Art

J-GLOBAL ID：200902232183157094   Reference number：07A0397367

Antifungal Activity of Tetra-Substituted Tetrahydrofuran Lignan, (-)-Virgatusin, and Its Structure-Activity Relationship

テトラ-置換テトラヒドロフランリグナン,(-)-ビルガツシンの抗真菌活性およびその構造活性相関

Author (6)： AKIYAMA Koichi (Integrated Center for Sciences, Tarumi Station, Ehime Univ.) ,  YAMAUCHI Satoshi (Fac. of Agriculture, Ehime Univ.) ,  NAKATO Tomofumi (Fac. of Agriculture, Ehime Univ.) ,  MARUYAMA Masafumi (Fac. of Agriculture, Ehime Univ.) ,  SUGAHARA Takuya (Fac. of Agriculture, Ehime Univ.) ,  KISHIDA Taro (Fac. of Agriculture, Ehime Univ.)
Material： Bioscience, Biotechnology, and Biochemistry  (Bioscience Biotechnology & Biochemistry)
Volume： 71  Issue： 4  Page： 1028-1035 (J-STAGE)  Publication year： 2007 
JST Material Number： G0021A  ISSN： 0916-8451  CODEN： BBBIEJ  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *lignan ,...
Semi thesaurus term： Colletotrichum lagenarium ,...

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JST classification (2)： Plant biochemistry  (EH01050J) ,  Plant diseases caused by fungi  (FC04052Y)

Substance index (11)： 5-[(2S)-3α,4β-Bis(butoxymethyl)-5α-(3,4-dimethoxyphenyl)oxolane-2α-yl]-1,3-benzodioxole ,  5-[(2S)-3α,4β-Bis(tert-butoxymethyl)-5α-(3,4-dimethoxyphenyl)oxolane-2α-yl]-1,3-benzodioxole ,  5-[(2S)-3α,4β-Bis(acetoxymethyl)-5α-(3,4-dimethoxyphenyl)oxolane-2α-yl]-1,3-benzodioxole ,  Virg.12 ,  (2S)-2α-(1,3-Benzodioxole-5-yl)-5α-(3,4-dimethoxyphenyl)oxolane-3α,4β-dicarboxylic acid ,  (2S)-2α-(1,3-Benzodioxole-5-yl)-5α-(3,4-dimethoxyphenyl)oxolane-3α,4β-dicarboxylic acid dimethyl ester ,  (-)-Virgatusin ,  Virg.15 ,  Virg.16 ,  Virg.17 ,  Virg.18

Reference (12)：

• 1) Ruge, E., Korting, H. C., and Borelli, C., Current state of three-dimensional characterization of antifungal targets and its use for molecular modeling in drug design. Int. J. Antimicrob. Agent, 26, 427–441 (2005).
• 2) Suvire, F. D., Sortino, M., Kouznetsov, V. V., Vargas, M. L. Y., Zacchino, S. A., Cruz, U. M., and Enriz, R. D., Structure-activity relationship study of homoallylamines and related derivatives acting as antifungal agents. Bioorg. Med. Chem., 14, 1851–1862 (2006).
• 3) Huang, Y.-L., Chen, C.-C., Hsu, F.-L., and Chen, C.-F., A new lignan from Phyllanthus virgatus. J. Nat. Prod., 59, 520–521 (1996).
• 4) Ayres, D. C., and Loike, J. D., “Lignans,” Cambridge University Press (1990).
• 5) Yamauchi, S., Okazaki, M., Akiyama, K., Sugahara, T., Kishida, T., and Kashiwagi, T., First enantioselective synthesis of (−)- and (+)-virgatusin, tetrasubstituted tetrahydrofuran lignan. Org. Biomol. Chem., 3, 1670–1675 (2005).

Terms in the title (4)： テトラ ,  置換 ,  抗真菌活性 ,  構造活性相関