Total Synthesis of 0231B, an Inhibitor of 3.ALPHA.-Hydroxysteroid Dehydrogenase Produced by Streptomyces sp. HKI0231
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- KOMODA Taichi
- <i>The United Graduate School of Agricultural Science, Gifu University</i>
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- SHINODA Yoshihiko
- <i>The United Graduate School of Agricultural Science, Gifu University</i>
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- NAKATSUKA Shin-ichi
- <i>The United Graduate School of Agricultural Science, Gifu University</i>
Bibliographic Information
- Other Title
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- Total Synthesis of 0231B, an Inhibitor of 3α-Hydroxysteroid Dehydrogenase Produced by Streptomyces sp. HKI0231
- Total Synthesis of 0231B an Inhibitor of 3 アルファ Hydroxysteroid Dehydrogenase Produced by Streptomyces sp HKI0231
- Total Synthesis of 0231B, an Inhibitor of 3α-Hydroxysteroid Dehydrogenase Produced by<i>Streptomyces sp</i>. HKI0231
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Abstract
The new inhibitors of 3α-hydroxysteroid dehydrogenase, 0231A 1 and 0231B 2, have a unique benz[c,d]indol-3(1H)-one structure in their molecules. In our advanced studies on indole chemistry, we have developed an efficient synthetic method for benz[c,d]indol-3(1H)-one derivatives. We report here its application to the synthesis of 0231B in 10 steps (8.1% overall yield) from 6-methylindole 8 by introducing an acyl group into the 3-position of the indole nucleus, cyclization of the side chain at the 3-position to the 4-position and subsequent elimination of the phenyl group, and conjugate addition of the substituted phenyl group.<br>
Journal
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- Bioscience, Biotechnology, and Biochemistry
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Bioscience, Biotechnology, and Biochemistry 67 (3), 659-662, 2003
Japan Society for Bioscience, Biotechnology, and Agrochemistry
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Details 詳細情報について
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- CRID
- 1390282681453160448
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- NII Article ID
- 110002694117
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- NII Book ID
- AA10824164
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- COI
- 1:CAS:528:DC%2BD3sXivFOjsrw%3D
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- ISSN
- 13476947
- 09168451
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- NDL BIB ID
- 6494217
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- PubMed
- 12723622
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
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- Abstract License Flag
- Disallowed