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Chemical Compound Review:

AG-G-23813 methylidenecyclopropane

Synonyms: CTK5B3215, AR-1J6683, AKOS016024029, FT-0659545, AC1L2Z2A, ...

Rybak, R.J. et al., Kern, E.R. et al., Chen, X. et al., Qui, Y.L. et al., Zemlicka, J., et al.

Zemlicka, Kern, Bidanset, Hartline, Yan, Zemlicka, Quenelle,

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Disease relevance of Methylenecyclopropane

Oral activity of a methylenecyclopropane analog, cyclopropavir, in animal models for cytomegalovirus infections [1].
These results provide evidence for the high activity of some of these methylenecyclopropane analogues against various herpesviruses, particularly HCMV, in tissue culture and suggest that further evaluation is warranted to determine their potential for use in future clinical studies [2].
In the present study, several Z- and E-series methylenecyclopropane analogues and their phosphoroalaninate prodrugs were tested initially for activity against HCMV, strain AD169, and murine cytomegalovirus (MCMV) in vitro [2].
In vitro activities of methylenecyclopropane analogues of nucleosides and their phosphoralaninate prodrugs against cytomegalovirus and other herpesvirus infections [2].
Structure-activity relationships of (S,Z)-2-aminopurine methylenecyclopropane analogues of nucleosides. Variation of purine-6 substituents and activity against herpesviruses and hepatitis B virus [3].

High impact information on Methylenecyclopropane

We have reported previously that purine methylenecyclopropane analogs are potent agents against cytomegaloviruses [4].
A lack of in vivo toxicity was demonstrated for 2-amino-6-methoxypurine methylenecyclopropane pronucleotide 15e in mice [5].
Synthesis of (Z)- and (E)-9-[(2-hydroxyethylidene)cyclopropyl]adenine--new methylenecyclopropane analogues of adenosine and their substrate activity for adenosine deaminase [6].

Analytical, diagnostic and therapeutic context of Methylenecyclopropane

These data indicate that the methylenecyclopropane analog, CPV, was highly efficacious in these four animal models and should be evaluated for use in HCMV infections in humans [1].

References

Oral activity of a methylenecyclopropane analog, cyclopropavir, in animal models for cytomegalovirus infections. Kern, E.R., Bidanset, D.J., Hartline, C.B., Yan, Z., Zemlicka, J., Quenelle, D.C. Antimicrob. Agents Chemother. (2004) [Pubmed]
In vitro activities of methylenecyclopropane analogues of nucleosides and their phosphoralaninate prodrugs against cytomegalovirus and other herpesvirus infections. Rybak, R.J., Hartline, C.B., Qiu, Y.L., Zemlicka, J., Harden, E., Marshall, G., Sommadossi, J.P., Kern, E.R. Antimicrob. Agents Chemother. (2000) [Pubmed]
Structure-activity relationships of (S,Z)-2-aminopurine methylenecyclopropane analogues of nucleosides. Variation of purine-6 substituents and activity against herpesviruses and hepatitis B virus. Chen, X., Kern, E.R., Drach, J.C., Gullen, E., Cheng, Y.C., Zemlicka, J. J. Med. Chem. (2003) [Pubmed]
Efficacy of methylenecyclopropane analogs of nucleosides against herpesvirus replication in vitro. Kushner, N.L., Williams, S.L., Hartline, C.B., Harden, E.A., Bidanset, D.J., Chen, X., Zemlicka, J., Kern, E.R. Nucleosides Nucleotides Nucleic Acids (2003) [Pubmed]
Lipophilic phosphoramidates as antiviral pronucleotides. Zemlicka, J. Biochim. Biophys. Acta (2002) [Pubmed]
Synthesis of (Z)- and (E)-9-[(2-hydroxyethylidene)cyclopropyl]adenine--new methylenecyclopropane analogues of adenosine and their substrate activity for adenosine deaminase. Qui, Y.L., Ksebati, M.B., Zemlicka, J. Nucleosides Nucleotides Nucleic Acids (2000) [Pubmed]

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