Structural Study on a Naturally Occurring Terphenyl Quinone
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- NAKAZAKI Atsuo
- Graduate School of Bioagricultural Sciences, Nagoya University
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- HUANG Wen-Yu
- Graduate School of Bioagricultural Sciences, Nagoya University
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- KOGA Kazushi
- Graduate School of Bioagricultural Sciences, Nagoya University
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- YINGYONGNARONGKUL Boon-ek
- Graduate School of Bioagricultural Sciences, Nagoya University
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- BOONSOMBAT Jutatip
- Graduate School of Bioagricultural Sciences, Nagoya University
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- SAWAYAMA Yusuke
- Graduate School of Bioagricultural Sciences, Nagoya University
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- TSUJIMOTO Takashi
- Graduate School of Bioagricultural Sciences, Nagoya University
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- NISHIKAWA Toshio
- Graduate School of Bioagricultural Sciences, Nagoya University
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Abstract
Two terphenyl quinones were synthesized for a structural study on a naturally occurring biologically active terphenyl quinone. 3-Methoxy-5,6-diphenylcyclohexa-3,5-dien-1,2-dione, a possible structure proposed by our analysis of the NMR spectra, was synthesized by Suzuki-Miyaura coupling and subsequent oxidation of the resulting substituted phenol, although not being identical to the natural product. Recently isolated 3-methoxy-2,5-diphenylcyclohexa-2,5-dien-1,4-dione was synthesized from a commercially available 2,5-diphenyl-1,4-benzoquinone in three steps in a good overall yield, and its NMR spectra were identical to those of the natural product.
Journal
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- Bioscience, Biotechnology, and Biochemistry
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Bioscience, Biotechnology, and Biochemistry 77 (7), 1529-1532, 2013
Japan Society for Bioscience, Biotechnology, and Agrochemistry
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Keywords
Details
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- CRID
- 1390001206479013504
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- NII Article ID
- 10031190464
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- NII Book ID
- AA10824164
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- COI
- 1:STN:280:DC%2BC3sjos1eisg%3D%3D
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- ISSN
- 13476947
- 09168451
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- NDL BIB ID
- 024723730
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- PubMed
- 23832350
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
- KAKEN
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- Abstract License Flag
- Disallowed