Synthesis of pennogenyl saponin analogs using three methods |
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Authors: | Shouqin Zhang Jinsong Zhang Changzheng Wang |
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Institution: | (1) College of Biology and Agriculture Engineering, Jilin University, 130025 Changchun, China |
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Abstract: | The synthesis of pennogenyl saponins and related compounds using three popular methods of glycosylation has been reported
for the first time. Glycosyl halides, glycosyl trichloroacetimidates, and thioglycosides were used as glycosyl donors in the
reactions with pennogenin as the glycosyl acceptor. The reactions occur selectively with the C(3)OH group due to the difference
in steric accessibility of the hydroxyl groups at the C(3) and C(17) atoms of pennogenin. This makes it possible to synthesize
a series of pennogenyl saponins without C(17)OH group protection.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1789–1792, October, 2006. |
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Keywords: | pennogenyl saponins pennogenin glycosylation |
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