Thermodynamic studies of 10-hydroxy-camptothecin in aqueous solutions

Journal of Chemical and Engineering Data

Volumn 55, Issue 1, 2010, Pages 103-112

  Kunadharaju, Sasank ^a   Savva, Michalakis ^a  

^a LONG ISLAND UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

10-HYDROXY-CAMPTOTHECIN; ACIDIC MEDIA; AQUEOUS MEDIA; AQUEOUS SOLUBILITY; AQUEOUS SOLUTIONS; CAMPTOTHECINS; EFFICIENT DRUG DELIVERY; ENTHALPIES OF SOLUTION; EQUILIBRIUM SOLUBILITIES; HYDROXYL SUBSTITUTION; INTRINSIC SOLUBILITIES; METASTABILITIES; ORDERS OF MAGNITUDE; PARTITION COEFFICIENT; PHARMACOLOGICAL ACTIVITY; PHYSICO-CHEMICAL CHARACTERIZATION; QUINOLINE GROUPS; SOLID STATE CHARACTERIZATION; SOLUBILITY STUDIES; SYSTEM PROPERTY; SYSTEMIC ADMINISTRATION; TEMPERATURE DEPENDENT; THERMAL ANALYSIS; THERMODYNAMIC STUDIES; UV- AND;

ALKALINITY; BODY FLUIDS; DISSOLUTION; DRUG DELIVERY; ENTHALPY; FLUORESCENCE SPECTROSCOPY; SOLUBILITY; THERMOANALYSIS;

TERNARY SYSTEMS;

EID: 75449115002     PISSN: 00219568     EISSN: None     Source Type: Journal    
DOI: 10.1021/je900283v     Document Type: Article

References (25)

1. Ping, Y. H.; Lee, H. C.; Lee, J. Y.; Wu, P. H.; Ho, L. K.; Chi, C. W.; Lu, M. F.; Wang, J. J. Anticancer effects of low-dose 10-hydroxycamptothecin in human colon cancer. Oncol. Rep. 2006, 15, 1273- 1279.
2. Kunadharaju, S.; Savva, M. Kinetic and thermodynamic analysis of 10-hydroxy-camptothecin hydrolysis at physiological pH. J. Chem. Thermodyn. 2008, 40, 1439-1444.
3. Wani, M. C.; Ronman, P. E.; Lindley, J. T.; Wall, M. E. Plant antitumor agents. 18. Synthesis and biological activity of camptothecin analogues. J. Med. Chem. 1980, 23, 554-560.
4. Gottlieb, J. A.; Guarino, A. M.; Call, J. B.; Oliverio, V. T.; Block, J. B. Preliminary pharmacologic and clinical evaluation of camptothecin sodium (NSC-100880). Cancer Chemother. Rep. 1970, 54, 461-470.
5. Jaxel, C.; Kohn, K. W.; Wani, M. C.; Wall, M. E.; Pommier, Y. Structure-activity study of the actions of camptothecin derivatives on mammalian topoisomerase I: evidence for a specific receptor site and a relation to antitumor activity. Cancer Res. 1989, 49, 1465-1469.
6. Drewinko, B.; Freireich, E. J.; Gottlieb, J. A. Lethal activity of camptothecin sodium on human lymphoma cells. Cancer Res. 1974, 34, 747-750.
7. Burke, T. G.; Mi, Z. The structural basis of camptothecin interactions with human serum albumin: impact on drug stability. J. Med. Chem. 1994, 37, 40-46.
8. Zhang, L.; Yang, M.; Wang, Q.; Li, Y.; Guo, R.; Jiang, X.; Yang, C.; Liu, B. 10-Hydroxycamptothecin loaded nanoparticles: preparation and antitumor activity in mice. J. Controlled Release 2007, 119, 153-162.
9. Zhang, L.; Hu, Y.; Jiang, X.; Yang, C.; Lu, W.; Yang, Y. H. Camptothecin derivative-loaded poly(caprolactone-co-lactide)-b-PEGb- poly(caprolactone-co- lactide) nanoparticles and their biodistribution in mice. J. Controlled Release 2004, 96, 135-148.
10. Yang, L.; Cui, F.; Cun, D.; Tao, A.; Shi, K.; Lin, W. Preparation, characterization and biodistribution of the lactone form of 10- hydroxycamptothecin (HCPT)-loaded bovine serum albumin (BSA) nanoparticles. Int. J. Pharm. 2007, 340, 163-172.
11. Liu, K.; Sun, J.; Wang, Y.; He, Y.; Gao, K.; He, Z. Preparation and characterization of 10-hydroxycamptothecin loaded nanostructured lipid carriers. Drug Dev. Ind. Pharm. 2008, 34, 465-471.
12. Warner, D. L.; Burke, T. G. Simple and versatile high-performance liquid chromatographic method for the simultaneous quantitation of the lactone and carboxylate forms of camptothecin anticancer drugs. J. Chromatogr. B, Biomed. Sci. Appl. 1997, 691, 161-171.
13. Paschke, A.; Neitzel, P. L.; Walther, W.; Schuurmann, G. Octanol/water partition coefficient of selected herbicides: determination using shake-flask method and reversed-phase high-performance liquid chromatography. J. Chem. Eng. Data 2004, 49, 1639-1642.
14. Selvi, B.; Patel, S.; Savva, M. Physicochemical characterization and membrane binding properties of camptothecin. J. Pharm. Sci. 2008, 97, 4379-4390.
15. Simonelli, A. P.; Mehta, S. C.; Higuchi, W. I. Dissolution rates of high energy polyvinylpyrrolidone (PVP)-sulfathiazole coprecipitates. J. Pharm. Sci. 1981, 70, 538-549.
16. Levich, V. G. Physico-Chemical Hydrodynamics; Prentice-Hall: NJ, 1962.
17. Yu, L. X.; Carlin, A. S.; Amidon, G. L.; Hussain, A. S. Feasibility studies of utilizing disk intrinsic dissolution rate to classify drugs. Int. J. Pharm. 2004, 270, 221-227.
18. Posokhov, Y. Spectral-luminescent and solvatochromic properties of anticancer drug camptothecin. J. Photochem. Photobiol. A: Chem. 2003, 158, 13-20.
19. Strel'tsov, S. A.; Grokhovskii, S. L.; Kudelina, I. A.; Oleinikov, V. A.; Zhuze, A. L. Interaction of topotecan, a DNA topoisomerase inhibitor, with dual-stranded polydeoxyribonucleotides. 1. Dimerization of topotecan in solution. Mol. Biol. 2001, 35, 432-441.
20. Jencks, W. P. Handbook of Biochemistry and Molecular biology; CRC: OH, 1976.
21. Raff, L. M. Principles of Physical Chemistry; Prentice-Hall: NJ, 2001.
22. Serajuddin, A. T.; Jarowski, C. I. Effect of diffusion layer pH and solubility on the dissolution rate of pharmaceutical acids and their sodium salts. II: Salicylic acid, theophylline, and benzoic acid. J. Pharm. Sci. 1985, 74, 148-154.
23. Mooney, K. G.; Mintun, M. A.; Himmelstein, K. J.; Stella, V. J. Dissolution kinetics of carboxylic acids I: effect of pH under unbuffered conditions. J. Pharm. Sci. 1981, 70, 13-22.
24. Murphy, D.; Rodriguez-Cintron, F.; Langevin, B.; Kelly, R. C.; Rodriguez-Hornedo, N. Solution-mediated phase transformation of anhydrous to dihydrate carbamazepine and the effect of lattice disorder. Int. J. Pharm. 2002, 246, 121-134
25. Wang, S. L.; Lin, S. Y.; Hsieh, T. F.; Chan, S. A. Thermal behavior and thermal decarboxylation of 10-hydroxycamptothecin in the solid state. J. Pharm. Biomed. Anal. 2007, 43, 457-463.