Abstract
The metabolism of 1-naphthol, a model phenolic substrate, to its glucuronic acid and sulphate ester conjugates has been studied in short-term organ cultures of normal human colon and tumour tissue, subcellular fractions of these tissues, human colonic tumour cell lines and human colonic tumour xenografts. Normal colonic tissue, in short-term organ culture, formed more 1-naphthyl sulphate than glucuronic acid conjugates. In contrast the colonic tumours, under the same conditions, produced more 1-naphthyl beta-D-glucuronide than 1-naphthyl sulphate. A marked interindividual variation in sulphate ester and glucuronic acid conjugation was noted in both normal and tumorous colon. The conjugation of 1-naphthol was also investigated, using subcellular fractions, where the metabolism found with normal colon reflected that observed utilizing short-term organ culture, but that from colonic tumour samples did not. Cell lines derived from human colonic adenocarcinomas metabolised 1-naphthol almost exclusively to its glucuronic acid conjugate. Xenografts derived from human colonic tumours formed similar conjugates to surgical samples in culture. Thus somewhat different results were obtained dependent on the experimental model chosen. However, in all colonic tumour systems studied, when the cells remained intact and where tissue architecture was maintained, 1-naphthol was metabolised predominantly to its glucuronic acid conjugate.
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Selected References
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- Autrup H., Barrett L. A., Jackson F. E., Jesudason M. L., Stoner G., Phelps P., Trump B. F., Harris C. C. Explant culture of human colon. Gastroenterology. 1978 Jun;74(6):1248–1257. [PubMed] [Google Scholar]
- Autrup H. Carcinogen metabolism in human tissues and cells. Drug Metab Rev. 1982;13(4):603–646. doi: 10.3109/03602538209011089. [DOI] [PubMed] [Google Scholar]
- Cohen G. M., Gibby E. M., Mehta R. Routes of conjugation in normal and cancerous tissue from human lung. Nature. 1981 Jun 25;291(5817):662–664. doi: 10.1038/291662a0. [DOI] [PubMed] [Google Scholar]
- Cohen G. M., Grafstrom R. C., Gibby E. M., Smith L., Autrup H., Harris C. C. Metabolism of benzo(a)pyrene and 1-naphthol in cultured human tumorous and nontumorous colon. Cancer Res. 1983 Mar;43(3):1312–1315. [PubMed] [Google Scholar]
- Dao T. L., Libby P. R. Conjugation of steroid hormones by normal and neoplastic tissues. J Clin Endocrinol Metab. 1968 Oct;28(10):1431–1439. doi: 10.1210/jcem-28-10-1431. [DOI] [PubMed] [Google Scholar]
- Drewinko B., Romsdahl M. M., Yang L. Y., Ahearn M. J., Trujillo J. M. Establishment of a human carcinoembryonic antigen-producing colon adenocarcinoma cell line. Cancer Res. 1976 Feb;36(2 Pt 1):467–475. [PubMed] [Google Scholar]
- Drewinko B., Yang L. Y., Barlogie B., Romsdahl M., Meistrich M., Malahy M. A., Giovanella B. Further biologic characteristics of a human carcinoembryonic antigen-producing colon carcinoma cell line. J Natl Cancer Inst. 1978 Jul;61(1):75–83. doi: 10.1093/jnci/61.1.75. [DOI] [PubMed] [Google Scholar]
- Filipe M. I., Branfoot A. C. Abnormal patterns of mucus secretion in apparently normal mucosa of large intestine with carcinoma. Cancer. 1974 Aug;34(2):282–290. doi: 10.1002/1097-0142(197408)34:2<282::aid-cncr2820340211>3.0.co;2-w. [DOI] [PubMed] [Google Scholar]
- Filipe M. I. Mucins in the human gastrointestinal epithelium: a review. Invest Cell Pathol. 1979 Jul-Sep;2(3):195–216. [PubMed] [Google Scholar]
- Gessner T. Studies of glucuronidation and sulfation in tumor-bearing rats. Biochem Pharmacol. 1974 Jul 1;23(13):1809–1816. doi: 10.1016/0006-2952(74)90189-0. [DOI] [PubMed] [Google Scholar]
- Hammer W., Sjöqvist F. Plasma levels of monomethylated tricyclic antidepressants during treatment with imipramine-like compounds. Life Sci. 1967 Sep 1;6(17):1895–1903. doi: 10.1016/0024-3205(67)90218-4. [DOI] [PubMed] [Google Scholar]
- Lueders K. K., Dyer H. M., Thompson E. B., Kuff E. L. Glucuronyltransferase activity in transplantable rat hepatomas. Cancer Res. 1970 Feb;30(2):274–279. [PubMed] [Google Scholar]
- Mehta R., Cohen G. M. Major differences in the extent of conjugation with glucuronic acid and sulphate in human peripheral lung. Biochem Pharmacol. 1979 Aug 15;28(16):2479–2484. doi: 10.1016/0006-2952(79)90011-x. [DOI] [PubMed] [Google Scholar]
- Mehta R., Hirom P. C., Millburn P. The influence of dose on the pattern of conjugation of phenol and 1-naphthol in non-human primates. Xenobiotica. 1978 Jul;8(7):445–452. doi: 10.3109/00498257809070029. [DOI] [PubMed] [Google Scholar]
- Miyake Y., Gaylor J. L., Morris H. P. Abnormal microsomal cytochromes and electron transport in Morris hepatomas. J Biol Chem. 1974 Mar 25;249(6):1980–1987. [PubMed] [Google Scholar]
- Morgan L. R., Jr, Samuels M. S., Thomas W., Krementz E. T., Meeker W. Arylsulfatse B in colorectal cancer. Cancer. 1975 Dec;36(6 Suppl):2337–2345. doi: 10.1002/1097-0142(197512)36:6<2337::aid-cncr2820360610>3.0.co;2-x. [DOI] [PubMed] [Google Scholar]
- Semple T. U., Quinn L. A., Woods L. K., Moore G. E. Tumor and lymphoid cell lines from a patient with carcinoma of the colon for a cytotoxicity model. Cancer Res. 1978 May;38(5):1345–1355. [PubMed] [Google Scholar]
- Shamsuddin A. K., Weiss L., Phelps P. C., Trump B. F. Colon epithelium. IV. Human colon carcinogenesis. Changes in human colon mucosa adjacent to and remote from carcinomas of the colon. J Natl Cancer Inst. 1981 Feb;66(2):413–419. [PubMed] [Google Scholar]
- Strobel H. W., Dignam J. D., Saine S. E., Fang W. F., Fennell P. M. The drug metabolism systems of liver and liver tumors: a comparison of activities and characteristics. Mol Cell Biochem. 1978 Dec 22;22(2-3):79–91. doi: 10.1007/BF00496236. [DOI] [PubMed] [Google Scholar]
- Winsnes A., Rugstad H. E. Different properties of microsomal UDP-glucuronyltransferase in buffalo rat liver and a clonal strain of rat hepatoma cells derived from the same rat strain. Acta Pharmacol Toxicol (Copenh) 1973;33(3):161–176. doi: 10.1111/j.1600-0773.1973.tb01519.x. [DOI] [PubMed] [Google Scholar]
- Zimmerman J. J., Gorski J. P., Kasper C. B. Quantitative relationship of UDP- glucuronosyltransferase to the NADPH and NADH electron-transport systems in Morris hepatomas with varying growth rates. Drug Metab Dispos. 1977 Nov-Dec;5(6):572–578. [PubMed] [Google Scholar]
