Heteronemin, a spongean sesterterpene, inhibits TNFα-induced NF-κB activation through proteasome inhibition and induces apoptotic cell death

Biochemical Pharmacology

Volumn 79, Issue 4, 2010, Pages 610-622

  Schumacher, Marc ^a   Cerella, Claudia ^a   Eifes, Serge ^a   Chateauvieux, Sébastien ^a   Morceau, Franck ^a   Jaspars, Marcel ^b   Dicato, Mario ^a   Diederich, Marc ^a  

^a LABORATOIRE DE BIOLOGIE MOLÉCULAIRE ET CELLULAIRE DU CANCER   (Luxembourg)

^b UNIVERSITY OF ABERDEEN   (United Kingdom)

Author keywords

Anti cancer drug discovery; Marine natural product; NF B

Indexed keywords

FLUORESCEIN ISOTHIOCYANATE; HETERONEMIN; I KAPPA B; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; LIPOCORTIN 5; MITOGEN ACTIVATED PROTEIN KINASE; NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE; PROCASPASE 3; PROCASPASE 8; PROCASPASE 9; PROPIDIUM IODIDE; PROTEIN BID; SESTERTERPENE; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG;

ANTIINFLAMMATORY ACTIVITY; ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; CELL NUCLEUS; CELL STRAIN K 562; CELL VIABILITY; CHRONIC MYELOID LEUKEMIA; COMPUTER MODEL; CONTROLLED STUDY; GEL MOBILITY SHIFT ASSAY; GENE EXPRESSION PROFILING; HUMAN; HUMAN CELL; HYRTIOS; IC 50; MICROARRAY ANALYSIS; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; PROTEIN DEGRADATION; SPONGE (PORIFERA);

ANIMALS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; ANTINEOPLASTIC AGENTS; APOPTOSIS; HUMANS; JURKAT CELLS; K562 CELLS; NF-KAPPA B; PORIFERA; PROTEASOME ENDOPEPTIDASE COMPLEX; SESTERTERPENES; TERPENES; TUMOR NECROSIS FACTOR-ALPHA;

EID: 71349086366     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bcp.2009.09.027     Document Type: Article

References (51)

1. Newman D.J., and Cragg G.M. Natural products as sources of new drugs over the last 25 years. J Nat Prod 70 (2007) 461-477
2. Donia M., and Hamann M.T. Marine natural products and their potential applications as anti-infective agents. Lancet Infect Dis 3 (2003) 338-348
3. Blunt J.W., Copp B.R., Hu W.P., Munro M.H., Northcote P.T., and Prinsep M.R. Marine natural products. Nat Prod Rep 25 (2008) 35-94
4. Molinski T.F., Dalisay D.S., Lievens S.L., and Saludes J.P. Drug development from marine natural products. Nat Rev Drug Discov 8 (2009) 69-85
5. Gilmore T.D. Introduction to NF-kappaB: players, pathways, perspectives. Oncogene 25 (2006) 6680-6684
6. Senftleben U., and Karin M. The IKK/NF-kappaB pathway. Crit Care Med 30 (2002) S18-S26
7. Karin M., and Greten F.R. NF-kappaB: linking inflammation and immunity to cancer development and progression. Nat Rev Immunol 5 (2005) 749-759
8. Coussens L.M., and Werb Z. Inflammation and cancer. Nature 420 (2002) 860-867
9. Perona R., and Sanchez-Perez I. Signalling pathways involved in clinical responses to chemotherapy. Clin Transl Oncol 9 (2007) 625-633
10. Reuter S., Eifes S., Dicato M., Aggarwal B.B., and Diederich M. Modulation of anti-apoptotic and survival pathways by curcumin as a strategy to induce apoptosis in cancer cells. Biochem Pharmacol 76 (2008) 1340-1351
11. Ahn K.S., Sethi G., and Aggarwal B.B. Reversal of chemoresistance and enhancement of apoptosis by statins through down-regulation of the NF-kappaB pathway. Biochem Pharmacol 75 (2008) 907-913
12. Baud V., and Karin M. Is NF-kappaB a good target for cancer therapy? Hopes and pitfalls. Nat Rev Drug Discov 8 (2009) 33-40
13. Coppola S., and Ghibelli L. GSH extrusion and and the mitochondrial pathway of apoptotic signalling. Biochem Soc Trans 28 (2000) 56-61
14. Fulda S., and Debatin K.M. Extrinsic versus intrinsic apoptosis pathways in anticancer chemotherapy. Oncogene 25 (2006) 4798-4811
15. Henshall D.C., Bonislawski D.P., Skradski S.L., Lan J.Q., Meller R., and Simon R.P. Cleavage of bid may amplify caspase-8-induced neuronal death following focally evoked limbic seizures. Neurobiol Dis 8 (2001) 568-580
16. Cha Y.J., Kim H.S., Rhim H., Kim B.E., Jeong S.W., and Kim I.K. Activation of caspase-8 in 3-deazaadenosine-induced apoptosis of U-937 cells occurs downstream of caspase-3 and caspase-9 without Fas receptor-ligand interaction. Exp Mol Med 33 (2001) 284-292
17. Schoch C., Kohlmann A., Schnittger S., Brors B., Dugas M., Mergenthaler S., et al. Acute myeloid leukemias with reciprocal rearrangements can be distinguished by specific gene expression profiles. Proc Natl Acad Sci USA 99 (2002) 10008-10013
18. Joyner D.E., Bastar J.D., and Randall R.L. Doxorubicin induces cell senescence preferentially over apoptosis in the FU-SY-1 synovial sarcoma cell line. J Orthop Res 24 (2006) 1163-1169
19. Martinez N., Sanchez-Beato M., Carnero A., Moneo V., Tercero J.C., Fernandez I., et al. Transcriptional signature of Ecteinascidin 743 (Yondelis, Trabectedin) in human sarcoma cells explanted from chemo-naive patients. Mol Cancer Ther 4 (2005) 814-823
20. Folmer F., Harrison W.T., Tabudravu J.N., Jaspars M., Aalbersberg W., Feussner K., et al. NF-kappaB-inhibiting naphthopyrones from the Fijian echinoderm Comanthus parvicirrus. J Nat Prod 71 (2008) 106-111
21. Kashman Y., and Rudi A. The 13C-NMR spectrum and stereochemistry of heteronemin. Tetrahedron 33 (1977) 2997-2998
22. Smyth G.K. Linear models and empirical bayes methods for assessing differential expression in microarray experiments. Stat Appl Genet Mol Biol 3 (2004) Article 3
23. Gentleman R.C., Carey V.J., Bates D.M., Bolstad B., Dettling M., Dudoit S., et al. Bioconductor: open software development for computational biology and bioinformatics. Genome Biol 5 (2004) R80
24. Smyth G. Limma: linear models for microarray data. In: Gentleman R., Carey V., Dudoit S., Irizarry R., and Huber W. (Eds). Bioinformatics and computational biology solutions using R and bioconductor (2005), Springer, New York 397-420
25. Smyth G.K., and Speed T. Normalization of cDNA microarray data. Methods 31 (2003) 265-273
26. Ritchie M.E., Diyagama D., Neilson J., van Laar R., Dobrovic A., Holloway A., et al. Empirical array quality weights in the analysis of microarray data. BMC Bioinform 7 (2006) 261
27. Benjamini Y., and Hochberg Y. Controlling the false discovery rate: a practical and powerful approach to multiple testing. JR Statist Soc B 57 (1995) 289-300
28. Kanehisa M., Goto S., Kawashima S., Okuno Y., and Hattori M. The KEGG resource for deciphering the genome. Nucleic Acids Res 32 (2004) D277-D280
29. Draghici S., Khatri P., Tarca A.L., Amin K., Done A., Voichita C., et al. A systems biology approach for pathway level analysis. Genome Res 17 (2007) 1537-1545
30. Falcon S., and Gentleman R. Using GOstats to test gene lists for GO term association. Bioinformatics 23 (2007) 257-258
31. Ashburner M., Ball C.A., Blake J.A., Botstein D., Butler H., Cherry J.M., et al. Gene ontology: tool for the unification of biology. The Gene Ontology Consortium. Nat Genet 25 (2000) 25-29
32. Frith M.C., Fu Y., Yu L., Chen J.F., Hansen U., and Weng Z. Detection of functional DNA motifs via statistical over-representation. Nucleic Acids Res 32 (2004) 1372-1381
33. Wakaguri H., Yamashita R., Suzuki Y., Sugano S., and Nakai K. DBTSS: database of transcription start sites, progress report 2008. Nucleic Acids Res 36 (2008) D97-101
34. Suzuki Y., Yamashita R., Nakai K., and Sugano S. DBTSS: DataBase of human transcriptional start sites and full-length cDNAs. Nucleic Acids Res 30 (2002) 328-331
35. Matys V., Kel-Margoulis O.V., Fricke E., Liebich I., Land S., Barre-Dirrie A., et al. TRANSFAC and its module TRANSCompel: transcriptional gene regulation in eukaryotes. Nucleic Acids Res 34 (2006) D108-D110
36. Duvoix A., Delhalle S., Blasius R., Schnekenburger M., Morceau F., Fougere M., et al. Effect of chemopreventive agents on glutathione S-transferase P1-1 gene expression mechanisms via activating protein 1 and nuclear factor kappaB inhibition. Biochem Pharmacol 68 (2004) 1101-1111
37. Cerella C., Scherer C., Cristofanon S., Henry E., Anwar A., Busch C., et al. Cell cycle arrest in early mitosis and induction of caspase-dependent apoptosis in U937 cells by diallyltetrasulfide (Al2S4). Apoptosis 14 (2009) 641-654
38. Folmer F., Blasius R., Morceau F., Tabudravu J., Dicato M., Jaspars M., et al. Inhibition of TNFalpha-induced activation of nuclear factor kappaB by kava (Piper methysticum) derivatives. Biochem Pharmacol 71 (2006) 1206-1218
39. Hietakangas V., Poukkula M., Heiskanen K.M., Karvinen J.T., Sistonen L., and Eriksson J.E. Erythroid differentiation sensitizes K562 leukemia cells to TRAIL-induced apoptosis by downregulation of c-FLIP. Mol Cell Biol 23 (2003) 1278-1291
40. D'Acquisto F., Lanzotti V., and Carnuccio R. Cyclolinteinone, a sesterterpene from sponge Cacospongia linteiformis, prevents inducible nitric oxide synthase and inducible cyclo-oxygenase protein expression by blocking nuclear factor-kappaB activation in J774 macrophages. Biochem J 346 Pt 3 (2000) 793-798
41. Choi H.J., Choi Y.H., Yee S.B., Im E., Jung J.H., and Kim N.D. Ircinin-1 induces cell cycle arrest and apoptosis in SK-MEL-2 human melanoma cells. Mol Carcinog 44 (2005) 162-173
42. Jiang Y., Ahn E.Y., Ryu S.H., Kim D.K., Park J.S., Kang S.W., et al. Mechanism of cell cycle arrest by (8E,13Z,20Z)-strobilinin/(7E,13Z,20Z)-felixinin from a marine sponge Psammocinia sp. Oncol Rep 14 (2005) 957-962
43. Rungeler P., Castro V., Mora G., Goren N., Vichnewski W., Pahl H.L., et al. Inhibition of transcription factor NF-kappaB by sesquiterpene lactones: a proposed molecular mechanism of action. Bioorg Med Chem 7 (1999) 2343-2352
44. Garcia-Pineres A.J., Lindenmeyer M.T., and Merfort I. Role of cysteine residues of p65/NF-kappaB on the inhibition by the sesquiterpene lactone parthenolide and N-ethyl maleimide, and on its transactivating potential. Life Sci 75 (2004) 841-856
45. Wonganuchitmeta S.N., Yuenyongsawad S., Keawpradub N., and Plubrukarn A. Antitubercular sesterterpenes from the Thai sponge Brachiaster sp. J Nat Prod 67 (2004) 1767-1770
46. Morotti A., Cilloni D., Pautasso M., Messa F., Arruga F., Defilippi I., et al. NF-kB inhibition as a strategy to enhance etoposide-induced apoptosis in K562 cell line. Am J Hematol 81 (2006) 938-945
47. Kefaloyianni E., Gaitanaki C., and Beis I. ERK1/2 and p38-MAPK signalling pathways, through MSK1, are involved in NF-kappaB transactivation during oxidative stress in skeletal myoblasts. Cell Signal 18 (2006) 2238-2251
48. Huang L., and Chen C.H. Proteasome regulators: activators and inhibitors. Curr Med Chem 16 (2009) 931-939
49. Richardson P.G., Barlogie B., Berenson J., Singhal S., Jagannath S., Irwin D., et al. A phase 2 study of bortezomib in relapsed, refractory myeloma. N Engl J Med 348 (2003) 2609-2617
50. Ruiz S., Krupnik Y., Keating M., Chandra J., Palladino M., and McConkey D. The proteasome inhibitor NPI-0052 is a more effective inducer of apoptosis than bortezomib in lymphocytes from patients with chronic lymphocytic leukemia. Mol Cancer Ther 5 (2006) 1836-1843
51. Schroder H.C., Steffen R., Wenger R., Ugarkovic D., and Muller W.E. Age-dependent increase of DNA topoisomerase II activity in quail oviduct; modulation of the nuclear matrix-associated enzyme activity by protein phosphorylation and poly(ADP-ribosyl)ation. Mutat Res 219 (1989) 283-294