Art

J-GLOBAL ID：200902297450388739   Reference number：07A0878671

Synthesis of γ-Hydroxybutenolides Applying Crossed Aldol Condensation in the Presence of a Bulky Lewis Acid and Their Anti-tumor Activity

かさ高いLewis酸存在下の交差アルドール縮合を利用したγ-ヒドロキシブテノリド類の合成とその抗腫よう活性

Author (7)： YAMANO Yumiko (Dep. of Organic Chemistry for Life Sci., Kobe Pharmaceutical Univ.) ,  FUJITA Yumi (Dep. of Organic Chemistry for Life Sci., Kobe Pharmaceutical Univ.) ,  MIZUGUCHI Yukari (Dep. of Hygienic Sci., Kobe Pharmaceutical Univ.) ,  NAKAGAWA Kimie (Dep. of Hygienic Sci., Kobe Pharmaceutical Univ.) ,  OKANO Toshio (Dep. of Hygienic Sci., Kobe Pharmaceutical Univ.) ,  ITO Masayoshi (Dep. of Organic Chemistry for Life Sci., Kobe Pharmaceutical Univ.) ,  WADA Akimori (Dep. of Organic Chemistry for Life Sci., Kobe Pharmaceutical Univ.)
Material： Chemical and Pharmaceutical Bulletin  (Chemical & Pharmaceutical Bulletin)
Volume： 55  Issue： 9  Page： 1365-1370 (J-STAGE)  Publication year： 2007 
JST Material Number： G0504A  ISSN： 0009-2363  CODEN： CPBTAL  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *lactone ,...
Semi thesaurus term： *Aldol condensation

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JST classification (2)： Furans  (CF07072V) ,  Synthesis of drugs  (GV01030F)

Substance index (20)： Phenol anion ,  4-Styryl-5-hydroxy-2,5-dihydrofuran-2-one ,  4-(4-Phenyl-1,3-butadienyl)-5-hydroxy-2,5-dihydrofuran-2-one ,  4-(6-Phenyl-1,3,5-hexatrienyl)-5-hydroxy-2,5-dihydrofuran-2-one ,  4-(8-Phenyl-1,3,5,7-octatetraenyl)-5-hydroxy-2,5-dihydrofuran-2-one ,  Benzaldehyde ,  3-Phenylpropenal ,  5-Phenyl-2,4-pentadienal ,  7-Phenyl-2,4,6-heptatrienal ,  4-Methyl-5-(triethylsiloxy)-2,5-dihydrofuran-2-one ,  4-Methyl-5-(tert-butyldimethylsiloxy)-2,5-dihydrofuran-2-one ,  Aluminum tris(2,6-diphenylphenolate) ,  5-(2-Furyl)-2,4-pentadienal ,  5-(2-Thienyl)-2,4-pentadienal ,  5-(Benzofuran-2-yl)-2,4-pentadienal ,  5-(1-Benzothiophene-2-yl)-2,4-pentadienal ,  4-[6-(2-Furanyl)-1,3,5-hexatrienyl]-5-hydroxy-2,5-dihydrofuran-2-one ,  4-[6-(2-Thienyl)-1,3,5-hexatrienyl]-5-hydroxy-2,5-dihydrofuran-2-one ,  4-[6-(Benzofuran-2-yl)-1,3,5-hexatrienyl]-5-hydroxy-2,5-dihydrofuran-2-one ,  4-[6-(1-Benzothiophene-2-yl)-1,3,5-hexatrienyl]-5-hydroxy-2,5-dihydrofuran-2-one

Reference (10)：

• 1) Yamano Y., Mizuguchi Y., Fujita Y., Yoshida M., Ito M., Nakagawa K., Okano T., Bioorg. Med. Chem., 13, 6002—6008 (2005).
• 2) Matsura T., Serinkan B. F., Jiang J., Kagan V. E., FEBS Lett., 524, 25—30 (2002).
• 3) Tamai Y., Torihara M., Kido Y., Yamahara J., Motizuki M., Ito M., Katsuta Y., Yakugaku Zasshi, 113, 655—662 (1993).
• 4) Saito S., Shiozawa M., Yamamoto H., Angew. Chem. Int. Ed., 38, 1769—1771 (1999).
• 5) Pattenden G., Weedon B. C. L., J. Chem. Soc. (C), 1968, 1984—1997 (1968).

Terms in the title (5)： かさ ,  Lewis酸 ,  交差 ,  アルドール縮合 ,  抗腫よう活性