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Chemical Compound Review

AC1Q1ZDL     [(2R,3S,4R,5R)-3,4-dihydroxy- 5-[6-[(4...

Synonyms: AR-1H0589, AC1L3O8H, Nitrobenzylthioinosine 5'-monophosphate
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Disease relevance of Nbmpr-P

  • However, at supraoptimal dosages of NBMPR-P, the occurrence of therapeutic failures which were neoplastic deaths indicated that NBMPR-P also protected the neoplastic ascites cells against tubercidin cytotoxicity [1].
  • In these experiments, therapeutic effects were achieved at optimal dosages of NBMPR-P, which protected host vital tissues but did not protect neoplastic cells in ascitic fluids (Ehrlich ascites carcinoma cells and leukemia L1210/TG8 cells) [1].
  • C57 Bl female mice bearing B16 melanoma were treated intraperitoneally daily for 4 days with PALA, the phosphate of NBMPR (NBMPR-P), or PALA plus NBMPR-P [2].
  • NBMPR-P and other inhibitors of nucleoside transport may have therapeutic applications in manipulation of the pharmacokinetic behavior and toxicity of nucleoside drugs [3].
  • Nitrobenzylthioinosine 5'-monophosphate (NBMPR-P), a water-soluble form of the nucleoside transport inhibitor nitrobenzylthioinosine (NBMPR) was administered by i.v. injection to normal mice and BDF1 mice with implanted Lewis Lung carcinomas [4].

High impact information on Nbmpr-P

  • Nitrobenzylthioinosine 5'-monophosphate (NBMPR-P) inhibits the transport of nucleosides, including tubercidin, in mammalian systems but not in Schistosoma mansoni [5].
  • We conclude that TMTX with NBMPR-P inhibits tumor progression in the 32Dp210 model of CML in animals engrafted with drug-resistant tyrosine-22 DHFR transgenic marrow, and that based on this model the introduction of a drug-resistant DHFR gene into marrow combined with TMTX and NBMPR-P administration may provide an effective treatment for CML [6].
  • The tissue specificity of the NBMPR-P influence on the tissue distribution of tubercidin may reflect differences in NBMPR-P pharmacokinetics and/or in properties of the nucleoside permeation mechanism among various tissues [7].
  • The protection of mice by NBMPR-P against lethal injuries caused by i.p. injected tubercidin was consistent with the inhibition by NBMPR-P of tubercidin accumulation in mesentery and pancreas [7].
  • Administration of NBMPR-P by the i.p. route, but not by the i.v. route, prevented these injuries and shifted the LD50 of i.p. injected tubercidin (5 mg/kg) to markedly higher values (a 4-fold increase with NBMPR-P at 100 mg/kg) [7].

Biological context of Nbmpr-P

  • The tissue distribution of 3H following (( G-3H]tubercidin administration paralleled hepatic or renal injury: NBMPR-P treatment decreased the content of tubercidin-derived 3H in liver and increased that in kidney [7].

Anatomical context of Nbmpr-P


Associations of Nbmpr-P with other chemical compounds


Analytical, diagnostic and therapeutic context of Nbmpr-P

  • A similar inhibition of PIC uptake occurred when mice were treated with NBMPR-P (the 5'-monophosphate of NBMPR) at doses greater than 0.2 mg/kg ip injected 30 mins prior to the liver perfusion assay [3].


  1. Treatment of mouse neoplasms with high doses of tubercidin. Lynch, T.P., Jakobs, E.S., Paran, J.H., Paterson, A.R. Cancer Res. (1981) [Pubmed]
  2. Antitumor activity of N-phosphonacetyl-L-aspartic acid in combination with nitrobenzylthioinosine. Erlichman, C., Vidgen, D. Biochem. Pharmacol. (1984) [Pubmed]
  3. Modification by nitrobenzylthioinosine-5'-monophosphate of pseudoisocytidine pharmacokinetics in mice and rats through inhibition of membrane transport. Kolassa, N., Paterson, A.R., Chou, T.C. Cancer treatment reports. (1983) [Pubmed]
  4. Drug-induced perturbations in the in vivo distribution of oncological radiotracers--I. 5-Fluoro-6-3H-2'-deoxyuridine influenced by nitrobenzylthioinosine 5'-phosphate (NBMPR-P). Wiebe, L.I., Knaus, E.E. International journal of radiation applications and instrumentation. Part B, Nuclear medicine and biology. (1986) [Pubmed]
  5. Combination therapy of schistosomiasis by tubercidin and nitrobenzylthioinosine 5'-monophosphate. el Kouni, M.H., Diop, D., Cha, S. Proc. Natl. Acad. Sci. U.S.A. (1983) [Pubmed]
  6. Trimetrexate inhibits progression of the murine 32Dp210 model of chronic myeloid leukemia in animals expressing drug-resistant dihydrofolate reductase. Sweeney, C.L., Frandsen, J.L., Verfaillie, C.M., McIvor, R.S. Cancer Res. (2003) [Pubmed]
  7. Manipulation of toxicity and tissue distribution of tubercidin in mice by nitrobenzylthioinosine 5'-monophosphate. Kolassa, N., Jakobs, E.S., Buzzell, G.R., Paterson, A.R. Biochem. Pharmacol. (1982) [Pubmed]
  8. Measurement of nitrobenzylthioinosine in plasma and erythrocytes: a pharmacokinetic study in mice. Gati, W.P., Paterson, A.R. Cancer Chemother. Pharmacol. (1997) [Pubmed]
  9. Ability of nitrobenzylthioinosine to cross the blood-brain barrier in rats. Anderson, C.M., Sitar, D.S., Parkinson, F.E. Neurosci. Lett. (1996) [Pubmed]
  10. Combination therapy of Schistosoma japonicum by tubercidin and nitrobenzylthioinosine 5'-monophosphate. el Kouni, M.H., Knopf, P.M., Cha, S.M. Biochem. Pharmacol. (1985) [Pubmed]
  11. Nitrobenzylthioinosine: an in vivo inhibitor of pig erythrocyte energy metabolism. Young, J.D., Jarvis, S.M., Clanachan, A.S., Henderson, J.F., Paterson, A.R. Am. J. Physiol. (1986) [Pubmed]
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