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Issue 5, 2013
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Novel organic gelators based on pentose derivatized diosgenyl saponins

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Abstract

Much attention has been paid to diosgenin saponins because of their various bioactivities, whereas their gelation ability has never been reported. We synthesized some new saponins with pentose directly connected to diosgenin in a shorter procedure, which neither removed the acetyl group of the anomeric hydroxyl group selectively nor activated it and led to a higher yield, compared with the common synthesis of other diosgenyl saponins. We found these compounds are gelators of various organic solvents and their gel formation was studied with FTIR and SEM. This serendipitous discovery enriches the diversity of steroidal small molecular gelators. Meanwhile, single crystal X-ray analysis gave additional information about their intermolecular interactions in the solid state.

Graphical abstract: Novel organic gelators based on pentose derivatized diosgenyl saponins

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Supplementary files

Article information


Submitted
27 Sep 2012
Accepted
13 Nov 2012
First published
13 Nov 2012

Org. Biomol. Chem., 2013,11, 821-827
Article type
Paper

Novel organic gelators based on pentose derivatized diosgenyl saponins

X. Guo, G. Xin, S. He, Y. Wang, B. Huang, H. Zhao, Z. Xing, Q. Chen, W. Huang and Y. He, Org. Biomol. Chem., 2013, 11, 821
DOI: 10.1039/C2OB26898A

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