- 著者
- 竹元 万寿美 山本 裕一 阿知波 一雄 James P. Kutney Nikolay M. Stoynov
- 出版者
- 天然有機化合物討論会実行委員会
- 雑誌
- 天然有機化合物討論会講演要旨集 38 (ISSN:24331856)
- 巻号頁・発行日
- pp.643-648, 1996-09-02 (Released:2017-08-18)
In recent years, much attention has been paid to the ability of cultured plant cells to transform not only secondary metabolites, but also organic foreign substrates. Therefore, we have studied in the feasibility of using plant cell cultures as the reagents of organic synthesis. In this symposium, we report the synthesis of biologically active com-pounds by using plant cell cultures (N. tabacum, D. carota, C. roseus, P. peltatum) as follows (1) Synthesis of optically active α-phenylpyridylmethanols as organic foreign substrates i) enantioselective reduction of ketone ii) asymmetric hydrolysis of the acetates iii) optically active alcohols production from the corresponding racemates (deracemization of racemates) (2) The efficient synthesis of podophyllotoxin derivatives as starting materials in the clinical anti-cancer drug, Etoposide
- 著者
- 藤多 哲朗 浜道 則光 内田 秀治 加治 隆史 松本 範正 広瀬 良治 北尾 郁紀 松崎 徹 千葉 健治
- 出版者
- 天然有機化合物討論会実行委員会
- 雑誌
- 天然有機化合物討論会講演要旨集 38 (ISSN:24331856)
- 巻号頁・発行日
- pp.727-732, 1996-09-02 (Released:2017-08-18)
2-Aminoalcohol was shown to be the minimum essential structure for the immunosuppressive activity of 2-alkyl-2-aminopropane-1,3-diol, which was generated by modification of ISP-I (1: myriocin, thermozymocidin). 2-Aminoalcohols 4a-h were examined for immunosuppressive activity on mouse allogeneic mixed lymphocyte reaction (MLR) in vitro. The series showed a bell-shaped relationship between the activity and the carbon numbers. Among them, 2-aminohexadecanol (4c) was the most potent. In order to investigate relationship between the activity and the configuration at C-2 in 2-aminoalcohol, (R)- and (S)-isomers of 4c, 2-aminoeicosanol (4h) and 2-amino-4-(4-octylphenyl)butanol (5) were prepared and examined for the activity on mouse allogeneic MLR. As a results, the (R)-isomers were more potent the (S)-isomers, and (R)-4c displayed comparably activity to FTY720 (3), which is expected as a powerful candidate for safer immunosuppressant for organ transplantations and for the treatment of autoimmune diseases.