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Molecules 2005, 10(8), 1015-1020; doi:10.3390/10081015
Article

Improved Synthesis of β-D-6-Methylpurine Riboside and Antitumor Effects of the β-D- and α-D-Anomers

Jr. 1,* , 2, 2, 2 and 2
1 D’Youville College, Department of Math and Natural Sciences, USA 2 Grace Cancer Drug Center, Roswell Park Cancer Institute, USA
* Author to whom correspondence should be addressed.
Received: 10 December 2004 / Revised: 27 May 2005 / Accepted: 26 May 2005 / Published: 31 August 2005
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Abstract

6-Methylpurine-β-D-riboside (β-D-MPR) has been synthesized by coupling6-methylpurine and 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribose using conditions that producethe β-D-anomer exclusively. The in vitro antitumor effects of β-D-MPR and 6-methyl-purine-α-D-riboside (α-D-MPR) in five human tumor cell lines showed that β-D-MPR washighly active (IC50 values ranging from 6 to 34 nM). α-D-MPR, although less active than β-D-MPR, also exhibited significant antitumor effects (IC50 values ranging from 1.47 to 4.83"µ"M).
Keywords: 6-Methylpurine-β-D-riboside; 6-methylpurine-α-D-riboside; antitumor activity; synthesis 6-Methylpurine-β-D-riboside; 6-methylpurine-α-D-riboside; antitumor activity; synthesis
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Marasco, C., Jr.; Pera, P.; Spiess, A.; Bernacki, R.; Sufrin, J. Improved Synthesis of β-D-6-Methylpurine Riboside and Antitumor Effects of the β-D- and α-D-Anomers. Molecules 2005, 10, 1015-1020.

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