Kwakhurin, a unique isoflavone with rejuvenating activity from "kwao keur": Further characterization by 2D-NMR spectrometry and synthesis of triisopropylkwakhurin
Kwakhurin (5), a characteristic isoflavone component of Pueraria mirifica which has been used in folk medicine as "kwao keur" for rejuvenating purpose, was structurally approached by 2D-NMR experiments. Furthermore, the synthesis of kwakhurin (5) was attempted starting from the methyl keto...
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2014
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th-cmuir.6653943832-47002014-08-30T02:42:45Z Kwakhurin, a unique isoflavone with rejuvenating activity from "kwao keur": Further characterization by 2D-NMR spectrometry and synthesis of triisopropylkwakhurin Iwasaki M. Watanabe T. Ishikawa T. Chansakaow S. Higuchi Y. Tahara S. Kwakhurin (5), a characteristic isoflavone component of Pueraria mirifica which has been used in folk medicine as "kwao keur" for rejuvenating purpose, was structurally approached by 2D-NMR experiments. Furthermore, the synthesis of kwakhurin (5) was attempted starting from the methyl ketone (12). Thus, deoxybenzoin derivative (22) was prepared by Friedel-Crafts acylation after protection of the phenolic function with a triisopropyl group. Modification of the substituents, O-prenylation, prenyl 1,3-rearrangement, and O-methylation afforded kwakhurin triisopropyl ether (38). 2014-08-30T02:42:45Z 2014-08-30T02:42:45Z 2004 Article 03855414 HTCYA http://www.scopus.com/inward/record.url?eid=2-s2.0-2942567672&partnerID=40&md5=8601a6033ee25d497079a2ecac072dce http://cmuir.cmu.ac.th/handle/6653943832/4700 English |
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English |
| description |
Kwakhurin (5), a characteristic isoflavone component of Pueraria mirifica which has been used in folk medicine as "kwao keur" for rejuvenating purpose, was structurally approached by 2D-NMR experiments. Furthermore, the synthesis of kwakhurin (5) was attempted starting from the methyl ketone (12). Thus, deoxybenzoin derivative (22) was prepared by Friedel-Crafts acylation after protection of the phenolic function with a triisopropyl group. Modification of the substituents, O-prenylation, prenyl 1,3-rearrangement, and O-methylation afforded kwakhurin triisopropyl ether (38). |
| format |
Article |
| author |
Iwasaki M. Watanabe T. Ishikawa T. Chansakaow S. Higuchi Y. Tahara S. |
| spellingShingle |
Iwasaki M. Watanabe T. Ishikawa T. Chansakaow S. Higuchi Y. Tahara S. Kwakhurin, a unique isoflavone with rejuvenating activity from "kwao keur": Further characterization by 2D-NMR spectrometry and synthesis of triisopropylkwakhurin |
| author_facet |
Iwasaki M. Watanabe T. Ishikawa T. Chansakaow S. Higuchi Y. Tahara S. |
| author_sort |
Iwasaki M. |
| title |
Kwakhurin, a unique isoflavone with rejuvenating activity from "kwao keur": Further characterization by 2D-NMR spectrometry and synthesis of triisopropylkwakhurin |
| title_short |
Kwakhurin, a unique isoflavone with rejuvenating activity from "kwao keur": Further characterization by 2D-NMR spectrometry and synthesis of triisopropylkwakhurin |
| title_full |
Kwakhurin, a unique isoflavone with rejuvenating activity from "kwao keur": Further characterization by 2D-NMR spectrometry and synthesis of triisopropylkwakhurin |
| title_fullStr |
Kwakhurin, a unique isoflavone with rejuvenating activity from "kwao keur": Further characterization by 2D-NMR spectrometry and synthesis of triisopropylkwakhurin |
| title_full_unstemmed |
Kwakhurin, a unique isoflavone with rejuvenating activity from "kwao keur": Further characterization by 2D-NMR spectrometry and synthesis of triisopropylkwakhurin |
| title_sort |
kwakhurin, a unique isoflavone with rejuvenating activity from "kwao keur": further characterization by 2d-nmr spectrometry and synthesis of triisopropylkwakhurin |
| publishDate |
2014 |
| url |
http://www.scopus.com/inward/record.url?eid=2-s2.0-2942567672&partnerID=40&md5=8601a6033ee25d497079a2ecac072dce http://cmuir.cmu.ac.th/handle/6653943832/4700 |
| _version_ |
1681420286491099136 |