Design and synthesis of selective inhibitors of Placental Alkaline Phosphatase

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 2, 2010, Pages 573-579

  Lanier, Marion ^a   Sergienko, Eduard ^b   Simão, Ana Maria ^b   Su, Ying ^b   Chung, Thomas ^b   Millán, José Luis ^b   Cashman, John R ^a  

^a HUMAN BIOMOLECULAR RESEARCH INSTITUTE   (United States)

^b BURNHAM INSTITUTE   (United States)

Author keywords

Cancer; Enzyme inhibitor; Oncodevelopmental; Placental Alkaline Phosphatase

Indexed keywords

ALKALINE PHOSPHATASE PLACENTA ISOENZYME; ALKALINE PHOSPHATASE PLACENTA ISOENZYME INHIBITOR; ANTINEOPLASTIC AGENT; CATECHOL; LEVAMISOLE; THEOPHYLLINE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; DRUG DESIGN; DRUG SELECTIVITY; DRUG SYNTHESIS; PATHOPHYSIOLOGY; PROTEIN FUNCTION; STRUCTURE ACTIVITY RELATION;

ALKALINE PHOSPHATASE; CATECHOLS; DRUG DESIGN; ENZYME INHIBITORS; ISOENZYMES; MOLECULAR STRUCTURE; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 76449109412     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.12.012     Document Type: Article

References (31)

1. Millán J.L. Mammalian Alkaline Phosphatases. From Biology to Applications in Medicine and Biotechnology (2006), Wiley-VCH Verlag GmbH & Co, Weinheim, Germany pp 1-322
2. McComb R.B., Bowers Jr. G.N., and Posen S. Alkaline Phosphatase (1979), Plenum, New York
3. Galperin M.Y., Bairoch A., and Koonin E.V. Protein Sci. 7 (1998) 1829
4. Hessle L., Johnson K.A., Anderson H.C., Narisawa S., Sali A., Goding J.W., Terkeltaub R., and Millán J.L. Proc. Natl. Acad. Sci. U.S.A. 99 (2002) 9445
5. Harmey D., Hessle L., Narisawa S., Johnson K.A., Terkeltaub R., and Millán J.L. Am. J. Pathol. 164 (2004) 1199
6. Harmey D., Johnson K.A., Zelken J., Camacho N.P., Hoylaerts M.F., Noda M., Terkeltaub R., and Millán J.L. J. Bone Miner. Res. 21 (2006) 1377
7. Murshed M., Harmey D., Millán J.L., McKee M.D., and Karsenty G. Genes Dev. 19 (2005) 1093
8. Millán J.L., Narisawa S., Lemire I., Loisel T.P., Boileau G., Leonard P., Gramatikova S., Terkeltaub R., Pleshko Camacho N., McKee M.D., Crine P., and Whyte M.P. J. Bone Miner. Res. 23 (2008) 777
9. Narisawa S., Huang L., Iwasaki A., Hasegawa H., Alpers D.H., and Millán J.L. Mol. Cell. Biol. 23 (2003) 7525
10. Nakano T., Inoue I., Koyama I., Kanazawa K., Nakamura K., Narisawa S., Tanaka K., Akita M., Masuyama T., Seo M., Hokari S., Katayama S., Alpers D.H., Millán J.L., and Komoda T. Am. J. Physiol. Gastrointest. Liver Physiol. 292 (2007) 1439
11. Goldberg R.F., Austen Jr. W.G., Zhang X., Munene G., Mostafa G., Biswas S., McCormack M., Eberlin K.R., Nguyen J.T., Tatlidede H.S., Warren H.S., Narisawa S., Millán J.L., and Hodin R.A. Proc. Natl. Acad. Sci. U.S.A. 105 (2008) 3551
12. Bates J.M., Akerlund J., Mittge E., and Guillemin K. Cell Host Microbe 2 (2007) 371
13. Narisawa S., Hoylaerts M.F., Doctor K.S., Fukuda M.N., Alpers D.H., and Millán J.L. Am. J. Physiol. Gastrointest. Liver Physiol. 293 (2007) 1068
14. Fishman L., Miyayama H., Driscoll S.G., and Fishman W.H. Cancer Res. 36 (1976) 2268
15. Fishman W.H., Ghosh N.K., Inglis N.R., and Green S. Enzymologia 34 (1968) 317
16. Fishman W.H., Inglis N.R., Green S., Anstiss C.L., Gosh N.K., Reif A.E., Rustigian R., Krant M.J., and Stolbach L.L. Nature 219 (1968) 697
17. Povinelli C.M., and Knoll B.J. Placenta 12 (1991) 663
18. Wahren B., Holmgren P.A., and Stigbrand T. Int. J. Cancer 24 (1979) 749
19. Wahren B., Hinkula J., Stigbrand T., Jeppsson A., Andersson L., Esposti P.L., Edsmyr F., and Millán J.L. Int. J. Cancer 37 (1986) 595
20. Smans K.A., Ingvarsson M.B., Lindgren P., Canevari S., Walt H., Stigbrand T., Bäckström T., and Millán J.L. Int. J. Cancer 83 (1999) 270
21. Ovitt C.E., Strauss A.W., Alpers D.H., Chou J.Y., and Boime I. Proc. Natl. Acad. Sci. U.S.A. 83 (1986) 3781
22. Fishman W.H., and Sie H.G. Enzymologia 41 (1971) 141
23. Doellgast G.J., and Fishman W.H. Clin. Chim. Acta 75 (1977) 449
24. Lin C.W., and Fishman W.H. J. Biol. Chem. 247 (1972) 3082
25. Van Belle H. Clin. Chem. 22 (1976) 972
26. Farley J.R., Ivey J.L., and Baylink D.J. J. Biol. Chem. 255 (1980) 4680
27. Cornish-Bowden A. Fundamentals of Enzyme Kinetics. 3rd ed. (2004), Portland Press Ltd, London Chapter 5, pp 113-144
28. Fishman W.H. Clin. Biochem. 20 (1987) 387
29. Kozlenkov A., Le Du M.H., Cuniasse P., Ny T., Hoylaerts M.F., and Millán J.L. J. Bone Miner. Res. 11 (2004) 1862
30. The compound library was supplied by the National Institutes of Health (NIH) Molecular Libraries Small Molecule Repository (MLSMR, http://www.mli.nih.gov/mlsmr).
31. Sergienko E., Su Y., Chan X., Brown B., Hurder A., Narisawa S., and Millán J.L. J. Biomol. Screen. 14 (2009) 824