Synthesis and biological properties of tensyuic acids B, C, and E, and investigation of the optical purity of natural tensyuic acid B

Takanori Matsumaru, Toshiaki Sunazuka, Tomoyasu Hirose, Aki Ishiyama, Miyuki Namatame, Takashi Fukuda, Hiroshi Tomoda, Kazuhiko Otoguro, Satoshi Omura

研究成果: Article

6 引用 (Scopus)

抄録

The first, concise total synthesis of (±)-tensyuic acids B, C, and E, using chemoselective formal SN2′ type Grignard reactions and selective esterification, is described. In addition, the optical purity of natural (±)-tensyuic acid B was determined using Chirabite-AR. Synthetic tensyuic acids, together with their intermediate compounds, were found to possess useful bioactive properties, with some of them showing potent activity against Trypanosoma brucei brucei strain GUTat 3.1.

元の言語English
ページ(範囲)7369-7377
ページ数9
ジャーナルTetrahedron
64
発行部数30-31
DOI
出版物ステータスPublished - 2008 7 21
外部発表Yes

Fingerprint

Acids
Trypanosoma brucei brucei
Esterification

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

これを引用

Synthesis and biological properties of tensyuic acids B, C, and E, and investigation of the optical purity of natural tensyuic acid B. / Matsumaru, Takanori; Sunazuka, Toshiaki; Hirose, Tomoyasu; Ishiyama, Aki; Namatame, Miyuki; Fukuda, Takashi; Tomoda, Hiroshi; Otoguro, Kazuhiko; Omura, Satoshi.

:: Tetrahedron, 巻 64, 番号 30-31, 21.07.2008, p. 7369-7377.

研究成果: Article

Matsumaru, T, Sunazuka, T, Hirose, T, Ishiyama, A, Namatame, M, Fukuda, T, Tomoda, H, Otoguro, K & Omura, S 2008, 'Synthesis and biological properties of tensyuic acids B, C, and E, and investigation of the optical purity of natural tensyuic acid B', Tetrahedron, 巻. 64, 番号 30-31, pp. 7369-7377. https://doi.org/10.1016/j.tet.2008.05.035
Matsumaru, Takanori ; Sunazuka, Toshiaki ; Hirose, Tomoyasu ; Ishiyama, Aki ; Namatame, Miyuki ; Fukuda, Takashi ; Tomoda, Hiroshi ; Otoguro, Kazuhiko ; Omura, Satoshi. / Synthesis and biological properties of tensyuic acids B, C, and E, and investigation of the optical purity of natural tensyuic acid B. :: Tetrahedron. 2008 ; 巻 64, 番号 30-31. pp. 7369-7377.
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AU - Matsumaru, Takanori

AU - Sunazuka, Toshiaki

AU - Hirose, Tomoyasu

AU - Ishiyama, Aki

AU - Namatame, Miyuki

AU - Fukuda, Takashi

AU - Tomoda, Hiroshi

AU - Otoguro, Kazuhiko

AU - Omura, Satoshi

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