Total synthesis of the fused heterocyclic natural product based on the microwave-assisted azaelectrocyclic reaction and seeking of lead compound.
Project/Area Number |
24590040
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Research Category |
Grant-in-Aid for Scientific Research (C)
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Allocation Type | Multi-year Fund |
Section | 一般 |
Research Field |
Chemical pharmacy
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Research Institution | Fukuyama University |
Principal Investigator |
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Co-Investigator(Kenkyū-buntansha) |
CHOSHI Tominari 福山大学, 薬学部, 教授 (10248297)
HATAE Noriyuki 北海道医療大学, 薬学部, 准教授 (30449912)
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Project Period (FY) |
2012-04-01 – 2015-03-31
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Project Status |
Completed (Fiscal Year 2014)
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Budget Amount *help |
¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2013: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2012: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
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Keywords | マイクロ波照射下アザ電子環状反応 / dichotomines / terihanines / cassiarine C / kalasinamide / geovanine / scorpionone / asiaticumine A / マイクロ波 / アザ電子環状反応 / (S)-(-)-dichotomine / dichotomide I / (+)-dichotomide II / kalasinamid / scorpinone / dichotomine A / dichotomide II / cassiarin C / (S)-(-)-dichotomine A |
Outline of Final Research Achievements |
Total syntheses of condensed heterocyclic natural products dichotomide I, marinacarbolines A~D, (S)-(-)-Dichotomine A, (R)-(+)-dichotomine A, (+)-dichotomide II, (-)-dichotomide II, terihanine, isoterihanine, (±)-cassiarine C, kalasinamide, geovanine, marcanine, scorpinone were completed by the construction of appropriate fused pyridine structures based on the microwave-assisted azaelectrocyclic reaction. The stereochemistry of (+)-dichotomide II was determined as R-configuration. An asymmetric synthesis of asiaticumine A was under investigation.
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Report
(4 results)
Research Products
(78 results)
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[Journal Article] N-Substituted Calothrixin B Derivatives Inhibited the Proliferation of HL-60 Promyelotic Leukemia Cells2014
Author(s)
Noriyuki Hatae, Risa Sato, Hitomi Chiba, Takahiro Osaki, Takashi Nishiyama, Minoru Ishikura, Takumi Abe, Satoshi Hibino, Tominari Choshi, Chiaki Okada, and Eiko Toyota
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Journal Title
Medicinal Chemistry Research
Volume: 23
Pages: 4596-4961
Related Report
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[Journal Article] Synthesis of 4-arylpiperidin-4-ol derivatives of loperamide as agents with potent antiproliferative effects against HCT-116 and HL-60 cells2014
Author(s)
Noriyuki Hatae, Tomoyuki Nagayama, Hiroyoshi Esaki, Eiko Kujime, Masabumi Minami, Minoru Ishikura, Tominari Choshi, Satoshi Hibino, Chiaki Okada, Eiko Kujime, Hideko Nagasawa, Tatsunori Iwamura
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Journal Title
Heterocycles
Volume: 88
Issue: 1
Pages: 663-673
DOI
Related Report
Peer Reviewed
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[Journal Article] Effects of 1,3-di-O-substituted-myo-inositol derivatives on the antiproliferation and caspase-3 activity of HCT-116 and HL-60 cells2014
Author(s)
Noriyuki Hatae, Satoe Yamauchi, Takafumi Saeki, Ichiro Suzuki, Tominari Choshi, Satoshi Hibino, Chiaki Okada, Minoru Hayashi, Yutaka Watanabe, and Eiko Toyota
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Journal Title
Chemical Biology Letters
Volume: 88
Pages: 40-43
Related Report
Peer Reviewed
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[Journal Article] A drug screening platform for Alzheimer's disease with intracellular Aβ oligomers using patient-specific iPSCs2013
Author(s)
Kondo, T., (他24名), Murakami, K., Irie, K., Klein, W. L., Mori, H., Asada, T., Takahashi, R., Iwata, N., Yamanaka, S., Inoue, H
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Journal Title
Cell Stem Cell
Volume: 12
Issue: 4
Pages: 487-496
DOI
Related Report
Peer Reviewed / Open Access
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[Journal Article] Effects of the orthoquinone moiety in 9,10- phenanthrenequinone on its ability induce apoptosis in HCT-116 and HL-60 cells2013
Author(s)
Noriyuki Hatae, Jun Nakamura, Tetsuo Okujima, Minoru Ishikura, Takumi Abe, Satoshi Hibino, Tominari Choshi, Chiaki Okada, Hiroko Yamada, Hidemitsu Uno, Eiko Toyota
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Journal Title
Bioorg Med. Chem. Lett
Volume: 23
Issue: 16
Pages: 4637-4640
DOI
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Peer Reviewed
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[Journal Article] Hibino, Enantioselective total synthesis of 1,3-disubstituted ・-carboline alkaloids, (-)-dichotomine A and (+)-dichotomide II2013
Author(s)
S. Tagawa, T. Choshi, A. Okamoto, T. Nishiyama, S. Watanabe, N. Hatae, M. Ishikura, S
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Journal Title
Eur. J. Org. Chem
Volume: 00
Issue: 9
Pages: 1805-1810
DOI
Related Report
Peer Reviewed
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[Presentation] A novel one-pot synthesis of carbazole-1,4-quinones through Pd-catalyzed cyclocarbonylation, desilylation and oxidation processes from 3-iodo-2-propenylindoles2014
Author(s)
T. Choshi, T. Nishiyama, M. Fujii, N. Satsuki, T. Fujiwaki, T. Abe, M. Ishikura, and S. Hibino
Organizer
14th Belgian Organic Synthesis (BOSS XIV)
Place of Presentation
Louvan-La-Neuve, ベルギー
Year and Date
2014-07-12 – 2014-07-19
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