Fluorinated phenylcyclopropylamines. Part 4: Effects of aryl substituents and stereochemistry on the inhibition of monoamine oxidases by 1-aryl-2-fluoro-cyclopropylamines

Bioorganic and Medicinal Chemistry

Volumn 13, Issue 7, 2005, Pages 2489-2499

  Ye, Song ^a   Yoshida, Shinichi ^b   Fröhlich, Roland ^c   Haufe, Günter ^c   Kirk, Kenneth L ^a  

^a NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

^b Industrial Research Institute   (Japan)

^c UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

Fluorinated phenylcyclopropylamine; Irreversible inhibition; Monoamine oxidase; Stereochemistry; Tyramine oxidase

Indexed keywords

2 FLUORO 1 PHENYLCYCLOPROPYLAMINE; AMINE OXIDASE (FLAVIN CONTAINING); CHLORINE; CYCLOPROPANE; CYCLOPROPANE DERIVATIVE; FLUORINE DERIVATIVE; MONOAMINE OXIDASE A INHIBITOR; MONOAMINE OXIDASE B INHIBITOR; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PROPYLAMINE; RECOMBINANT ENZYME; UNCLASSIFIED DRUG;

ARTICLE; DIASTEREOISOMER; DRUG POTENCY; ENANTIOMER; ENZYME INHIBITION; STEREOCHEMISTRY;

EID: 14844315918     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2005.01.043     Document Type: Article

References (15)

1. T.P. Singer, R.W. von Korff, and D.L. Murphy Monoamine Oxidase: Structure, Function and Altered Functions 1979 Academic New York
2. M. Mure, S.A. Mills, and J.P. Klinman Biochemistry 41 2002 9269
3. D.E. Edmondson, A. Mattevi, C. Binda, M. Li, and F. Hubálek Curr. Med. Chem. 11 2004 1983
4. D.J. Mitchell, D. Nikolic, E. Rivera, S.O. Sablin, S. Choi, R.B. van Breemen, T.P. Singer, and R.B. Silverman Biochemistry 40 2001 5447 and references cited therein
5. I.A. McDonald, J.M. Lacoste, P. Bey, M.G. Palfreyman, and M. Zreika J. Med. Chem. 28 1985 186
6. S. Yoshida, O.G.J. Meyer, T.C. Rosen, G. Haufe, S. Ye, M.J. Sloan, and K.L. Kirk J. Med. Chem. 47 2004 1796
7. T.C. Rosen, S. Yoshida, R. Fröhlich, K.L. Kirk, and G. Haufe J. Med. Chem. 47 2004 5860
8. S. Yoshida, T.C. Rosen, O.G.J. Meyer, M.J. Sloan, S. Ye, G. Haufe, and K.L. Kirk Bioorg. Med. Chem. 12 2004 2645 2652
9. D.J. Mitchell, D. Nikolic, R.B. van Breemen, and R.B. Silverman Bioorg. Med. Chem. Lett. 11 2001 1757
10. W.R. Dolbier Jr., and M.A. Battiste Chem. Rev. 103 2003 1071
11. M. Li, F. Hubálek, P. Newton-Vinson, and D.E. Edmondson Protein Exp. Purif. 24 2002 152
12. M.D. Houslay, and K.F. Tipton Biochem. J. 135 1973 735
13. M.M. Bradford Anal. Biochem. 72 1976 248
14. R. Kitz, and I.B. Wilson J. Biol. Chem. 237 1962 3245
15. G.M. Sheldrick Acta Crystallogr. A46 1990 467