Synthesis and Biological Evaluation of Raddeanin A, a Triterpene Saponin Isolated from <i>Anemone raddeana</i>
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- Qian Shan
- Bioengineering College, Xihua University
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- Chen Quan Long
- Bioengineering College, Xihua University
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- Guan Jin Long
- Bioengineering College, Xihua University
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- Wu Yong
- West China School of Pharmacy, Sichuan University
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- Wang Zhou Yu
- Bioengineering College, Xihua University
Bibliographic Information
- Other Title
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- Synthesis and Biological Evaluation of Raddeanin A, a Triterpene Saponin Isolated from Anemone raddeana
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Abstract
First, Raddeanin A, a cytotoxic oleanane-type triterpenoid saponin isolated from Anemone raddeana REGEL, was synthesized. Stepwise glycosylation was adopted in the synthesis from oleanolic acid, employing arabinosyl, glucosyl and rhamnosyl trichloroacetimidate as donors. The chemical structure of Raddeanin A was confirmed by means of 1H-NMR, 13C-NMR, IR, MS and elemental analysis, which elucidated the structure to be 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranoside oleanolic acid. Biological activity tests showed that in the range of low concentrations, Raddeanin A displayed moderate inhibitory activity against histone deacetylases (HDACs), indicating that the HDACs’ inhibitory activity of Raddeanin A may contribute to its cytotoxicity.
Journal
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- Chemical and Pharmaceutical Bulletin
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Chemical and Pharmaceutical Bulletin 62 (8), 779-785, 2014
The Pharmaceutical Society of Japan
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Details 詳細情報について
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- CRID
- 1390282679153892608
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- NII Article ID
- 130004677385
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- NII Book ID
- AA00602100
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- COI
- 1:STN:280:DC%2BC2cbos1Crug%3D%3D
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- ISSN
- 13475223
- 00092363
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- NDL BIB ID
- 025609836
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- PubMed
- 25087630
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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