Betulinic acid inhibits the expression of hypoxia-inducible factor 1α and vascular endothelial growth factor in human endometrial adenocarcinoma cells

Molecular and Cellular Biochemistry

Volumn 340, Issue 1-2, 2010, Pages 15-20

  Karna, Ewa ^a   Szoka, Lukasz ^a   Palka, Jerzy A ^a  

^a MEDICAL UNIVERSITY OF BIALYSTOK   (Poland)

Author keywords

Betulinic acid; HIF 1 ; Human endometrial adenocarcinoma cells; Prolidase; Vascular endothelial cell growth factor (VEGF)

Indexed keywords

ALPHA1 INTEGRIN; ALPHA2 INTEGRIN; BETA1 INTEGRIN; BETULIC ACID; HYPOXIA INDUCIBLE FACTOR 1ALPHA; PROLINE DIPEPTIDASE; VASCULOTROPIN; ANGIOGENESIS INHIBITOR; ANTINEOPLASTIC AGENT; COLLAGEN; DIPEPTIDASE; HIF1A PROTEIN, HUMAN; TRITERPENE; VASCULOTROPIN A; VEGFA PROTEIN, HUMAN;

ANGIOGENESIS; ANTIANGIOGENIC ACTIVITY; ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; CARCINOMA CELL; CLINICAL EVALUATION; COLLAGEN DEGRADATION; COLLAGEN METABOLISM; COLLAGEN SYNTHESIS; CONTROLLED STUDY; CORRELATION ANALYSIS; DRUG ACTIVITY; ENDOMETRIUM CARCINOMA; ENZYME ACTIVITY; HUMAN; HUMAN CELL; IN VITRO STUDY; PROTEIN EXPRESSION; WESTERN BLOTTING; ADENOCARCINOMA; ANTAGONISTS AND INHIBITORS; BIOSYNTHESIS; DOSE RESPONSE; DOWN REGULATION; ENDOMETRIUM TUMOR; FEMALE; METABOLISM; PATHOLOGY; TUMOR CELL LINE; VASCULARIZATION;

ADENOCARCINOMA; ANGIOGENESIS INHIBITORS; ANTIGENS, CD29; ANTINEOPLASTIC AGENTS, PHYTOGENIC; CELL LINE, TUMOR; COLLAGEN; DIPEPTIDASES; DOSE-RESPONSE RELATIONSHIP, DRUG; DOWN-REGULATION; ENDOMETRIAL NEOPLASMS; FEMALE; HUMANS; HYPOXIA-INDUCIBLE FACTOR 1, ALPHA SUBUNIT; INTEGRIN ALPHA1; INTEGRIN ALPHA2; TRITERPENES; VASCULAR ENDOTHELIAL GROWTH FACTOR A;

EID: 77954424488     PISSN: 03008177     EISSN: 15734919     Source Type: Journal    
DOI: 10.1007/s11010-010-0395-8     Document Type: Article

References (37)

1. PK Mukherjee K Saha J Das M Pal BP Saha 1997 Studies on the anti-inflammatory activity of rhizomes of Nelumbo nucifera Planta Med 63 367 369 10.1055/s-2006-957705 1:CAS:528:DyaK2sXlt1Kmsrs%3D 9270384 (Pubitemid 27322437)
2. Y Yun S Han E Park, et al. 2003 Immunomodulatory activity of betulinic acid by producing proinflammatory cytokines and activation of macrophages Arch Pharm Res 26 1087 1095 10.1007/BF02994763 1:CAS:528:DC%2BD2cXhsFGmtw%3D%3D 14723345
3. CC Wen YH Kuo JT Jan, et al. 2007 Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus J Med Chem 50 4087 4095 10.1021/jm070295s 1:CAS:528: DC%2BD2sXot12ht7g%3D 17663539 (Pubitemid 47301740)
4. S Fulda I Jeremias HH Steiner T Pietsch KM Debatin 1999 Betulinic acid: a new cytotoxic agent against malignant brain-tumor cells Int J Cancer 82 435 441 10.1002/(SICI)1097-0215(19990730)82:3<435::AID-IJC18>3.0.CO;2-1 1:CAS:528:DyaK1MXksFalt7k%3D 10399962 (Pubitemid 29302986)
5. RH Cichewicz SA Kouzi 2004 Chemistry, biological activity, and chemotherapeutic potential of betulinic acid for the prevention and treatment of cancer and HIV infection Med Res Rev 24 90 114 10.1002/med.10053 1:CAS:528:DC%2BD2cXltVaiuw%3D%3D 14595673 (Pubitemid 38018596)
6. DA Eiznhamer ZQ Xu 2004 Betulinic acid: a promising anticancer candidate IDrugs 7 359 373 1:CAS:528:DC%2BD2cXntFOgs7s%3D 15057642
7. S Chintharlapalli S Papineni SK Ramaiah S Safe 2007 Betulinic acid inhibits prostate cancer growth through inhibition of specificity protein transcription factors Cancer Res 67 2816 2823 10.1158/0008-5472.CAN-06-3735 1:CAS:528:DC%2BD2sXivV2nsbw%3D 17363604 (Pubitemid 46548971)
8. M Bissel 1981 How does extracellular matrix direct gene expression? J Theor Biol 99 31 68 10.1016/0022-5193(82)90388-5
9. DJ Carey 1991 Control of growth and differentiation of vascular cells by extracellular matrix Ann Rev Physiol 53 161 177 10.1146/annurev.ph.53.030191. 001113 1:CAS:528:DyaK3MXisVCksbs%3D
10. E Ruoslahti 1992 Control of cell motility and tumor invasion by extracellular matrix interaction Br J Cancer 66 239 242 1:CAS:528: DyaK38XmtlWisbg%3D 1503896
11. J Arata J Tada T Yamada T Oono H Yasutomi E Oka 1991 Angiopathic pathogenesis of clinical manifestations in prolidase deficiency Arch Dermatol 127 124 125 10.1001/archderm.127.1.124 1:STN:280:DyaK3M%2Fpslanug%3D%3D 1986698
12. KS Choi MK Bae JW Jeong HE Moon KW Kim 2003 Hypoxia-induced angiogenesis during carcinogenesis J Biochem Mol Biol 36 120 127 1:CAS:528: DC%2BD3sXhtV2isbY%3D 12542982
13. Y Kolev H Uetake S Iida T Ishikawa T Kawano K Sugihara 2007 Prognostic significance of VEGF expression in correlation with COX-2, microvessel density, and clinicopathological characteristics in human gastric carcinoma Ann Surg Oncol 14 2738 2747 10.1245/s10434-007-9484-7 17687613 (Pubitemid 47460647)
14. I Myara C Charpentier A Lemonnier 1982 Optimal conditions for prolidase assay by proline colorimetric determination: application to imidopeptiduria Clin Chim Acta 125 193 205 10.1016/0009-8981(82)90196-6 1:CAS:528:DyaL3sXhvFyq 7139961 (Pubitemid 12002380)
15. OH Lowry NI Rosebrough AL Farr RJ Randall 1951 Protein measurement with the Folin reagent J Biol Chem 193 265 275 1:CAS:528:DyaG38XhsVyrsw%3D%3D 14907713
16. I Oyamada J Pałka EM Schalk K Takeda B Peterkofsky 1990 Scorbutic and fasted guinea pig sera contain an insulin-like growth factor I reversible inhibitor of proteoglycan and collagen synthesis in chick embryo chondrocytes and adult human skin fibroblasts Arch Biochem Biophys 276 85 93 10.1016/0003-9861(90)90013-O 1:CAS:528:DyaK3cXhtlOqurk%3D 2297232 (Pubitemid 20041820)
17. Peterkofsky B, Chojkier M, Bateman J (1982) Determination of collagen synthesis in tissue and cell culture system. In: Furthmay H (ed) Immunochemistry of the extracellular matrix. CRC Press, Boca Raton, FL, pp 19-47
18. UK Laemmli 1970 Cleavage of structural proteins during the assembly of the head of bacteriophage T4 Nature 227 680 685 10.1038/227680a0 1:CAS:528:DC%2BD3MXlsFags7s%3D 5432063
19. JA Pałka JM Phang 1997 Prolidase activity in fibroblasts is regulated by interaction of extracellular matrix with cell surface integrin receptors J Cell Biochem 67 166 175 9328822
20. V Zuco R Supino SC Righetti, et al. 2002 Selective cytotoxicity of betulinic acid on tumor cell lines, but not on normal cells Cancer Lett 175 17 25 10.1016/S0304-3835(01)00718-2 1:CAS:528:DC%2BD3MXovVCjtb0%3D 11734332 (Pubitemid 33153040)
21. WL Mock PC Green KD Boyer 1990 Specificity and pH dependence for acylproline cleavage by prolidase J Biol Chem 265 19600 1:CAS:528: DyaK3cXmt1KqsL0%3D 2246245
22. A Surazyński J Palka S Wolczynski 2001 Phosphorylation of prolidase increases the enzyme activity Mol Cell Biochem 220 95 101 10.1023/A:1010849100540 11451388 (Pubitemid 32519943)
23. A Surażyński W Miltyk J Pałka JM Phang 2008 Prolidase-dependent regulation of collagen biosynthesis Amino Acids 35 731 738 10.1007/s00726-008-0051-8 18320291
24. A Surazynski SP Donald SK Cooper, et al. 2008 Extracellular matrix and HIF-1 signaling: the role of prolidase Int J Cancer 122 1435 1440 10.1002/ijc.23263 1:CAS:528:DC%2BD1cXit1yhtLo%3D 17999410 (Pubitemid 351287248)
25. P Jaakkola DR Mole YM Tian, et al. 2001 Targeting of HIF-alpha to the von Hippel-Lindau ubiquitylation complex by O2-regulated prolyl hydroxylation Science 292 468 472 10.1126/science.1059796 1:CAS:528:DC%2BD3MXjtVentb0%3D 11292861
26. SW Jacob R Herschler 1986 Pharmacology of DMSO Cryobiology 1 14 27 10.1016/0011-2240(86)90014-3
27. GL Wang BH Jiang EA Rue GL Semenza 1995 Hypoxia-inducible factor 1 is a basic-helix-loop-helix-PAS heterodimer regulated by cellular O2 tension Proc Natl Acad Sci USA 92 5510 5514 10.1073/pnas.92.12.5510 1:CAS:528: DyaK2MXmtFOgs7k%3D 7539918
28. P Morley JF Whitfield 1993 The differentiation inducer, dimethyl sulfoxide, transiently increases the intracellular calcium ion concentration in various cell types J Cell Physiol 156 219 225 10.1002/jcp.1041560202 1:CAS:528:DyaK3sXlslektbc%3D 8393876
29. D Mottet G Michel P Renard N Ninane M Raes C Michiels 2003 Role of ERK and calcium in the hypoxia-induced activation of HIF-1 J Cell Physiol 194 30 44 10.1002/jcp.10176 1:CAS:528:DC%2BD38XptlGqs7Y%3D 12447987 (Pubitemid 35424225)
30. 1 integrins Proc Natl Acad Sci USA 94 13612 13617 10.1073/pnas.94.25.13612 1:CAS:528:DyaK2sXotValsLo%3D 9391074 (Pubitemid 28009631)
31. JA Forsythe BH Jiang NV Iyer F Agani SW Leung RD Koos GL Semenza 1996 Activation of vascular endothelial growth factor gene transcription by hypoxia-inducible factor 1 Mol Cell Biol 16 4604 4613 1:CAS:528: DyaK28XltFKjsrc%3D 8756616
32. BH Jiang E Rue GL Wang R Roe GL Semenza 1996 Dimerization, DNA binding, and transactivation properties of hypoxia-inducible factor 1 J Biol Chem 271 17771 17778 10.1074/jbc.271.30.17771 1:CAS:528:DyaK28XksFyit70%3D 8663540 (Pubitemid 26250751)
33. JM Gleadle PJ Ratcliffe 1997 Induction of hypoxia-inducible factor-1, erythropoietin, vascular endothelial growth factor, and glucose transporter-1 by hypoxia: evidence against a regulatory role for Src kinase Blood 89 503 509 1:CAS:528:DyaK2sXlt1WjtA%3D%3D 9002952
34. NV Iyer LE Kotch F Agani SW Leung E Laughner RH Wenger M Gassmann JD Gearhart AM Lawker AY Yu GL Semenza 1998 Cellular and developmental control of O2 homeostasis by hypoxia-inducible factor 1 alpha Genes Dev 12 149 162 10.1101/gad.12.2.149 1:CAS:528:DyaK1cXnsVOqsQ%3D%3D 9436976
35. M Sulkowska A Wincewicz S Sulkowski M Koda L Kanczuga-Koda 2009 Relations of TGF-beta1 with HIF-1 alpha, GLUT-1 and longer survival of colorectal cancer patients Pathology 41 254 260 10.1080/00313020802579318 1:CAS:528: DC%2BD1MXjt1Cksb0%3D 19142800
36. C Potter AL Harris 2004 Hypoxia inducible carbonic anhydrase IX, marker of tumour hypoxia, survival pathway and therapy target Cell Cycle 3 164 167 1:CAS:528:DC%2BD2cXisFGmsrc%3D 14712082
37. N Robertson C Potter AL Harris 2004 Role of carbonic anhydrase IX in human tumor cell growth, survival, and invasion Cancer Res 64 6160 6165 10.1158/0008-5472.CAN-03-2224 1:CAS:528:DC%2BD2cXntFClsbo%3D 15342400 (Pubitemid 39129417)