| Research Field |
Synthetic chemistry
|
|---|
| Research Institution | Kyushu University |
|---|
Principal Investigator |
EBINE Makoto 九州大学, 理学(系)研究科(研究院), 助教 (70545574)
|
|---|
| Co-Investigator(Renkei-kenkyūsha) |
OISHI Tohru 九州大学, 大学院理学(系)研究科(研究院), 教授 (90241520)
|
|---|
| Research Collaborator |
UMEDA Aya
TSURUDA Takeshi
OMIZU Hiroyuki
TAKADA Yuri
WAKAMIYA Yuma
YANAI Naoto
|
|---|
| Project Period (FY) |
2012-04-01 – 2015-03-31
|
| Project Status |
Completed (Fiscal Year 2014)
|
| Budget Amount *help |
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2014: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2013: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2012: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
|
|---|
| Keywords | アンフィジノール３ / 合成研究 / 構造確認 / ポリエン―ポリオール系抗真菌剤 / アンフィジノール / 天然有機化合物 / 天然物化学 / 全合成研究 / アンフィジノール3 / 全合成 |
|---|
| Outline of Final Research Achievements |
We carried out the synthetic studies on amphidinol 3, an antifungal polyene-polyol compound isolated from marine dinoflagellate amphidinium klebsii. Although many researchers have been concentrated on the synthetic studies of amphidinol 3, total synthesis of amphidinol 3 has not yet been achieved.
We synthesized the C43-C67 part of amphidinoil 3 and its C51 diastereomer. Through the comparison of their 1H and 13C NMR spectra with those of natural amphidinol 3, we concluded the stereochemistry at C51 should be revised.
We also established the synthetic route for the three requisite parts, i.e., polyhydroxy part (C1-C29), bis-THP part (C30-C52), and polyene part (C53-C67). We are now trying to unite these parts to complete the total synthesis of the proposed structure of amphidinol 3.
|
Report
(4 results)
Research Products
(19 results)
-
-
-
-
-
-
[Presentation] Studies toward Total Synthesis of Amphidinol 32014
Author(s)
Takeshi Tsuruda, Makoto Ebine, Yuri Takada, Tohru Oishi
Organizer
The 4th International Conference on MEXT Project of Integrated Research on Chemical Synthesis & ICOMC 2014 Pre-symposium in Kyoto “Synthetic Approaches to New Chemical Functions”
Place of Presentation
京都大学宇治キャンパス（京都府宇治市）
Year and Date
2014-07-11
Related Report
-
-
-
[Presentation] アンフィジノール3の全合成研究2014
Author(s)
海老根真琴、鶴田丈士、梅田綾、高田悠里、大石徹
Organizer
第105回有機合成シンポジウム
Place of Presentation
東京工業大学大岡山キャンパス（東京都目黒区）
Year and Date
2014-06-10
Related Report
-
[Presentation] Studies toward total synthesis of amphidinol 32014
Author(s)
Makoto Ebine, Aya Umda, Takeshi Tsuruda, Yuri Takada, Tohru Oishi
Organizer
The 3rd International Conference on the MEXT Project of Integrated Research on Chemical Synthesis “Synergy of Theory and Molecular Transformation”
Place of Presentation
福岡
Related Report
-
-
-
-
-
-
-
-
-
