Characterization of CPT-11 hydrolysis by human liver carboxylesterase isoforms hCE-1 and hCE-2

Cancer Research

Volumn 60, Issue 5, 2000, Pages 1189-1192

  Humerickhouse, Rod ^b   Lohrbach, Karen ^b   Li, Lin ^c   Bosron, William F ^c   Dolan, M Eileen ^a,b  

^a UNIVERSITY OF CHICAGO MEDICAL CENTER   (United States)

^b UNIVERSITY OF CHICAGO   (United States)

^c INDIANA UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

7 ETHYL 10 HYDROXYCAMPTOTHECIN; ANTINEOPLASTIC AGENT; CARBOXYLESTERASE; IRINOTECAN; LIVER ENZYME; PRODRUG;

AMINO ACID SEQUENCE; ARTICLE; DRUG CYTOTOXICITY; DRUG HYDROLYSIS; ENZYME ACTIVATION; ENZYME KINETICS; ENZYME PURIFICATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN TISSUE; LIVER; PRIORITY JOURNAL;

AMINO ACID SEQUENCE; ANTINEOPLASTIC AGENTS, PHYTOGENIC; CAMPTOTHECIN; CARBOXYLESTERASE; CARBOXYLIC ESTER HYDROLASES; ENZYME INHIBITORS; HUMANS; HYDROLYSIS; ISOENZYMES; LIVER; MOLECULAR SEQUENCE DATA; SEQUENCE ALIGNMENT;

EID: 0034162687     PISSN: 00085472     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

1. Satoh, T., and Hosokawa, M. Molecular aspects of carboxylesterase isoforms in comparison with other esterases. Toxicol. Lett., 82-83: 439-445, 1995.
2. Munger, J. S., Shi, G. P., Mark, E. A., Chin, D. T., Gerard, C., and Chapman, H. A. A serine esterase released by human alveolar macrophages is closely related to liver microsomal carboxylesterases. J. Biol. Chem., 266: 18832-18838, 1991.
3. Tanizawa, A., Fujimori, A., Fujimori, Y., and Pommier, Y. Comparison of topoisomerase I inhibition, DNA damage, and cytotoxicity of camptothecin derivatives presently in clinical trials. J. Natl. Cancer Inst., 86: 836-842, 1994.
4. Kawato, Y., Aonuma, M., Hirota, Y., Kuga, H., and Sato, K. Intracellular roles of SN-38, a metabolite of the camptothecin derivative CPT-11, in the antitumor effect of CPT-11. Cancer Res., 51: 4187-4191, 1991.
5. Satoh, T., Hosokawa, M., Atsumi, R., Suzuki, W., Hakusui, H., and Nagai, E. Metabolic activation of CPT-11, 7-ethyl-10-[4-(1-piperidino)-1- piperidino]carbonyloxycamptothecin, a novel antitumor agent, by carboxylesterase. Biol. Pharm. Bull., 17: 662-664, 1994.
6. Kojima, A., Hackett, N. R., and Crystal, R. G. Reversal of CPT-11 resistance of lung cancer cells by adenovirus-mediated gene transfer of the human carboxylesterase cDNA. Cancer Res., 58: 4368-4374, 1998.
7. Kojima, A., Hackett, N. R., Ohwada, A., and Crystal, R. G. In vivo human carboxylesterase cDNA gene transfer to activate the prodrug CPT-11 for local treatment of solid tumors. J. Clin. Investig., 101: 1789-1796, 1998.
8. Kroetz, D. L., McBride, O. W., and Gonzalez, F. J. Glycosylation-dependent activity of baculovirus-expressed human liver carboxylesterases: cDNA cloning and characterization of two highly similar enzyme forms. Biochemistry, 32: 11606-11617, 1993.
9. Danks, M. K., Morton, C. L., Pawlik, C. A., and Potter, P. M. Overexpression of a rabbit liver carboxylesterase sensitizes human tumor cells to CPT-11. Cancer Res., 58: 20-22, 1998.
10. Danks, M. K., Morton, C. L., Krull, E. J., Cheshire, P. J., Richmond, L. B., Naeve, C. W., Pawlik, C. A., Houghton, P. J., and Potter, P. M. Comparison of activation of CPT-11 by rabbit and human carboxylesterases for use in enzyme/prodrug therapy. Clin. Cancer Res., 5: 917-924, 1999.
11. Potter, P. M., Wolverton, J. S., Morton, C. L., Wierdl, M., and Danks, M. K. Cellular localization domains of a rabbit and a human carboxylesterase: influence on irinotecan (CPT-11) metabolism by the rabbit enzyme. Cancer Res., 58: 3627-3632, 1998.
12. Dean, R. A., Christian, C. D., Sample, R. H., and Bosron, W. F. Human liver cocaine esterases: ethanol-mediated formation of ethylcocaine. FASEB J., 5: 2735-2739, 1991.
13. Takai, S., Matsuda, A., Usami, Y., Adachi, T., Sugiyama, T., Katagiri, Y., Tatematsu, M., and Hirano, K. Hydrolytic profile for ester- or amide-linkage by carboxylesterases pl 5.3 and 4.5 from human liver. Biol. Pharm. Bull., 20: 869-873, 1997.
14. Brzezinski, M. R., Abraham, T. L., Stone, C. L., Dean, R. A., and Bosron, W. F. Purification and characterization of a human liver cocaine carboxylesterase that catalyzes the production of benzoylecgonine and the formation of cocaethylene from alcohol and cocaine. Biochem. Pharmacol., 48: 1747-1755, 1994.
15. Pindel, E. V., Kedishvili, N. Y., Abraham, T. L., Brzezinski, M. R., Zhang, J., Dean, R. A., and Bosron, W. F. Purification and cloning of a broad substrate specificity human liver carboxylesterase that catalyzes the hydrolysis of cocaine and heroin. J. Biol. Chem., 272: 14769-14775, 1997.
16. Gupta, E., Lestingi, T. M., Mick, R., Ramirez, J., Vokes, E. E., and Ratain, M. J. Metabolic fate of irinotecan in humans: correlation of glucuronidation with diarrhea. Cancer Res., 54: 3723-3725, 1994.
17. Rivory, L. P., Bowles, M. R., Robert, J., and Pond, S. M. Conversion of irinotecan (CPT-11) to its active metabolite, 7-ethyl-10- hydroxycamptothecin (SN-38), by human liver carboxylesterase. Biochem. Pharmacol., 52: 1103-1111, 1996.
18. Slatter, J. G., Su, P., Sams, J. P., Schaaf, L. J., and Wienkers, L. C. Bioactivation of the anticancer agent CPT-11 to SN-38 by human hepatic microsomal carboxylesterases and the in vitro assessment of potential drug interactions. Drug Metab. Dispos., 25: 1157-1164, 1997.
19. Gupta, E., Mick, R., Ramirez, J., Wang, X., Lestingi, T. M., Vokes, E. E., and Ratain, M. J. Pharmacokinetic and pharmacodynamic evaluation of the topoisomerase inhibitor irinotecan in cancer patients. J. Clin. Oncol., 15: 1502-1510, 1997.
20. Zhang, J., Burnell, J. C., Dumaual, N., and Bosron, W. F. Binding and hydrolysis of meperidine by human liver carboxylesterase hCE-1. J. Pharmacol. Exp. Ther., 290: 314-318, 1999.