Hyperbranched molecular structures with potential antiviral activity: Derivatives of 5,6-dihydroxyindole-2-carboxylic acid

Molecules

Volumn 11, Issue 12, 2006, Pages 968-977

  Sechi, Mario ^a   Casu, Fabio ^a   Campesi, Ilaria ^a   Fiori, Stefano ^a   Mariani, Alberto ^a  

^a UNIVERSITY OF SASSARI   (Italy)

Author keywords

AB2 monomers; Antiviral agents; DHICA; HIV 1; Hyperbranched polymers

Indexed keywords

5,6 DIHYDROXY 2 INDOLYLCARBOXYLIC ACID; 5,6-DIHYDROXY-2-INDOLYLCARBOXYLIC ACID; ANTIVIRUS AGENT; INDOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CELL LINE; CHEMISTRY; DRUG EFFECT; HUMAN; HUMAN IMMUNODEFICIENCY VIRUS 1; MICROBIOLOGICAL EXAMINATION;

ANTIVIRAL AGENTS; CELL LINE; HIV-1; HUMANS; INDOLES; MICROBIAL SENSITIVITY TESTS;

EID: 33846101637     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/11120968     Document Type: Article

References (24)

1. a) Sechi, M.; Angotzi, G.; Dallocchio, R.; Dessì, A.; Carta, F. L.; Sannia, Mariani, A.; Fiori, S.; Sanchez, T.; Movssessian, L.; Plasencia, C.; Neamati, N. Design and synthesis of novel dihydroxyindole-2-carboxylic acids as HIV-1 integrase inhibitors. Antivir. Chem. & Chemother. 2004, 15, 67-82;
2. b) d'Ischia, N; Napolitano, A.; Pezzella, A.; Land, E. J., Ramsden, C. A.; Riley, P. A. 5,6-Dihydroxyindoles and Indole-5,6-diones. In Advances in Heterocyclic Chemistry; Academic Press: New York, 2005; Vol. 89, Chapter 1, pp. 1-65.
3. Jikei, M.; Kakimoto, M. Hyperbranched polymers: a promising new class of materials. Prog. Polym. Sci. 2001, 26, 1233-85.
4. Monticelli, O.; Mendichi, R.; Bissano, S.; Mariani, A.; Russo, S. Synthesis, characterization and properties of a hyperbranched aromatic polyamide: poly(ABZAIA). Macromol. Chem. Phys. 2000, 201, 2123-27.
5. Tomalia, D. A.; Taylor, A. M.; Goddard, W. A. III. Starburst dendrimers: Control of size, shape, surface, chemistry, and topology. Angew. Chem., Int. Ed. Engl. 1990, 102, 119-157.
6. Esfand, R.; Tomalia, D. A. Poly(amidoamine) (PAMAM) dendrimers: from biomimicry to drug delivery and biomedical applications. Drug Discov. Today 2001, 6, 427-36.
7. Stiriba, S. E.; Frey, H.; Haag, R. Dendritic Polymers in Biomedical Applications: From Potential to Clinical Use in Diagnostics and Therapy. Angew. Chem., Int. Ed. 2002, 41, 1329-34.
8. McCarthy, T. D.; Karellas, P.; Henderson, S. A.: Giannis, M.; O'Keefe, D.F.; Heery, G.; Paull, J. R. A.; Matthews, B. R.; Holan, G. Dendrimers as drugs: discovery and preclinical and clinical development of dendrimer-based microbicides for HIV and STI prevention. Mol. Pharm. 2005, 2, 312-8.
9. Boas, U.; Heegaard, P. M. H. Dendrimers in drug research. Chem. Soc. Rev. 2004, 33, 43-63.
10. Cloninger, M. J. Biological applications of dendrimers. Curr. Opin. Chem. Biol. 2002, 6, 742-8.
11. Matthews, B. R.; Holan, G. US Patent No. 6,190,650, 2001.
12. Bourne, N.; Stanberry, L. R.; Kern, E. R.; Holan, G.; Matthews, B.; Bernstein, D. I. Dendrimers, a new class of candidate topical microbicides with activity against herpes simplex virus infection. Antimicrob. Agents Chemother. 2000, 44, 2471-4.
13. Gong, Y.; Matthews, B.; Cheung, D.; Tam, T.; Gadawski, I.; Leung, D.; Holan, G.; Raff, J.; Sacks, S. Evidence of dual sites of action of dendrimers: SPL-2999 inhibits both virus entry and late stages of herpes simplex virus replication. Antiviral Res. 2002, 55, 319-29.
14. Luscher-Mattli, M. Polyanions - a lost chance in the fight against HIV and other virus diseases? Antiviral Chem. Chemother. 2000, 11, 249-59.
15. Witvrouw, M.; Fikkert, V.; Pluymers, W.; Matthews, B.; Mardel, K.; Schols, D.; Raff, J.; Debyser, Z.; De Clercq, E.; Holan, G.; Pannecouque, C. Polyanionic (i.e., polysulfonate) dendrimers can inhibit the replication of human immunodeficiency virus by interfering with both virus adsorption and later steps (reverse transcriptase/integrase) in the virus replicative cycle. Mol. Pharmacol. 2000, 58, 1100-8.
16. Turpin, J. A. Considerations and development of topical microbicides to inhibit the sexual transmission of HIV. Expert Opin. Invest. Drugs 2002, 11, 1077-97.
17. D'Cruz, O. J.; Uckun, F. M. Clinical development of microbicides for the prevention of HIV infection. Curr. Pharm. Des. 2004, 10, 315-36.
18. Dezzutti, C. S.; James, V. N.; Ramos, A.; Sullivan, S. T.; Siddig, A.; Bush, T. J.; Grohskopf, L. A.; Paxton, L.; Subbarao, S.; Hart, C. E. In vitro comparison of topical microbicides for prevention of human immunodeficiency virus type 1 transmission. Antimicrob. Agents Chemother. 2004, 48, 3834-44.
19. Jiang, Y. H.; Emau P.; Cairns, J. S.; Flanary, L.; Morton, W. R.; McCarthy, T. D.; Tsai, C. C. SPL7013 gel as a topical microbicide for prevention of vaginal transmission of SHIV89.6P in macaques. AIDS Res. Hum. Retroviruses 2005, 21, 207-13.
20. Gong, E.; Matthews, B.; McCarthy, T.; Chu, J.; Holan, G.; Raff, J.; Sacks, S. Evaluation of dendrimer SPL7013, a lead microbicide candidate against herpes simplex viruses. Antiviral Res. 2005, 68, 139-46.
21. Denizot, F.; Lang, R. J. Rapid colorimetric assay for cell growth and survival. Modifications to the tetrazolium dye procedure giving improved sensitivity and reliability. J. Immunol. Methods 1986, 89, 271-277.
22. Barbaro, G.; Scozzafava, A.; Mastrolorenzo, A.; Supuran, C. T. Highly active antiretroviral therapy: current state of the art, new agents and their pharmacological interactions useful for improving therapeutic outcome. Curr. Pharm. Des. 2005, 11, 1850-1843.
23. Hazuda, D. J.; Felock, P.; Witmer, M.; Wolfe, A.; Stillmock, K.; Grobler, J. A.; Espeseth, A.; Gabryelski, L.; Schleif, W.; Blau, C.; Miller, M. D. Inhibitors of strand transfer that prevent integration and inhibit HIV-1 replication in cells. Science 2000, 287, 646-650.
24. Wyler, H.; Dreiding, A. S. Darstellung und Abbauprodukte des Betanidins. 3. Über die Konstitution des Randenfarbstoffes Betanin. Helv. Chim. Acta 1959, 42, 1699-702.