Quantitative structure activity relationships for the conversion of nitrobenzimidazolones and nitrobenzimidazoles by DT-diaphorase: Implications for the kinetic mechanism

FEBS Letters

Volumn 427, Issue 3, 1998, Pages 325-329

  Anusevicius, Zilvinas ^a,b   Soffers, Ans E M F ^a   Cénas, Narimantas ^b   Sarlauskas, Jonas ^b   Segura Aguilar, Juan ^c   Rietjens, Ivonne M C M ^a  

^a WAGENINGEN UNIVERSITY   (Netherlands)

^b VILNIUS UNIVERSITY   (Lithuania)

^c STOCKHOLM UNIVERSITY   (Sweden)

Author keywords

DT diaphorase; Energy of lowest unoccupied molecular orbital; Kinetic model; Nitrobenzimidazol(on)e; Quantitative structure activity relationship

Indexed keywords

BENZIMIDAZOLE DERIVATIVE; LIVER ENZYME; NITROBENZOIC ACID DERIVATIVE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE);

ARTICLE; ENZYME ACTIVITY; ENZYME MECHANISM; ENZYME PURIFICATION; NONHUMAN; OXIDATION REDUCTION REACTION; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; RAT;

ANIMALS; BENZIMIDAZOLES; KINETICS; LINEAR MODELS; LIVER; MODELS, MOLECULAR; NAD(P)H DEHYDROGENASE (QUINONE); QUANTUM THEORY; RATS; STRUCTURE-ACTIVITY RELATIONSHIP;

FELIS CATUS;

EID: 0032524039     PISSN: 00145793     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0014-5793(98)00456-6     Document Type: Article

References (25)

1. Riley R.J., Workman P. Biochem. Pharmacol. 43:1992;1657-1669.
2. Knox R.J., Friedlos F., Boland M.P. Cancer Metastasis Rev. 12:1993;195-212.
3. Hajos A.K.D., Winston G.W. J. Biochem. Toxicol. 6:1991;277-281.
4. Ernster L. Chem. Scr. 27A:1987;1-13.
5. Iyanagi T. Chem. Scr. 27A:1987;31-36.
6. Linderson Y., Baez S., Segura-Aguilar J. Biochim. Biophys. Acta. 1200:1994;197-204.
7. Fisher G.R., Donis J., Gutierrez P.L. Biochem. Pharmacol. 44:1992;1625-1635.
8. Gustafson D.L., Beall H.D., Bolton E.M., Ross D., Waldren C.A. Mol. Pharmacol. 50:1996;728-735.
9. Rickert D.E. Drug. Metab. Rev. 18:1987;23-53.
10. Kedderis G.L., Miwa G. Drug. Metab. Rev. 19:1988;31-62.
11. Hoogenboom L.A.P., Polman T.H.G., van Rhijn J.A., Heskamp H.H., Foster B.C., Kuiper H.A. J. Agric. Food Chem. 45:1997;3985-3990.
12. Cénas N., Nemeikaite A., Dickancaite E., Anusevicius Z., Nivinskas H., Bironaite D. Biochim. Biophys. Acta. 1268:1995;159-164.
13. Sarlauskas J., Dickancaite E., Nemeikaite A., Anusevicius Z., Nivinskas H., Segura-Aguilar J., Cénas N. Arch. Biochem. Biophys. 346:1997;219-229.
14. Hosoda S., Nakamura W., Hayashi K. J. Biol. Chem. 249:1974;6416-6423.
15. Tedeschi G., Chen S., Massey V. J. Biol. Chem. 270:1995;1198-1204.
16. Cnubben N.H.P., Peelen S., Borst J.W., Vervoort J., Veeger C., Rietjens I.M.C.M. Chem. Res. Toxicol. 7:1994;590-598.
17. Rietjens I.M.C.M., Soffers A.E.M.F., Hooiveld G., Veeger C., Vervoort J. Chem. Res. Toxicol. 8:1995;481-488.
18. Soffers A.E.M.F., Ploemen J.H.T.M., Moonen M., Wobbes T., Van Ommen B., Vervoort J., Van Bladeren P.J., Rietjens I.M.C.M. Chem. Res. Toxicol. 9:1996;638-646.
19. Van Haandel M.J.H., Rietjens I.M.C.M., Soffers A.E.M.F., Veeger C., Vervoort J., Modi S., Mondal M.S., Patel P.K., Behere D.V. JBIC. 1:1996;460-467.
20. Rietjens I.M.C.M., Soffers A.E.M.F., Veeger C., Vervoort J. Biochemistry. 32:1993;4801-4812.
21. Cénas N., Anusevicius Z., Bironaite D., Bachmanova G.I., Archakov A.I., Ollinger K. Arch. Biochem. Biophys. 315:1994;400-406.
22. Orna M.V., Mason R.P. J. Biol. Chem. 264:1989;12379-12384.
23. O'Connor C.J., McLennon P.J., Sutton E.M., Denny W.A., Wilson W.R.J. Perkin Trans. 2:1991;951-954.
24. Anusevicius Z., Martinez-Julvez M., Genzor C.G., Nivinskas H., Gomez-Moreno C., Cénas N. Biochim. Biophys. Acta. 1320:1997;247-255.
25. Cui K., Lu A.Y.H., Yang C.S. Proc. Natl. Acad. Sci. USA. 92:1995;1043-1047.