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Issue 5, 2017
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Efficient synthesis of camptothecin propargylamine derivatives in water catalyzed by macroporous adsorption resin-supported gold nanoparticles

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Abstract

In this work, for the first time, we report an efficient, simple strategy for synthesizing active camptothecin (CPT) derivatives in water. A novel macroporous adsorption resin-supported gold nanoparticle (MAR-AuNP) was first in situ prepared in water. The resulting MAR-AuNPs swell in water and were applied not only as an efficient adsorbent for hydrophobic CPT molecules, but also as a catalyst for the Mannich reaction of CPT, formaldehyde and amines with water as a solvent. A series of novel CPT propargylamine derivatives were successfully obtained with high yields by virtue of such a strategy. Moreover, the resulting CPT propargylamine derivatives exhibited excellent cytotoxicity against two different tumor cell lines. This novel and efficient strategy, avoiding the use of toxic solvents, represents a promising green route for drug discovery from natural products and shows great potential in the green pharmaceutical industry.

Graphical abstract: Efficient synthesis of camptothecin propargylamine derivatives in water catalyzed by macroporous adsorption resin-supported gold nanoparticles

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Supplementary files

Article information


Submitted
11 Nov 2016
Accepted
27 Jan 2017
First published
27 Jan 2017

Green Chem., 2017,19, 1399-1406
Article type
Paper

Efficient synthesis of camptothecin propargylamine derivatives in water catalyzed by macroporous adsorption resin-supported gold nanoparticles

X. Zhao, W. Ha, K. Jiang, J. Chen, J. Yang and Y. Shi, Green Chem., 2017, 19, 1399
DOI: 10.1039/C6GC03119F

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