Synthesis the naphto[1,8-bc]furan and polycyclic heterocycles with good bioactivity.
Project/Area Number |
23590143
|
Research Category |
Grant-in-Aid for Scientific Research (C)
|
Allocation Type | Multi-year Fund |
Section | 一般 |
Research Field |
Drug development chemistry
|
Research Institution | Health Sciences University of Hokkaido (2012-2013) Matsuyama University (2011) |
Principal Investigator |
HATAE Noriyuki 北海道医療大学, 薬学部, 准教授 (30449912)
|
Co-Investigator(Kenkyū-buntansha) |
HIBINO Satoshi 福山大学, 薬学部, 教授 (60112885)
CHOSHI Tominari 福山大学, 薬学部, 教授 (10248297)
ISHIKURA Minoru 北海道医療大学, 薬学部, 教授 (10146011)
|
Project Period (FY) |
2011 – 2013
|
Project Status |
Completed (Fiscal Year 2013)
|
Budget Amount *help |
¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000)
Fiscal Year 2013: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2012: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2011: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
|
Keywords | ナフト[1,8-bc]フラン / 分子内Diels-Alder反応 / ハロゲン化ジエン / アレニルエーテル / 抗腫瘍活性物質 / calothrixin / 生物活性物質 / 多環縮環型複素環 / 抗腫瘍活性 / loperamide / イノシトール / Pictet-Spengler反応 |
Research Abstract |
Polycyclic heterocycles were known as the privileged compound, and their structural features were consisted rigid conforamation and were highly-reactive to the biomolecules. It was extremely difficult for the synthesis of the compounds because of their high-reactivity. Particularly, the naphto[1,8-bc]furan ring system was consisted a lot of enzyme inhibitors, such as wortomanin, halenaquinone and xestoquinone. A convinced synthetic route for the core ring system was developed by tandem [4+2] cycloaddition/aromatization sequence of allenyl 2-halo-3-vinylcyclohex-2-enyl ethers. Furthermore, the antiproliferative activity by the polycyclic heterocycles was identified.
|
Report
(4 results)
Research Products
(79 results)
-
[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, Eiko Toyota
-
Journal Title
Chem Biol Lett
Volume: 1
Pages: 40-43
URL
Related Report
Peer Reviewed
-
[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
-
Journal Title
Heterocycles
Volume: 88
Issue: 1
Pages: 663-673
DOI
Related Report
Peer Reviewed
-
-
-
[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
-
Journal Title
Bioorg Med. Chem. Lett
Volume: 23
Issue: 16
Pages: 4637-4640
DOI
Related Report
Peer Reviewed
-
-
[Journal Article] Enantioselective total synthesis of 1,3-disubstituted β-carboline alkaloids, (-)-Dichotomine A and (+)-Dichotomide II.2013
Author(s)
Tagawa, Shinji; Choshi, Tominari; Okamoto, Asuka; Nishiyama, Takashi; Watanabe, Shiroh; Hatae, Noriyuki; Ishikura, Minoru; Hibino, Satoshi
-
Journal Title
European Journal of Organic Chemistry
Volume: 2013
Pages: 1805-1810
Related Report
Peer Reviewed
-
[Journal Article] Effect of the orthoquinone moiety in 9,10-phenanthrenequinone on its ability to induce apoptosis in HCT-116 and HL-60 cells2013
Author(s)
Hatae, Noriyuki; Nakamura, Jun; Okujima, Tetsuo; Ishikura, Minoru; Abe, Takumi; Hibino, Satoshi; Choshi, Tominari; Okada, Chiaki; Yamada, Hiroko; Uno, Hidemitsu; Toyota, Eiko
-
Journal Title
Bioorganic & Medicinal Chemistry Letters
Volume: 23
Pages: 4637-4640
Related Report
Peer Reviewed
-
-
-
-
-
-
[Journal Article] Porphyrin Molecular Tweezers for Fullerenes2011
Author(s)
H.Uno, M.Furukawa, A.Fujimoto, H.Uoyama, H.Watanabe, T.Okujima, H.Yamada, S.Mori, M.Kuramoto, K.S.Kim, K.Kuroki, T.Iwamura, N.Hatae, F.Tani, N.Komatsu
-
Journal Title
Journal of Porphyrins and Phthalocyanins
Volume: 15
Issue: 09n10
Pages: 953-963
DOI
Related Report
Peer Reviewed
-
-
-
-
-
[Journal Article] N- substituted calothrixin B derivatives inhibited the proliferation of HL-60 promyelocytic leukemia cells
Author(s)
Noriyuki Hatae, Risa Satoh, Hitomi Chiba, Takahiro Osaki, Takashi Nishiyama, Minoru Ishikura, Takummi Abe, Satoshi Hibino, Tominari Choshi, Chiaki Okada, Eiko Toyota
-
Journal Title
Med. Chem. Res
Volume: (in press)
Related Report
Peer Reviewed
-
-
-
-
-
-
-
-
-
-
-
[Presentation] Enantioselective Total Syntheis of β-Carboline Alkaloids, (-)-Dichotomine A and (+)-Dichotomide II2013
Author(s)
Choshi, Tominari; Tagawa, Shinji; Okamoto, Asuka; Nishiyama, Takashi; Watanabe, Shiroh; Hatae, Noriyuki; Ishikura, Minoru; Hibino, Satoshi
Organizer
44th IUPAC Word Chemistry Congress and 47th IUPAC General Assembly
Place of Presentation
Istanbul, Turkey
Related Report
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-