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Molecules 2010, 15(11), 7871-7883; doi:10.3390/molecules15117871

Synthesis and Tumor Cytotoxicity of Novel Amide Derivatives of β-Hederin

1
Key Laboratory of Structure-Based Drug Design and Discovery (Ministry of Education), Shenyang Pharmaceutical University, Shenyang 110016, China
2
China-Japan Research Institute of Medical Pharmaceutical Sciences, Shenyang Pharmaceutical University, Shenyang 110016, China
*
Author to whom correspondence should be addressed.
Received: 9 October 2010 / Revised: 1 November 2010 / Accepted: 2 November 2010 / Published: 3 November 2010
(This article belongs to the Special Issue Phenolics and Polyphenolics)
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Abstract

Thirteen novel triterpenoid saponins, designed as amide derivatives of the natural cytotoxic saponin β-hederin, were synthesized by a stepwise glycosylation strategy. The in vitro cytotoxic activity of these compounds was evaluated against five different tumor cell lines. Most of the evaluated compounds showed effective inhibitory activity against at least one tumor cell line at micromolar concentrations. The preliminary structure-activity relationships (SAR) indicate that mide derivatization at C-28 resulted in highly cytotoxic derivatives on specific tumor cell lines, and also resulted in an increase in the antitumor selectivity of β-hederin. 
Keywords: triterpenoid saponins; β-hederin; tumor cytotoxicity; synthesis triterpenoid saponins; β-hederin; tumor cytotoxicity; synthesis
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Liu, Y.; Lu, W.-X.; Yan, M.-C.; Yu, Y.; Ikejima, T.; Cheng, M.-S. Synthesis and Tumor Cytotoxicity of Novel Amide Derivatives of β-Hederin. Molecules 2010, 15, 7871-7883.

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