In vitrouptake and antimycobacterial activity of liposomal usnic acid formulation

Journal of Liposome Research

Volumn 19, Issue 1, 2009, Pages 49-58

  Lira, Mariane C B ^a   Siqueira Moura, Marigilson P ^a   Rolim Santos, Hercília M L ^a   Galetti, Fábio C S ^b   Simioni, Andreza R ^b   Santos, Noemia P ^a   Tabosa Do Egito, Eryvaldo S ^c   Silva, Célio L ^b   Tedesco, Antônio C ^b   Santos Magalhães, Nereide S ^a  

^a FEDERAL UNIVERSITY OF PERNAMBUCO   (Brazil)

^b UNIVERSITY OF SÃO PAULO   (Brazil)

^c FEDERAL UNIVERSITY OF RIO GRANDE DO NORTE   (Brazil)

Author keywords

Antimycobacterial activity; Cellular uptake; Liposomes; Macrophages; Mycobacterium tuberculosis; Usnic acid

Indexed keywords

LIPOSOME; USNIC ACID; BENZOFURAN DERIVATIVE; TUBERCULOSTATIC AGENT;

ANTIBACTERIAL ACTIVITY; ARTICLE; CELL INTERACTION; CELL PROLIFERATION; CONTROLLED STUDY; DRUG DELIVERY SYSTEM; ENCAPSULATION; IN VITRO STUDY; MACROPHAGE; MINIMUM INHIBITORY CONCENTRATION; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PRIORITY JOURNAL; ANIMAL; CELL LINE; DOSE RESPONSE; DRUG EFFECT; GROWTH, DEVELOPMENT AND AGING; MICROBIOLOGY; MOUSE; TUBERCULOSIS;

ANIMALS; ANTITUBERCULAR AGENTS; BENZOFURANS; CELL LINE; CELL PROLIFERATION; DOSE-RESPONSE RELATIONSHIP, DRUG; LIPOSOMES; MACROPHAGES; MICE; MYCOBACTERIUM TUBERCULOSIS; TUBERCULOSIS;

EID: 70349572798     PISSN: 08982104     EISSN: 15322394     Source Type: Journal    
DOI: 10.1080/08982100802564628     Document Type: Article

References (44)

1. Ahsan, F., Rivas, I. R., Khan, M. A., Torres Suárez, A. I. (2002). Targeting to macrophages: role of physicochemical properties of particulate carriers-liposomes and microspheres-on the phagocytosis by macrophages. J Control Rel 79:29-40.
2. Allen, T. M., Austin, G. A., Chonn, A., Lin, L., Lee, K. C. (1991). Uptake of liposomes by cultured mouse bone marrow macrophages: infuence of liposome composition and size. Bioch Biophys Acta 1061:56-64.
3. Alley, M. C., Scudiero, D. A., Monsk, A., Hursey, M. L., Czerwinski, M. J., Fine, D. L., Abott, B. J., Mayo, J. G., Shoemaker, R. H., Boyd, M. R. (1988). Feasibility of drug screening with panels of human tumor cell lines using a microculture tetrazolium assay. Cancer Res 48:589-601.
4. Alving, C. R. (1988). Macrophages as targets for delivery of lipo-some-encapsulated antimicrobial agents. Adv Drug Del Rev 2:107-128.
5. Andrade, C. A. S., Correia, M. T. S., Coelho, L. C. B. B., Nascimento, S. C., Santos-Magalhães, N. S. (2004). Antitumor activity of Cratylia mollis lectin encapsulated into liposomes. Int J Pharm 278:435-445.
6. Andrade, C. A. S., Melo, C. P., Santos-Magalhães, N. S.(2006). Termodynamic characterization of the prevailing molecular interaction in mixed foating monolayers of phospholipids and usnic acid. J Colloid Int Sci 298:145-153.
7. Campanella, L., Delfni, M., Ercole, P., Iacoangeli, A., Risuleo, G. (2002). Molecular characterization and action of usnic acid: a drug that inhibits proliferation of mouse polyomavirus in vitro and whose main target is RNA transcription. Biochimie 84:329-334.
8. Cocchietto, M., Skert, N., Nimis, P. L., Sava, G. (2002). A review on usnic acid, an interesting natural compound. Naturwissenschaften 89:137-146.
9. Collins, L. A., Franzblau, S. G. (1997). Microplate Alamar blue assay versus BACTEC 460 System for high-throughput screening of compounds against Mycobacterium tuberculosis and Mycobacterium avium. Antimicrob Agents Chemother 41:1004-1009.
10. Crosasso, P., Ceruti, M., Brusa, P., Arpico, S., Dosio, F. , Cattel, L.(2000). Preparation, characterization, and properties of steri-cally stabilized paclitaxel-containing liposomes. J Control Rel 63:19-30.
11. Dafé, M., Etienne, G. (1999). Te capsule of Mycobacterium tuberculosis and its implications for pathogenicity. TubLung Dis 79:153-169.
12. Deol, P., Khuller, G. K. (1997). Lung specifc stealth liposomes: stability, biodistribution, and toxicity of liposomal antitubercular drugs in mice. Biochim Biophys Acta 1334:161-172.
13. Duncan, K., Barry, C. E., III. (2004). Prospects for new antitubercular drugs. Curr Opin Microbiol 7:460-465.
14. Düzgünes, N., Flasher, D., Reddy, M. V., Luna-Herrera, J., Gangadharam, P. R. J. (1996). Treatment of intracellular Mycobacterium avium complex infection by free and lipo-some-encapsulated Sparfoxacin. Antimicrob Agents Chemother 40:2618-2621.
15. Düzgünefi, N., Nir, S. (1999). Mechanisms and kinetics of liposome-cell interactions. Adv Drug Del Rev 40:3-18.
16. Francolini, I., Narris, P., Piazzi, A., Donelli, G., Stoodley, P. (2004). Usnic acid, a natural antimicrobial agent able to inhibit bacterial bioflm formation on polymer surfaces. Antimicrob Agents Chemother 48:4360-4365.
17. Gürsoy, A., Kut, E., Özkirimli, S. (2004). Coencapsulation of isoniazid and rifampicin in liposomes and characterization of liposomes by derivate spectroscopy. Int J Pharm 271:115-123.
18. Herrmann, J. L., Lagrange, P. H. (2005). Dendritic cells and Mycobacterium tuberculosis: which is the Trojan horse? Pathol Biol 53:35-40.
19. Hsu, M. J., Juliano, R. L. (1982). Interactions of liposomes with the reticuloendothelial system. II: Nonspecifc and receptor-mediated uptake of liposomes by mouse peritoneal macro-phages. Biochim Biophys Acta 720:411-419.
20. Huth, U. S., Schubert, R., Peschka-Süss, R. (2006). Investigating the uptake and intracellular fate of pH-sensitive liposomes by fow cytometry and spectral bio-imaging. J Control Rel 110:490-504.
21. Ingólfsdóttir, K. (2002). Molecules of interest: usnic acid. Phytochemistry 61:729-736.
22. Ingólfsdóttir, K., Chung, G. A. C., Skúlason, V. G., Gissurarson, S. R., Vilhelmsdóttir, M. (1998). Antimycobacterial activity of lichen metabolites in vitro. Eur J Pharm Sci 6:141-144.
23. Kristmundsdóttir, T., Aradóttir, H. A. E., Ingólfsdóttir, K., Ögmundsóttir, H. M. (2002). Solubilization of the lichen metabolite (+)-usnic acid for testing in tissue culture. J Pharm Pharmacol 54:1447-1452.
24. Kristmundsdóttir, T., Jónsdóttir, E., Ögmundsóttir, H. M., Ingólfsdóttir, K. (2005). Solubilization of poorly soluble lichen metabolites for biological testing on cell lines. Eur J Pharm Sci 24:539-543.
25. Lauterwein, M., Oethinger, M., Belsner, K., Peters, T., Marre, R. (1995). In vitro activities of the lichen secondary metabolites vulpinic acid, (+)-usnic acid, and (-)-usnic acid against aerobic and anaerobic microorganisms. Antimicrob Agents Chemother 39:2541-2543.
26. Mayer, M., Murray, K. E., Neill, M. A. O., Santos-Magalhães, N. S., Carneiro-Leão, A. M. A., Tompson, A. M., Appleyard, M. V. C. L. (2005). Usnic acid, a nongenotoxic compound with anti-cancer properties. Anticancer Drugs 16:805-809.
27. Oh, Y. K., Nix, D. E., Straubinger, R. M. (1995). Formulation and ef-cacy of liposome-encapsulated antibiotics for therapy of intra-cellular Mycobacterium avium infection. Antimicrob Agents Chemother 39:2104-2111.
28. Oh, Y. K., Straubinger, R. M. (1997). Impact of Mycobacterium avium infection on macrophage-liposome interaction. J Liposome Res 7:101-114.
29. Perry, N. B., Benn, M. H., Brennan, N. J., Burgess, E. J., Elliss, G., Galloway, D. J., Loriner, S. D., Tangney, R. S. (1999). Antimicrobial, antiviral, and cytotoxic activity of New Zealand lichens. Lichenologist 31:627-636.
30. Pinto-Alphandary, H., Andremont, A., Couvreur, P.(2000). Targeted delivery of antibiotics using liposomes and nano-particles: research and applications. Int J Antimicrob Agents 13:155-168.
31. Raviglione, M. C. (2003). Te TB epidemic from 1992 to 2002. Tuberculosis 83:4-14.
32. Ribeiro-Costa, R. M., Alves, A. J., Santos, N. P., Nascimento, S. C., Gonçalves, E. C. P., Silva, N. H., Honda, N. K., Santos-Magalhães, N. S. (2004). In vitro and in vivo properties of usnic acid encapsulated into PLGA-microspheres. J Microencapsul 21:371-384.
33. Saarinen-Savolainen, P., Järvinen, T., Taipale, H., Urtti, A. (1997). Method for evaluating drug release from liposomes in sink conditions. Int J Pharm 159:27-33.
34. Salem, I. I., Düzgünes, N. (2003). Efcacies of cyclodextrin-complexed and liposome encapsulated clarithromycin against Mycobacterium avium complex infection in human macro-phages. Int J Pharm 250: 403-414.
35. Santos, N. P., Nascimento, S. C., Silva, J. F., Pereira, E. C. G., Silva, N. H., Honda, N. K., Santos-Magalhães, N. S. (2005). Usnic acid-loaded nanocapsules: an evaluation of cytotoxicity. J Drug Deliv Sci Tech 15:355-361.
36. Santos, N. P., Nascimento, S. C., Wanderley, M. S. O., Telles, N., Castro, C. M. M. B., Pereira, E. C., Silva, N. H., Honda, N. K., Santos-Magalhães, N. S. (2006). Nanoencapsulation of usnic acid: an attempt to improve antitumour activity and reduce hepatotoxicity. Eur J Pharm Biopharm 64:154-160.
37. Sharma, R. K., Jannke, P. J. (1966). Acidity of usnic acid. Ind J Chem 4:16-18.
38. Sharma, A., Sharma, U. S. (1997). Liposomes in drug delivery: progress and limitations. Int J Pharm 154:123-140.
39. Schwendener, R. A., Lagocki, P. A., Rahman, Y. E. (1984). Te efects of charge and size on the interaction of unilamellar liposomes with macrophages. Biochim Biophys Acta 772:93-101.
40. Siqueira-Moura, M. P., Lira, M. C. B., Santos-Magalhães, N. S. (2008). Validação de Método Analítico Espectrofotométrico UV para Determinação de Ácido úsnico em Lipossomas. Braz J Pharm Sci (in press).
41. Torchilin, V. P. (2005). Recent advances with liposomes as pharmaceutical carriers. Nature Rev Drug Discov 4:145-160.
42. Torchilin, V. P. (2006). Multifunctional nanocarriers. Adv Drug Deliv Rev 58:1532-1555.
43. Tran, T., Saheba, E., Arcerio, A. V. , Chavez, V., Li, Q-Y., Martinez, L. E., Primm, T. P. (2004). Quinones as antimycobacterial agents. Bioorg Med Chem 12:4809-4813.
44. Wong, J. P., Yang, H., Blasetti, K. L., Schnell, G., Conley, J., Schofels, L. N. (2003). Liposome delivery of ciprofoxacin against intracel-lular Francisella tularensis infection. J Contr Rel 92:265-273.