A novel assay reveals that weakly basic model compounds concentrate in lysosomes to an extent greater than pH-partitioning theory would predict

Molecular Pharmaceutics

Volumn 2, Issue 6, 2005, Pages 440-448

  Duvvuri, Muralikrishna ^a   Krise, Jeffrey P ^a  

^a UNIVERSITY OF KANSAS   (United States)

Author keywords

Dextran; Drug sequestration; Lysosomes; Lysosomotropic; LysoTracker Red; pH partitioning; Quinacrine

Indexed keywords

ALKALINITY; ANALYTIC METHOD; ARTICLE; BIOCHEMISTRY; CALCULATION; CELL CULTURE; CELL STRAIN HL 60; CONTROLLED STUDY; FRACTIONATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; LYSOSOME; MAGNETISM; PH; PREDICTION; PRIORITY JOURNAL;

CELL LINE, TUMOR; HL-60 CELLS; HUMANS; HYDROGEN-ION CONCENTRATION; LEUKEMIA, PROMYELOCYTIC, ACUTE; LYSOSOMES; MICROSCOPY, FLUORESCENCE; QUINACRINE;

EID: 28544452083     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/mp050043s     Document Type: Article

References (31)

1. Duvvuri, M.; Krise, J. P. Intracellular drug sequestration events associated with the emergence of multidrug resistance: a mechanistic review. Front. Biosci. 2005, 10, 1499-509.
2. Lloyd, J. B. Lysosome membrane permeability: implications for drug delivery. Adv. Drug Delivery Rev. 2000, 41 (2), 189-200.
3. Yang, W. C.; Strasser, F. F.; Pomerat, C. M. Mechanism Of Drug-Induced Vacuolization In Tissue Culture. Exp. Cell Res. 1965, 38, 495-506.
4. Finnin, B. C.; Reed, B. L.; Ruffin, N. E. The effects of osmotic pressure on procaine-induced vacuolation in cell culture. J. Pharm. Pharmacol. 1969, 21 (2), 114-7.
5. Ohkuma, S.; Poole, B. Cytoplasmic vacuolation of mouse peritoneal macrophages and the uptake into lysosomes of weakly basic substances. J. Cell Biol. 1981, 90 (3), 656-64.
6. Diwu, Z.; Chen, C. S.; Zhang, C.; Klaubert, D. H.; Haugland, R. P. A novel acidotropic pH indicator and its potential application in labeling acidic organelles of live cells. Chem. Biol. 1999, 6 (7), 411-8.
7. Rashid, F.; Horobin, R. W.; Williams, M. A. Predicting the behaviour and selectivity of fluorescent probes for lysosomes and related structures by means of structure-activity models. Histochem. J. 1991, 23 (10), 450-9.
8. Gong, Y.; Duvvuri, M.; Krise, J. P. Separate roles for the Golgi apparatus and lysosomes in the sequestration of drugs in the multidrug-resistant human leukemic cell line HL-60. J. Biol. Chem. 2003, 278 (50), 50234-9.
9. Hurwitz, S. J.; Terashima, M.; Mizunuma, N.; Slapak, C. A. Vesicular anthracycline accumulation in doxorubicin-selected U-937 cells: participation of lysosomes. Blood 1997, 89 (10), 3745-54.
10. Simon, S.; Roy, D.; Schindler, M. Intracellular pH and the control of multidrug resistance. Proc. Natl. Acad. Sci. U.S.A. 1994, 91 (3), 1128-32.
11. de Duve, C.; de Barsy, T.; Poole, B.; Trouet, A.; Tulkens, P.; Van Hoof, F. Commentary. Lysosomotropic agents. Biochem. Pharmacol. 1974, 23 (18), 2495-531.
12. Colombo, M. I.; Bertini, F. Properties of binding sites for chloroquine in liver lysosomal membranes. J. Cell. Physiol. 1988, 137 (3), 598-602.
13. Lemieux, B.; Percival, M. D.; Falgueyret, J. P. Quantitation of the lysosomotropic character of cationic amphiphilic drugs using the fluorescent basic amine Red DND-99. Anal. Biochem. 2004, 327 (2), 247-51.
14. Diettrich, O.; Mills, K.; Johnson, A. W.; Hasilik, A.; Winchester, B. G. Application of magnetic chromatography to the isolation of lysosomes from fibroblasts of patients with lysosomal storage disorders. FEBS Lett 1998, 441 (3), 369-72.
15. Duvvuri, M.; Gong, Y.; Chatterji, D.; Krise, J. P. Weak base permeability characteristics influence the intracellular sequestration site in the multidrug-resistant human leukemic cell line HL-60. J. Biol. Chem. 2004, 279 (31), 32367-72.
16. Rosania, G. R. Supertargeted chemistry: identifying relationships between molecular structures and their sub-cellular distribution. Curr. Top. Med. Chem. 2003, 3 (6), 659-85.
17. Larsen, A. K.; Escargueil, A. E.; Skladanowski, A. Resistance mechanisms associated with altered intracellular distribution of anticancer agents. Pharmacol. Ther. 2000, 85 (3), 217-29.
18. Yokogawa, K.; Ishizaki, J.; Ohkuma, S.; Miyamoto, K. Influence of lipophilicity and lysosomal accumulation on tissue distribution kinetics of basic drugs: a physiologically based pharmacokinetic model. Methods Find. Exp. Clin. Pharmacol. 2002, 24 (2), 81-93.
19. Daniel, W. A.; Wojcikowski, J. Contribution of lysosomal trapping to the total tissue uptake of psychotropic drugs. Pharmacol. Toxicol. 1997, 80 (2), 62-8.
20. Daniel, W. A.; Wojcikowski, J. Interactions between promazine and antidepressants at the level of cellular distribution. Pharmacol. Toxicol. 1997, 81 (6), 259-64.
21. Thacore, H.; Wolff, D. A. Isolation and characterization of lysosome-rich fractions from cultured cells. Exp. Cell Res. 1968, 49 (2), 266-76.
22. Symons, L. J.; Jonas, A. J. Isolation of highly purified rat liver lysosomal membranes using two Percoll gradients. Anal. Biochem. 1987, 164 (2), 382-90.
23. Pasquali, C.; Fialka, I.; Huber, L. A. Subcellular fractionation, electromigration analysis and mapping of organelles. J. Chromatogr., B: Biomed. Sci. Appl. 1999, 722 (1-2), 89-102.
24. Duvvuri, M.; Feng, W.; Mathis, A.; Krise, J. P. A cell fractionation approach for the quantitative analysis of subcellular drug disposition. Pharm. Res. 2004, 21 (1), 26-32.
25. Weibel, E. R.; Staubli, W.; Gnagi, H. R.; Hess, F. A. Correlated morphometric and biochemical studies on the liver cell. I. Morphometric model, stereologic methods, and normal morphometric data for rat liver. J. Cell Biol. 1969, 42 (1), 68-91.
26. Swanson, J.; Bushnell, A.; Silverstein, S. C. Tubular lysosome morphology and distribution within macrophages depend on the integrity of cytoplasmic microtubules. Proc. Natl. Acad. Sci. U.S.A. 1987, 84 (7), 1921-5.
27. Bulychev, A.; Trouet, A.; Tulkens, P. Uptake and intracellular distribution of neutral red in cultured fibroblasts. Exp. Cell Res. 1978, 115 (2), 343-55.
28. Reijngoud, D. J.; Tager, J. M. The permeability properties of the lysosomal membrane. Biochim. Biophys. Acta 1977, 472 (3-4), 419-49.
29. Stone, A. L.; Bradley, D. F. Aggregation of cationic dyes on acid polysaccharides. I. Spectrophotometric titration with acridine orange and other metachromatic dyes. Biochim. Biophys. Acta 1967, 148 (1), 172-92.
30. Trapp, S.; Horobin, R. W. A predictive model for the selective accumulation of chemicals in tumor cells. Eur. Biophys. J. 2005 (electronic publication ahead of print).
31. Shedden, K.; Brumer, J.; Chang, Y. T.; Rosania, G. R. Chemoinformatic analysis of a supertargeted combinatorial library of styryl molecules. J. Chem. Inf. Comput. Sci. 2003, 43 (6), 2068-80.