- Unified Total Synthesis of Five Bufadienolides
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We report a unified total synthesis of five bufadienolides: bufalin (1), bufogenin B (2), bufotalin (3), vulgarobufotoxin (4), and 3-(N-succinyl argininyl) bufotalin (5). After the steroidal ABCD ring 8 was produced, the D ring was cross-coupled with a 2-pyrone moiety and stereoselectively epoxidized to generate 6. TMSOTf promoted a stereospecific 1,2-hydride shift from 6 to establish the β-oriented 2-pyrone of 19. Functional group manipulations from 19 furnished 1-5, which potently inhibited cancer cell growth.
- Hagiwara, Koichi,Inoue, Masayuki,Itoh, Hiroaki,Shimizu, Shinsuke
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- Probing the stereoselectivity of OleD-catalyzed glycosylation of cardiotonic steroids?
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The glycosyltransferase OleD variant as a catalyst for the glycosylation of four pairs of epimers of cardiotonic steroids (CTS) are assessed. The results of this study demonstrated that the OleD-catalyze glycosylation of CTS is significantly influenced by
- Zhu, Xue-Lin,Wen, Chao,Ye, Qing-Mei,Xu, Wei,Zou, Deng-Lang,Liang, Guang-Ping,Zhang, Fan,Chen, Wan-Na,Jiang, Ren-Wang
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p. 5071 - 5078
(2018/02/09)
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