Pyrazolo Pyrimidine-Type Inhibitors of Src Family Tyrosine Kinases Promote Ovarian Steroid-Induced Differentiation of Human Endometrial Stromal Cells in Vitro

Biology of Reproduction

Volumn 70, Issue 1, 2004, Pages 214-221

  Maruyama, Tetsuo ^a   Yamamoto, Yurie ^a   Shimizu, Aki ^a   Masuda, Hirotaka ^a   Sakai, Nozomi ^a   Sakurai, Rei ^a   Asada, Hironori ^a   Yoshimura, Yasunori ^a  

^a KEIO UNIVERSITY SCHOOL OF MEDICINE   (Japan)

Author keywords

Decidua; Female reproductive tract; Kinases; Progesterone; Signal transduction

Indexed keywords

4 AMINO 7 TERT BUTYL 5 (4 CHLOROPHENYL)PYRAZOLO[3,4 D]PYRIMIDINE; 4 AMINO 7 TERT BUTYL 5 (4 METHYLPHENYL)PYRAZOLO[3,4 D]PYRIMIDINE; GESTAGEN; HERBIMYCIN A; PROLACTIN; PROTEIN TYROSINE KINASE; PROTEIN TYROSINE KINASE INHIBITOR; PYRAZOLOPYRIMIDINE DERIVATIVE; SOMATOMEDIN BINDING PROTEIN 1; STEROID; TYROSINE; UNCLASSIFIED DRUG;

CARCINOGENESIS; CELL DIFFERENTIATION; CELL GROWTH; CONFERENCE PAPER; CONTROLLED STUDY; DECIDUALIZATION; DEPHOSPHORYLATION; ENDOMETRIUM; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME SPECIFICITY; FEMALE; GENE ACTIVATION; HORMONE ACTION; HUMAN; HUMAN CELL; IN VITRO STUDY; ONCOGENE SRC; OVARY FUNCTION; PRIORITY JOURNAL; PROTEIN FAMILY; PROTEIN PHOSPHORYLATION; SIGNAL TRANSDUCTION; UPREGULATION; UTERUS FUNCTION;

ANIMALS; BENZOQUINONES; BIOLOGICAL MARKERS; CELL DIFFERENTIATION; DECIDUA; ENDOMETRIUM; ENZYME INHIBITORS; ESTROGENS; FEMALE; HUMANS; INSULIN-LIKE GROWTH FACTOR BINDING PROTEIN 1; LACTAMS, MACROCYCLIC; MICE; MITOGEN-ACTIVATED PROTEIN KINASES; NIH 3T3 CELLS; PHOSPHORYLATION; PLATELET-DERIVED GROWTH FACTOR; PROGESTERONE; PROLACTIN; PYRAZOLES; PYRIMIDINES; QUINONES; SIGNAL TRANSDUCTION; SRC-FAMILY KINASES; STROMAL CELLS;

EID: 0346093946     PISSN: 00063363     EISSN: None     Source Type: Journal    
DOI: 10.1095/biolreprod.103.021527     Document Type: Conference Paper

References (50)

1. Hunter T. The Croonian Lecture. 1997. The phosphorylation of proteins on tyrosine: its role in cell growth and disease. Philos Trans R Soc Lond B Biol Sci 1998; 353:583-605.
2. Thomas SM, Brugge JS. Cellular functions regulated by Src family kinases. Annu Rev Cell Dev Biol 1997; 13:513-609.
3. Pallen CJ. Protein tyrosine phosphatase alpha (PTPalpha): a Src family kinase activator and mediator of multiple biological effects. Curr Top Med Chem 2003; 3:821-835.
4. Huang JR, Tseng L, Bischof P, Janne OA. Regulation of prolactin production by progestin, estrogen, and relaxin in human endometrial stromal cells. Endocrinology 1987; 121:2011-2017.
5. Irwin JC, Kirk D, King RJ, Quigley MM, Gwatkin RB. Hormonal regulation of human endometrial stromal cells in culture: an in vitro model for decidualization. Fertil Steril 1989; 52:761-768.
6. Maruyama T, Yoshimura Y, Yodoi J, Sabe H. Activation of c-Src kinase is associated with in vitro decidualization of human endometrial stromal cells. Endocrinology 1999; 140:2632-2636.
7. Yamamoto Y, Maruyama T, Sakai N, Sakurai R, Shimizu A, Hamatani T, Masuda H, Uchida H, Sabe H, Yoshimura Y. Expression and subcellular distribution of the active form of c-Src tyrosine kinase in differentiating human endometrial stromal cells. Mol Hum Reprod 2002; 8:1117-1124.
8. Hanke JH, Gardner JP, Dow RL, Changelian PS, Brissette WH, Weringer EJ, Pollok BA, Connelly PA. Discovery of a novel, potent, and Src family-selective tyrosine kinase inhibitor. Study of Lck- and FynT-dependent T cell activation. J Biol Chem 1996; 271:695-701.
9. Liu Y, Bishop A, Witucki L, Kraybill B, Shimizu E, Tsien J, Ubersax J, Blethrow J, Morgan DO, Shokat KM. Structural basis for selective inhibition of Src family kinases by PP1. Chem Biol 1999; 6:671-678.
10. Schindler T, Sicheri F, Pico A, Gazit A, Levitzki A, Kuriyan J. Crystal structure of Hck in complex with a Src family-selective tyrosine kinase inhibitor. Mol Cell 1999; 3:639-648.
11. Kawakatsu H, Sakai T, Takagaki Y, Shinoda Y, Saito M, Owada MK, Yano J. A new monoclonal antibody which selectively recognizes the active form of Src tyrosine kinase. J Biol Chem 1996; 271:5680-5685.
12. Noyes RW, Hertig AT, Rock J. Dating the endometrial biopsy. Fertil Steril 1950; 1:3-25.
13. Maruyama T, Sachi Y, Furuke K, Kitaoka Y, Kanzaki H, Yoshimura Y, Yodoi J. Induction of thioredoxin, a redox-active protein, by ovarian steroid hormones during growth and differentiation of endometrial stromal cells in vitro. Endocrinology 1999; 140:365-372.
14. Maruyama T, Kitaoka Y, Sachi Y, Nakanoin K, Hirota K, Shiozawa T, Yoshimura Y, Fujii S, Yodoi J. Thioredoxin expression in the human endometrium during the menstrual cycle. Mol Hum Reprod 1997; 3:989-993.
15. Sakai N, Maruyama T, Sakurai R, Masuda H, Yamamoto Y, Shimizu A, Kishi I, Asada H, Yamagoe S, Yoshimura Y. Involvement of histone acetylation in ovarian steroid-induced decidualization of human endometrial stromal cells. J Biol Chem 2003; 278:16675-16682.
16. DeMali KA, Godwin SL, Soltoff SP, Kazlauskas A. Multiple roles for Src in a PDGF-stimulated cell. Exp Cell Res 1999; 253:271-279.
17. Sakai T, Kawakatsu H, Fujita M, Yano J, Owada MK. An epitope localized in c-Src negative regulatory domain is a potential marker in early stage of colonic neoplasms. Lab Invest 1998; 78:219-225.
18. Jiang G, den Hertog J, Su J, Noel J, Sap J, Hunter T. Dimerization inhibits the activity of receptor-like protein-tyrosine phosphatase-alpha. Nature 1999; 401:606-610.
19. Tominaga T, Sahai E, Chardin P, McCormick F, Courtneidge SA, Alberts AS. Diaphanous-related formins bridge Rho GTPase and Src tyrosine kinase signaling. Mol Cell 2000; 5:13-25.
20. Wu Y, Ozaki Y, Inoue K, Satoh K, Ohmori T, Yatomi Y, Owada K. Differential activation and redistribution of c-Src and Fyn in platelets, assessed by MoAb specific for C-terminal tyrosine-dephosphorylated c-Src and Fyn. Biochim Biophys Acta 2000; 1497:27-36.
21. Feig LA, Schaffhausen B. Signal transduction: the hunt for Ras targets. Nature 1994; 370:508-509.
22. Osterhout DJ, Wolven A, Wolf RM, Resh MD, Chao MV. Morphological differentiation of oligodendrocytes requires activation of Fyn tyrosine kinase. J Cell Biol 1999; 145:1209-1218.
23. Klint P, Kanda S, Kloog Y, Claesson-Welsh L. Contribution of Src and Ras pathways in FGF-2 induced endothelial cell differentiation. Oncogene 1999; 18:3354-3364.
24. Walker JL, Zhang L, Menko AS. Transition between proliferation and differentiation for lens epithelial cells is regulated by Src family kinases. Dev Dyn 2002; 224:361-372.
25. Susva M, Missbach M, Green J. Src inhibitors: drugs for the treatment of osteoporosis, cancer or both? Trends Pharmacol Sci 2000; 21:489-495.
26. Conway AM, Rakhit S, Pyne S, Pyne NJ. Platelet-derived-growth-factor stimulation of the p42/p44 mitogen-activated protein kinase pathway in airway smooth muscle: role of pertussis-toxin-sensitive G-proteins, c-Src tyrosine kinases and phosphoinositide 3-kinase. Biochem J 1999; 337:171-177.
27. Waltenberger J, Uecker A, Kroll J, Frank H, Mayr U, Bjorge JD, Fujita D, Gazit A, Hombach V, Levitzki A, Bohmer FD. A dual inhibitor of platelet-derived growth factor beta-receptor and Src kinase activity potently interferes with motogenic and mitogenic responses to PDGF in vascular smooth muscle cells. A novel candidate for prevention of vascular remodeling. Circ Res 1999; 85:12-22.
28. Oak JN, Lavine N, Van Tol HH. Dopamine D(4) and D(2L) receptor stimulation of the mitogen-activated protein kinase pathway is dependent on trans-activation of the platelet-derived growth factor receptor. Mol Pharmacol 2001; 60:92-103.
29. He H, Hirokawa Y, Levitzki A, Maruta H. An anti-Ras cancer potential of PP1, an inhibitor specific for Src family kinases: in vitro and in vivo studies. Cancer J 2000; 6:243-248.
30. Brockdorff JL, Gu H, Mustelin T, Kaltoft K, Geisler C, Ropke C, Odum N. Gab2 is phosphorylated on tyrosine upon interleukin-2/interleukin-15 stimulation in mycosis-fungoides-derived tumor T cells and associates inducibly with SHP-2 and Stat5a. Exp Clin Immunogenet 2001; 18:86-95.
31. Sunohara JR, Ridgway ND, Cook HW, Byers DM. Regulation of MARCKS and MARCKS-related protein expression in BV-2 microglial cells in response to lipopolysaccharide. J Neurochem 2001; 78:664-672.
32. Christian M, Zhang X, Schneider-Merck T, Unterman TG, Gellersen B, White JO, Brosens JJ. Cyclic AMP-induced forkhead transcription factor, FKHR, cooperates with CCAAT/enhancer-binding protein beta in differentiating human endometrial stromal cells. J Biol Chem 2002; 277:20825-20832.
33. Kim JJ, Taylor HS, Akbas GE, Foucher I, Trembleau A, Jaffe RC, Fazleabas AT, Unterman TG. Regulation of insulin-like growth factor binding protein-1 promoter activity by FKHR and HOXA10 in primate endometrial cells. Biol Reprod 2003; 68:24-30.
34. Woods YL, Rena G. Effect of multiple phosphorylation events on the transcription factors FKHR, FKHRL1 and AFX. Biochem Soc Trans 2002; 30:391-397.
35. Chan TO, Rittenhouse SE, Tsichlis PN. AKT/PKB and other D3 phosphoinositide-regulated kinases: kinase activation by phosphoinositide-dependent phosphorylation. Annu Rev Biochem 1999; 68:965-1014.
36. Yoshino O, Osuga Y, Hirota Y, Koga K, Yano T, Tsutsumi O, Taketani Y. Akt as a possible intracellular mediator for decidualization in human endometrial stromal cells. Mol Hum Reprod 2003; 9:265-269.
37. Chen R, Kim O, Yang J, Sato K, Eisenmann KM, McCarthy J, Chen H, Qiu Y. Regulation of Akt/PKB activation by tyrosine phosphorylation. J Biol Chem 2001; 276:31858-31862.
38. Nijhuis E, Lammers JW, Koenderman L, Coffer PJ. Src kinases regulate PKB activation and modulate cytokine and chemoattractant-controlled neutrophil functioning. J Leukoc Biol 2002; 71:115-124.
39. Tatton L, Morley GM, Chopra R, Khwaja A. The Src-selective kinase inhibitor PP1 also inhibits Kit and Bcr-Abl tyrosine kinases. J Biol Chem 2003; 278:4847-4853.
40. Yan C, Takahashi M, Okuda M, Lee JD, Berk BC. Fluid shear stress stimulates big mitogen-activated protein kinase 1 (BMK1) activity in endothelial cells. Dependence on tyrosine kinases and intracellular calcium. J Biol Chem 1999; 274:143-150.
41. Franch HA, Wang X, Sooparb S, Brown NS, Du J. Phosphatidylinositol 3-kinase activity is required for epidermal growth factor to suppress proteolysis. J Am Soc Nephrol 2002; 13:903-909.
42. Karni R, Mizrachi S, Reiss-Sklan E, Gazit A, Livnah O, Levitzki A. The pp60c-Src inhibitor PP1 is non-competitive against ATP. FEBS Lett 2003; 537:47-52.
43. Uehara Y, Fukazawa H, Murakami Y, Mizuno S. Irreversible inhibition of v-src tyrosine kinase activity by herbimycin A and its abrogation by sulfhydryl compounds. Biochem Biophys Res Commun 1989; 163:803-809.
44. Fukazawa H, Uehara Y, Murakami Y, Mizuno S, Hamada M, Takeuchi T. Labeling of v-Src and BCR-ABL tyrosine kinases with [14C]herbimycin A and its use in the elucidation of the kinase inactivation mechanism. FEBS Lett 1994; 340:155-158.
45. Senga T, Miyazaki K, Machida K, Iwata H, Matsuda S, Nakashima I, Hamaguchi M. Clustered cysteine residues in the kinase domain of v-Src: critical role for protein stability, cell transformation and sensitivity to herbimycin A. Oncogene 2000; 19:273-279.
46. Oddie KM, Litz JS, Balserak JC, Payne DM, Creutz CE, Parsons SJ. Modulation of pp60c-src tyrosine kinase activity during secretion in stimulated bovine adrenal chromaffin cells. J Neurosci Res 1989; 24:38-48.
47. Barnekow A, Jahn R, Schartl M. Synaptophysin: a substrate for the protein tyrosine kinase pp60c-src in intact synaptic vesicles. Oncogene 1990; 5:1019-1024.
48. Ely CM, Tomiak WM, Allen CM, Thomas L, Thomas G, Parsons SJ. pp60c-src enhances the acetylcholine receptor-dependent catecholamine release in vaccinia virus-infected bovine adrenal chromaffin cells. J Neurochem 1994; 62:923-933.
49. Furuyama N, Fujisawa Y. Regulation of collagenolytic protease secretion through c-Src in osteoclasts. Biochem Biophys Res Commun 2000; 272:116-124.
50. Mocsai A, Jakus Z, Vantus T, Berton G, Lowell CA, Ligeti E. Kinase pathways in chemoattractant-induced degranulation of neutrophils: the role of p38 mitogen-activated protein kinase activated by Src family kinases. J Immunol 2000; 164:4321-4331.