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Chemical Compound Review

AGN-PC-00PDX1     2-(6-aminopurin-9-yl)-4...

Synonyms: AG-J-04250, NSC-107179, NSC-108075, AC1L6ILJ, CTK8A3229, ...
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Disease relevance of NSC107179

  • Splicing of newly formed nuclear RNA transcripts has been demonstrated during adenovirus type 2 (Ad2) mRNA formation in HeLa cells in the presence of "cordycepin," 3' deoxyadenosine, a drug that stops poly(A) addition to nuclear RNA [1].
  • We now report that the formation of the 40S--Met-tRNAfMet initiation complex is inhibited in cytoplasmic extracts derived from vaccinia virus-infected cells exposed to cordycepin to block viral gene expression [2].
  • In contrast to NGF-mediated neurite outgrowth, the DCC-mediated response was inhibited by treatment with pertussis toxin or the combination of N- and L-type calcium channel blockers, and was unaffected by the transcriptional inhibitor cordycepin [3].
  • EHNA (10 micron) also markedly potentiates the toxicity of adenine arabinonucleoside and of cordycepin (3'-deoxyadenosine) against HeLa cells and against the production of HSV in those cells [4].
  • These cordycepin analogues of 2-5A also inhibited partially purified HIV-1 reverse transcriptase [5].

Psychiatry related information on NSC107179

  • To test the hypothesis that testosterone stimulates masculine social behaviors by inducing transcription of messenger ribonucleic acid (mRNA), we studied the effects of cordycepin, an adenosine analog that preferentially impairs synthesis of polyadenylated mRNA [6].

High impact information on NSC107179

  • The response of differentiating MEL cells to the nucleotide analogue cordycepin reveals a previously unrecognized aspect of the molecular events which cause commitment of these cells to terminal erythroid differentiation [7].
  • The effects of cordycepin (3'-deoxyadenosine) on the metabolism of TAT and its mRNA are also complex, but differ in several respects from those of AMD [8].
  • Stimulation of in vitro translation of messenger RNA by actinomycin D and cordycepin [9].
  • Actinomycin D and cordycepin were tested for their effect on translation in the wheat germ embryo extract and reticulocyte lysate assays for in vitro protein synthesis [9].
  • We conclude that the poly(A) removing activity is a 3' exonuclease since (i) reaction intermediates gradually lose the poly(A) tail, (ii) degradation is prevented by the presence of a cordycepin residue at the 3' end and (iii) RNAs having internally located poly(A) stretches are poor substrates for degradation [10].

Chemical compound and disease context of NSC107179


Biological context of NSC107179

  • Cordycepin, which inhibits polyadenylation but not mRNA synthesis, has no such effect [13].
  • A cordycepin "chase" experiment yielded half-life values for the messenger RNA species which were, in general, larger by a factor of 1.5 to 2.5 than those estimated in the labeling kinetics experiments [14].
  • These results suggest that cordycepin triphosphate, and perhaps cordycepin too, may affect transcription via interference with the phosphorylation of non-histone chromosomal proteins [15].
  • Inhibition of nucleic acid methylation by cordycepin. In vivo synthesis of S-3'-DEOXYADENOSYLMETHIONINE BY WI-L2 human lymphoblasts [16].
  • Preliminary evidence suggests that this effect was not dependent upon a stimulation of protein synthesis, but the observed stimulation and inhibition of control rates of gluconeogenesis by cycloheximide and cordycepin, respectively, demonstrate the difficulties of working with such inhibitors in attempting to answer this question [17].

Anatomical context of NSC107179


Associations of NSC107179 with other chemical compounds


Gene context of NSC107179

  • Effect of cordycepin on interleukin-10 production of human peripheral blood mononuclear cells [25].
  • Anti-interleukin-10 neutralizing antibody could not completely block the suppressive effect of cordycepin on production of interleukin-2 [25].
  • Sequencing using cordycepin triphosphate to terminate (-) strands during their synthesis by the replicase generated sequence ladders that confirmed that copying was accurate, and that initiation occurred very close to the 3' end [26].
  • In addition to culture density, removal of extracellular calcium or sodium during irradiation, treatment with amiloride, or inhibition of new mRNA synthesis with cordycepin was shown to influence the UVR-induced alteration in release of IL-3 or GM-CSF bioactivity from both confluent and subconfluent PAM 212 cells [27].
  • Actually, the addition of cordycepin during initial incubation with IFN increased the subsequent response to IFN-gamma (and also to RA and 1,25[OH]2D3) [28].

Analytical, diagnostic and therapeutic context of NSC107179


  1. Nuclear RNA is spliced in the absence of poly(A) addition. Zeevi, M., Nevins, J.R., Darnell, J.E. Cell (1981) [Pubmed]
  2. Inhibition of 40S--Met--tRNAfMet ribosomal initiation complex formation by vaccinia virus. Person, A., Ben-Hamida, F., Beaud, G. Nature (1980) [Pubmed]
  3. NIH3T3 cells expressing the deleted in colorectal cancer tumor suppressor gene product stimulate neurite outgrowth in rat PC12 pheochromocytoma cells. Pierceall, W.E., Cho, K.R., Getzenberg, R.H., Reale, M.A., Hedrick, L., Vogelstein, B., Fearon, E.R. J. Cell Biol. (1994) [Pubmed]
  4. Erythro-9-(2-hydroxy-3-nonyl)adenine as a specific inhibitor of herpes simplex virus replication in the presence and absence of adenosine analogues. North, T.W., Cohen, S.S. Proc. Natl. Acad. Sci. U.S.A. (1978) [Pubmed]
  5. Phosphorothioate and cordycepin analogues of 2',5'-oligoadenylate: inhibition of human immunodeficiency virus type 1 reverse transcriptase and infection in vitro. Montefiori, D.C., Sobol, R.W., Li, S.W., Reichenbach, N.L., Suhadolnik, R.J., Charubala, R., Pfleiderer, W., Modliszewski, A., Robinson, W.E., Mitchell, W.M. Proc. Natl. Acad. Sci. U.S.A. (1989) [Pubmed]
  6. Polyadenylated and nonadenylated messenger RNA and androgen control of sexual behavior and scent marking in male gerbils. Yahr, P., Ulibarri, C. Hormones and behavior. (1987) [Pubmed]
  7. Synchronization of MEL cell commitment with cordycepin. Levenson, R., Kernen, J., Housman, D. Cell (1979) [Pubmed]
  8. "Superinduction" of tyrosine aminotransferase by actinomycin D: a reevaluation. Steinberg, R.A., Levinson, B.B., Tomkins, G.M. Cell (1975) [Pubmed]
  9. Stimulation of in vitro translation of messenger RNA by actinomycin D and cordycepin. Leinwand, L., Ruddle, F.H. Science (1977) [Pubmed]
  10. In vitro deadenylation of mammalian mRNA by a HeLa cell 3' exonuclease. Aström, J., Aström, A., Virtanen, A. EMBO J. (1991) [Pubmed]
  11. Sindbis virus infection increases hexose transport in quiescent cells. Garry, R.F., Bostick, D.A., Ulug, E.T. Virology (1986) [Pubmed]
  12. 3'-Deoxyinosine as an anti-leishmanial agent: the metabolism and cytotoxic effects of 3'-deoxyinosine in Leishmania tropica promastigotes. Wataya, Y., Hiraoka, O. Biochem. Biophys. Res. Commun. (1984) [Pubmed]
  13. Physical change in cytoplasmic messenger ribonucleoproteins in cells treated with inhibitors of mRNA transcription. Dreyfuss, G., Adam, S.A., Choi, Y.D. Mol. Cell. Biol. (1984) [Pubmed]
  14. Synthesis and turnover of mitochondrial ribonucleic acid in HeLa cells: the mature ribosomal and messenger ribonucleic acid species are metabolically unstable. Gelfand, R., Attardi, G. Mol. Cell. Biol. (1981) [Pubmed]
  15. Inhibition of the phosphorylation of non-histone chromosomal proteins of rat liver by cordycepin and cordycepin triphosphate. Legraverend, M., Glazer, R.I. Cancer Res. (1978) [Pubmed]
  16. Inhibition of nucleic acid methylation by cordycepin. In vivo synthesis of S-3'-DEOXYADENOSYLMETHIONINE BY WI-L2 human lymphoblasts. Kredich, N.M. J. Biol. Chem. (1980) [Pubmed]
  17. Acute stimulation by glucocorticoids of gluconeogenesis from lactate/pyruvate in isolated hepatocytes from normal and adrenalectomized rats. Sistare, F.D., Haynes, R.C. J. Biol. Chem. (1985) [Pubmed]
  18. Core (2'-5')oligoadenylate and the cordycepin analog: inhibitors of Epstein--Barr virus-induced transformation of human lymphocytes in the absence of interferon. Doetsch, P.W., Suhadolnik, R.J., Sawada, Y., Mosca, J.D., Flick, M.B., Reichenbach, N.L., Dang, A.Q., Wu, J.M., Charubala, R., Pfleiderer, W., Henderson, E.E. Proc. Natl. Acad. Sci. U.S.A. (1981) [Pubmed]
  19. Antagonism between camptothecin and topoisomerase II-directed chemotherapeutic agents in a human leukemia cell line. Kaufmann, S.H. Cancer Res. (1991) [Pubmed]
  20. Cytoplasmic microtubules are essential for the formation of membrane-bound polyribosomes. Walker, P.R., Whitfield, J.F. J. Biol. Chem. (1985) [Pubmed]
  21. 2',5'-Oligoadenylate trimer core and the cordycepin analog augment the tumoricidal activity of human natural killer cells. Black, P.L., Henderson, E.E., Pfleiderer, W., Charubala, R., Suhadolnik, R.J. J. Immunol. (1984) [Pubmed]
  22. Detection of mRNAs coding for translationally regulated heat-shock proteins in non-heat-shocked thymic lymphocytes. Colbert, R.A., Young, D.A. J. Biol. Chem. (1987) [Pubmed]
  23. Identification of a complex associated with processing and polyadenylation in vitro of herpes simplex virus type 1 thymidine kinase precursor RNA. Zhang, F., Cole, C.N. Mol. Cell. Biol. (1987) [Pubmed]
  24. Potentiation by 2'-deoxycoformycin of the inhibitory effect by 3'-deoxyadenosine (cordycepin) on nuclear RNA synthesis in L1210 cells in vitro. Glazer, R.I., Lott, T.J., Peale, A.L. Cancer Res. (1978) [Pubmed]
  25. Effect of cordycepin on interleukin-10 production of human peripheral blood mononuclear cells. Zhou, X., Meyer, C.U., Schmidtke, P., Zepp, F. Eur. J. Pharmacol. (2002) [Pubmed]
  26. Minus-strand initiation by brome mosaic virus replicase within the 3' tRNA-like structure of native and modified RNA templates. Miller, W.A., Bujarski, J.J., Dreher, T.W., Hall, T.C. J. Mol. Biol. (1986) [Pubmed]
  27. Regulation of GM-CSF and IL-3 production from the murine keratinocyte cell line PAM 212 following exposure to ultraviolet radiation. Gallo, R.L., Staszewski, R., Sauder, D.N., Knisely, T.L., Granstein, R.D. J. Invest. Dermatol. (1991) [Pubmed]
  28. Combinations of interferon-gamma and retinoic acid or 1 alpha, 25-dihydroxycholecalciferol induce differentiation of the human monoblast leukemia cell line U-937. Gullberg, U., Nilsson, E., Einhorn, S., Olsson, I. Exp. Hematol. (1985) [Pubmed]
  29. Differential antiproliferative actions of 2',5' oligo A trimer core and its cordycepin analogue on human tumor cells. Hubbell, H.R., Pequignot, E.C., Willis, D.H., Lee, C., Suhadolnik, R.J. Int. J. Cancer (1985) [Pubmed]
  30. 2',3'-Dideoxyadenosine killing of TdT-positive cells is due to a trace contaminant. Koç, Y., McCaffrey, R. Leukemia (1995) [Pubmed]
  31. Effect of cordycepin on the replication of type-c RNA tumor viruses. Richardson, L.S., Ting, R.C., Gallo, R.C., Wu, A.M. Int. J. Cancer (1975) [Pubmed]
  32. Cordycepin and early effects of estradiol on the immature rat uterus. Borgna, J.L., Bonnafous, J.C., Mousseron-Canet, M., Mani, J.C., Cazaubon, C. Biochimie (1976) [Pubmed]
  33. Regulation of hepatic glucokinase gene expression. Role of carbohydrates, and glucocorticoid and thyroid hormones. Minderop, R.H., Hoeppner, W., Seitz, H.J. Eur. J. Biochem. (1987) [Pubmed]
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