Isolation and Structure of a 20,21-Epoxybufenolide Series from "Ch'an Su"
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- 作者：Yoshiaki Kamano ; Toshihiko Nogawa ; Ayano Yamashita ; Masahiko Hayashi ; Masuo Inoue ; Pavel Dra
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- 刊名：Journal of Natural Products
- 出版年：2002
- 出版时间：July 2002
- 年：2002
- 卷：65
- 期：7
- 页码：1001 - 1005
- 全文大小：66K
- 年卷期：v.65,no.7(July 2002)
- ISSN：1520-6025
文摘
Steroid bufenolides resulting from epoxidation of the 17
-2-pyrone ring of bufadienolides are rare. Five20,21-epoxybufenolides, namely, 20S,21-epoxyresibufogenin (1), 20R,21-epoxyresibufogenin (2), 3-O-formyl-20S,21-epoxyresibufogenin (3), 3-O-formyl-20R,21-epoxyresibufogenin (4), and 3-oxo-20S,21-epoxyresibufogenin (5), were isolated from the Chinese toad skin extract drug Ch'an Su. The structures were elucidatedby spectroscopic and chemical methods. The configuration at C-20 was assigned by the analysis ofdifference NOE spectra. The cancer cell (KB and MH-60) growth inhibition by the new 20,21-epoxybufenolides was examined, and 20,21-epoxides 1, 2, and 5 were found to significantly inhibit theleukemia MH-60 cell line.
-2-pyrone ring of bufadienolides are rare. Five20,21-epoxybufenolides, namely, 20S,21-epoxyresibufogenin (1), 20R,21-epoxyresibufogenin (2), 3-O-formyl-20S,21-epoxyresibufogenin (3), 3-O-formyl-20R,21-epoxyresibufogenin (4), and 3-oxo-20S,21-epoxyresibufogenin (5), were isolated from the Chinese toad skin extract drug Ch'an Su. The structures were elucidatedby spectroscopic and chemical methods. The configuration at C-20 was assigned by the analysis ofdifference NOE spectra. The cancer cell (KB and MH-60) growth inhibition by the new 20,21-epoxybufenolides was examined, and 20,21-epoxides 1, 2, and 5 were found to significantly inhibit theleukemia MH-60 cell line.