- Synthesis of novel spirostanic saponins and their cytotoxic activity
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This study was carried out to assess the cytotoxicity of several new synthetic steroidal saponins against the human myeloid leukemia cell lines (HL-60 and U937) and against human melanoma cells (SK-MEL-1). Several diosgenyl glycosides analyzed showed strong cell growth inhibition which was associated with alterations in cell cycle progression and induction of apoptosis. Studies of cytochrome c release and caspase-9 activation suggest a main role of the intrinsic pathway of apoptosis in the mechanism of cytotoxicity caused by this kind of compounds.
- Hernandez, Juan C.,Leon, Francisco,Brouard, Ignacio,Torres, Fernando,Rubio, Sara,Quintana, Jose,Estevez, Francisco,Bermejo, Jaime
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p. 2063 - 2076
(2008/09/21)
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- Glycosyl trifluoroacetimidates. 2. Synthesis of dioscin and Xiebai saponin I
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Two trisaccharide steroidal saponins, dioscin (1) and Xiebai saponin I (2) with various bioactivities, were efficiently synthesized using the newly developed glycosyl N-phenyl trifluoroacetimidates (10-13) as glycosylation donors. Thus, dioscin was synthesized in five steps and a 33% overall yield from diosgenin and glycosyl trifluoroacetimidates (10 and 11). Xiebai saponin I was synthesized in eight steps and a 32% overall yield from laxogenin and glycosyl trifluoroacetimidates (10, 12, and 13), whereupon, the rare steroid laxogenin was prepared from diosgenin in four steps and an overall 69% yield. All the glycosylation reactions involved in the present syntheses demonstrated that glycosyl trifluoroacetimidates were successful donors comparable to the corresponding glycosyl trichloroacetimidates.
- Yu, Biao,Tao, Houchao
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p. 9099 - 9102
(2007/10/03)
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- Synthesis of three diosgenyl saponins: Dioscin, polyphyllin D, and balanitin 7
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Dioscin, polyphyllin D, and balanitin 7, which belong to a group of structurally similar diosgenyl saponins with promising bioactivities, were synthesized by stepwise glycosylation. Copyright (C) 1999 Elsevier Science Ltd.
- Deng, Shaojiang,Yu, Biao,Hui, Yongzheng,Yu, Hai,Han, Xiuwen
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- A facile synthetic approach to a group of structurally typical diosgenyl saponins
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A facile approach was developed for synthesizing an important group of plant diosgenyl saponins, three members (dioscin, polyphyllin D, and balanitin 7) with promising bioactivities were prepared.
- Deng, Shaojiang,Yu, Biao,Hui, Yongzheng
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p. 6511 - 6514
(2007/10/03)
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