Cinnamic acids as new inhibitors of 17β-hydroxysteroid dehydrogenase type 5 (AKR1C3)

Molecular and Cellular Endocrinology

Volumn 248, Issue 1-2, 2006, Pages 233-235

  Brožič, Petra ^a   Golob, Barbara ^a   Gomboc, Nataša ^a   Rižner, Tea Lanišnik ^a   Gobec, Stanislav ^a  

^a UNIVERSITY OF LJUBLJANA   (Slovenia)

Author keywords

AKR1C3; Aldo keto reductase; Cancer; Cinnamic acid; Inhibitors

Indexed keywords

17BETA HYDROXYSTEROID DEHYDROGENASE TYPE 5; 17BETA HYDROXYSTEROID DEHYDROGENASE TYPE 5 INHIBITOR; 3 COUMARIC ACID; 3 CYCLOHEXYLPROPANOIC ACID; 3 TRIFLUOROMETHYLCINNAMIC ACID; 3,4,5 TRIMETHOXYCINNAMIC ACID; ALPHA METHYLCINNAMIC ACID; ANDROGEN RECEPTOR; CAFFEIC ACID; CINNAMIC ACID; CINNAMIC ACID DERIVATIVE; COUMARIN 3 CARBOXYLIC ACID; ENZYME INHIBITOR; ESTROGEN RECEPTOR; PHENANTHRENEQUINONE; RECOMBINANT ENZYME; TESTOSTERONE 17BETA DEHYDROGENASE; UNCLASSIFIED DRUG;

CONFERENCE PAPER; DRUG EFFECT; DRUG POTENCY; ENZYME INHIBITION; HYDROPHOBICITY; IC 50; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; SPECTROPHOTOMETRY; STRUCTURE ACTIVITY RELATION;

17-HYDROXYSTEROID DEHYDROGENASES; 3-HYDROXYSTEROID DEHYDROGENASES; CINNAMATES; ENZYME INHIBITORS; HUMANS; HYDROXYPROSTAGLANDIN DEHYDROGENASES; INHIBITORY CONCENTRATION 50; METHACRYLATES; PHENYLPROPIONATES;

EID: 33644907995     PISSN: 03037207     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.mce.2005.10.020     Document Type: Conference Paper

References (13)

1. J. Adamski, and F.J. Jakob A quide to 17β-hydroxysteroid dehydrogenases Mol. Cell. Endocrinol. 171 2001 1 4
2. D.R. Bauman, S. Rudnick, L.M. Szewczuk, Y. Jin, S. Gopishetty, and T.M. Penning Development of non-steroidal anti-inflammatory drug (NSAID) analogs and steroid carboxylates selective for human aldo-keto reductase isoforms: potential antineoplastic agents that work independently of cyclooxygenase isozymes Mol. Pharmacol. 67 2005 60 68
3. S. Gobec, M. Sova, K. Kristan, and T. Lanišnik Rižner Cinnamic acid esters as potent inhibitors of fungal 17β-hydroxysteroid dehydrogenase - a model enzyme of the short-chain dehydrogenase/reductase superfamily Bioorg. Med. Chem. Lett. 14 2004 3933 3936
4. A. Krazeisen, R. Breitling, G. Moeller, and J. Adamski Human 17β-hydroxysteroid dehydrogenase type 5 is inhibited by dietary flavonoids Adv. Exp. Med. Biol. 505 2002 151 161
5. T. Lanišnik Rižner, G. Möller, H.H. Thole, M. Žakelj-Mavrič, and J. Adamski A novel 17β-hydroxysteroid dehydrogenase in the fungus Cochliobolus lunatus: new insights into the evolution of steroid hormone signaling Biochem. J. 337 1999 425 431
6. L. Liu, W.R. Hudgins, S. Shack, M.Q. Yin, and D. Samid Cinnamic acid: a natural product with potential use in cancer intervention Int. J. Cancer 62 1995 345 350
7. A.L. Lovering, J.P. Ride, C.M. Bunce, J.C. Desmond, S.M. Cummings, and S.A. White Crystal structures of prostaglandin D2 11-ketoreductase (AKR1C3) in complex with the nonsteroidal anti-inflammatory drugs flufenamic acid and indomethacin Cancer Res. 64 2004 1802 1810
8. R. Mindnich, G. Möller, and J. Adamski The role of 17β-hydroxysteroid dehydrogenases Mol. Cell. Endocrinol. 218 2004 7 20
9. T.M. Penning, I. Mukharji, S. Barrows, and P. Talalay Purification and properties of a 3α-hydroxysteroid dehydrogenase of rat liver cytosol and its inhibition by anti-inflammatory drugs Biochem. J. 222 1984 601 611
10. T.M. Penning, M.E. Burczynski, M.E. Jez, C.F. Hung, H.K. Lin, H. Ma, M. Moore, N. Palackal, and K. Ratnam Human 3α-hydroxysteroid dehydrogenase isoforms (AKR1C1-AKR1C4) of the aldo-keto reductase superfamily: functional plasticity and tissue distribution reveals roles in the inactivation and formation of male and female sex steroids Biochem. J. 351 2000 67 77
11. T.M. Penning Hydroxysteroid dehydrogenases and pre-receptor regulation of steroid hormone action Hum. Reprod. Update 9 2003 193 205
12. D. Poirier Inhibitors of 17β-hydroxysteroid dehydrogenases Curr. Med. Chem. 10 2003 453 477
13. S. Steckelbroeck, Y. Jin, S. Gopishetty, B. Oyesanmi, and T. Penning Human cytosolic 3α-hydroxysteroid dehydrogenases of the aldo-keto reductase superfamily display significant 3β-hydroxysteroid dehydrogenase activity J. Biol. Chem. 279 2004 10784 10795