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Studies on the Constituents of the Seeds of Hernandia ovigera L. V. : Syntheses of Epipodophyllotoxin and Podophyllotoxin from Desoxypodophyllotoxin
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- YAMAGUCHI HIDEO
- Osaka College of Pharmacy
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- ARIMOTO MASAO
- Osaka College of Pharmacy
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- NAKAJIMA SYUNJI
- Osaka College of Pharmacy
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- TANOGUCHI MARIKO
- Osaka Collge of Pharmacy
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- FUKADA YOSHINARI
- Osaka Collge of Pharmacy
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Description
Epipodophyllotoxin (EPT) and podophyllotoxin (PT) were prepared from desoxypodophyllotoxin (DPT), obtained from the seeds of Hernandia ovigera L. (Hernandiaceae) EPT was obtaind together with dehydrodesoxypodophyllotoxin (I) by a radical bromination of DPT with N-bromosuccinimide (NBS) followed by hydrolysis of the resultant 1-bromo-DPT, which was confirmed to be a mixture of 1α- and 1β-bromo compounds (7 : 3). EPT was oxidized with pyridinium chlorochromate to give podophyllotoxone (IV). The stereoselective reduction of IV to afford PT was examined with a variety of reagents, and borane-tert-butylamine complex was found to be effective.
Journal
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- Chemical & pharmaceutical bulletin
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Chemical & pharmaceutical bulletin 34 (5), 2056-2060, 1986-05-25
The Pharmaceutical Society of Japan
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Keywords
Details 詳細情報について
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- CRID
- 1570009752555230080
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- NII Article ID
- 110003626343
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- NII Book ID
- AA00602100
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- ISSN
- 00092363
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- Text Lang
- en
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- Data Source
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- CiNii Articles