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

6-Methylpurine-β-D-riboside (β-D-MPR) has been synthesized by coupling 6-methylpurine and 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribose using conditions that produce the 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 li...

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Autores principales: Marasco, Canio J., Pera, Paula J., Spiess, Arthur J., Bernacki, Ralph, Sufrin, Janice R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2005
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6147709/
https://www.ncbi.nlm.nih.gov/pubmed/18007371
http://dx.doi.org/10.3390/10081015
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author Marasco, Canio J.
Pera, Paula J.
Spiess, Arthur J.
Bernacki, Ralph
Sufrin, Janice R.
author_facet Marasco, Canio J.
Pera, Paula J.
Spiess, Arthur J.
Bernacki, Ralph
Sufrin, Janice R.
author_sort Marasco, Canio J.
collection PubMed
description 6-Methylpurine-β-D-riboside (β-D-MPR) has been synthesized by coupling 6-methylpurine and 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribose using conditions that produce the 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 was highly active (IC(50) values ranging from 6 to 34 nM). α-D-MPR, although less active than β-D-MPR, also exhibited significant antitumor effects (IC(50)  values ranging from 1.47 to 4.83 μM).
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spelling pubmed-61477092018-11-19 Improved Synthesis of β-D-6-Methylpurine Riboside and Antitumor Effects of the β-D- and α-D-Anomers Marasco, Canio J. Pera, Paula J. Spiess, Arthur J. Bernacki, Ralph Sufrin, Janice R. Molecules Article 6-Methylpurine-β-D-riboside (β-D-MPR) has been synthesized by coupling 6-methylpurine and 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribose using conditions that produce the 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 was highly active (IC(50) values ranging from 6 to 34 nM). α-D-MPR, although less active than β-D-MPR, also exhibited significant antitumor effects (IC(50)  values ranging from 1.47 to 4.83 μM). MDPI 2005-08-31 /pmc/articles/PMC6147709/ /pubmed/18007371 http://dx.doi.org/10.3390/10081015 Text en © 2005 by MDPI (http:www.mdpi.org). Reproduction is permitted for noncommercial purposes.
spellingShingle Article
Marasco, Canio J.
Pera, Paula J.
Spiess, Arthur J.
Bernacki, Ralph
Sufrin, Janice R.
Improved Synthesis of β-D-6-Methylpurine Riboside and Antitumor Effects of the β-D- and α-D-Anomers
title Improved Synthesis of β-D-6-Methylpurine Riboside and Antitumor Effects of the β-D- and α-D-Anomers
title_full Improved Synthesis of β-D-6-Methylpurine Riboside and Antitumor Effects of the β-D- and α-D-Anomers
title_fullStr Improved Synthesis of β-D-6-Methylpurine Riboside and Antitumor Effects of the β-D- and α-D-Anomers
title_full_unstemmed Improved Synthesis of β-D-6-Methylpurine Riboside and Antitumor Effects of the β-D- and α-D-Anomers
title_short Improved Synthesis of β-D-6-Methylpurine Riboside and Antitumor Effects of the β-D- and α-D-Anomers
title_sort improved synthesis of β-d-6-methylpurine riboside and antitumor effects of the β-d- and α-d-anomers
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6147709/
https://www.ncbi.nlm.nih.gov/pubmed/18007371
http://dx.doi.org/10.3390/10081015
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