A new acyclic heterodinucleotide active against human immunodeficiency virus and herpes simplex virus

Antiviral Research

Volumn 47, Issue 3, 2000, Pages 149-158

  Franchetti, Palmarisa ^a   Abu Sheikha, Ghassan ^a   Cappellacci, Loredana ^a   Marchetti, Stefano ^a   Grifantini, Mario ^a   Balestra, Emanuela ^b   Perno, Carlo Federico ^b,c   Benatti, Umberto ^d   Brandi, Giorgio ^e   Rossi, Luigia ^e   Magnani, Mauro ^e  

^a UNIVERSITY OF CAMERINO   (Italy)

^b UNIVERSITY OF ROME TOR VERGATA   (Italy)

^c NATIONAL INSTITUTE FOR INFECTIOUS DISEASES L SPALLANZANI   (Italy)

^d UNIVERSITY OF GENOA   (Italy)

^e UNIVERSITY OF URBINO   (Italy)

Author keywords

(R)PMPA; Acyclovir (ACV); Anti HIV activity; Anti HSV activity; Human macrophages

Indexed keywords

ACICLOVIR; ANTIVIRUS AGENT; NUCLEOTIDE DERIVATIVE; TENOFOVIR;

ANTIVIRAL ACTIVITY; ARTICLE; CLINICAL TRIAL; CONTROLLED CLINICAL TRIAL; CONTROLLED STUDY; DRUG SYNTHESIS; ERYTHROCYTE; HERPES SIMPLEX; HERPES SIMPLEX VIRUS; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS 1; HUMAN IMMUNODEFICIENCY VIRUS INFECTION; MACROPHAGE; NONHUMAN; PHASE 1 CLINICAL TRIAL; PHASE 2 CLINICAL TRIAL; PRIORITY JOURNAL; VIRUS INFECTION; VIRUS INHIBITION; VIRUS REPLICATION;

EID: 0343341718     PISSN: 01663542     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0166-3542(00)00101-7     Document Type: Article

References (20)

1. Borghi P., Fantuzzi L., Varano B. et al. Induction of interleukin-10 by human immunodeficiency virus type 1 and its gp120 protein in human monocyte/macrophages. J. Virol. 69:1995;1284-1287.
2. Cihlar T., Chen M.S. Incorporation of selected nucleoside phosphonates and anti-human immunodeficiency virus nucleotide analogues into DNA by human DNA polymerases α, β and γ Antivir. Chem. Chemother. 8:1997;187-195.
3. De Clercq E. Acyclic nucleoside phosphonates in the chemotherapy of DNA virus and retrovirus infections. Intervirology. 40:1997;295-303.
4. De Clercq E. Acyclic nucleoside phosphonates: a new dimension to the chemotherapy of DNA virus and retrovirus infections. J. Med. Microbiol. 47:1998;1-3.
5. Heng M.C., Heng S.Y., Allen S.G. Co-infection and synergy of human immunodeficiency virus-1 and herpes simplex virus-1. Lancet. 343:1994;255-258.
6. Holý A., Dvorakova H., De Clercq E., Balzarini J. Preparation of anti-retroviral enantiomeric nucleotide analogs. PCT Int. Appl. WO 94/03467. Chem. Abstr. 122:1995;106401j.
7. Holý A., Dvorakova H., Masojidková M. Synthesis of enantiomeric N-(2-phosphonomethoxypropyl) derivatives of purine and pyrimidine bases. II: The synthon approach. Collect. Czech. Chem. Commun. 60:1995;1390-1409.
8. Magnani M., Rossi L., Bianchi M., Cucchiarini L., Stocchi V. Reversed-phase liquid chromatographic determination of 2′,3′-dideoxycytidine in human blood samples. J. Chromatogr. BA. 491:1989;215-220.
9. Magnani M., Rossi L., Brandi G., Schiavano G.F., Montroni M., Piedimonte G. Targeting antiretroviral nucleoside analogues in phosphorylated form to macrophages: in vitro and in vivo studies. Proc. Natl. Acad. Sci. USA. 89:1992;6477-6481.
10. Magnani M., Rossi L., Fraternale A. et al. Feline immunodeficiency virus infection of macrophages: in vitro and in vivo inhibition by dideoxycytidine-5′-triphosphate-loaded erythrocytes. AIDS Res. Hum. Retrovir. 10:1994;1179-1186.
11. Magnani M., Casabianca A., Fraternale A. et al. Synthesis and targeted delivery of an azidothymidine homodinucleotide conferring protection to macrophages against retroviral infection. Proc. Natl. Acad. Sci. USA. 93:1996;4403-4408.
12. O'Brien W.A., Namazi A., Kalhor H., Mao S.-H., Zack J.A., Chen I.S.Y. Kinetics of human immunodeficiency virus type 1 reverse transcription in blood mononuclear phagocytes are slowed by limitations of nucleotide precursors. J. Virol. 68:1994;1258-1263.
13. Perno C.-F., Balestra E., Aquaro S. et al. The potent inhibition of human immunodeficiency virus and Herpes simplex virus Type 1 by 9-(2-phosphono-methoxyethyl)adenine (PMEA) in primary macrophages as determined by drug metabolism, nucleotide pools and cytokines. Mol. Pharmacol. 50:1996;359-366.
14. Perno C.-F., Santoro N., Balestra E. et al. Red blood cells mediated delivery of 9-(2-phosphonomethoxyethyl)adenine to primary macrophages: efficiency, metabolism and activity against human immunodeficiency virus or herpes simplex virus. Antiviral Res. 33:1997;153-164.
15. Piedimonte G., Montroni M., Silvestri G. et al. Phagocytosis reduces HIV-1 production in human monocyte/macrophages infected in vitro. Arch. Virol. 130:1992;463-469.
16. Rossi L., Brandi G., Fraternale A., Schiavano G.F., Chiarantini L., Magnani M. Inhibition of murine retrovirus-induced immunodeficiency disease by dideoxycytidine and dideoxycytidine 5′-triphosphate. J. Acquir. Immune Defic. Syndr. 6:1993;1179-1186.
17. Rossi L., Brandi G., Schiavano G.F. et al. Macrophage protection against human immunodeficiency virus or herpes simplex virus by red blood cell-mediated delivery of a heterodinucleotide of azidothymidine and acyclovir. AIDS Res. Hum. Retrovir. 14:1998;435-444.
18. Tsai C.C., Follis K.E., Beck T.W., Sabo A., Bischofberger N., Dailey P.J. Effects of (R)-9-(2-phosphonomethoxypropyl)adenine monotherapy on chronic SIV infection in macaques. AIDS Res. Hum. Retrovir. 13:1997;707-712.
19. van Wijk G.M.T., Hostetler K.Y., van den Bosch H. Antiviral nucleoside diphosphate diglycerides: improved synthesis and facilitated purification. J. Lipid Res. 33:1992;1211-1219.
20. Yoshikawa M., Kato T., Takenishi T A novel method for phosphorylation of nucleosides to 5′-nucleotides. Tetrahedron Lett. 50:1967;5065-5068.