Effect of Isoimperatorin on the Proliferation of Prostate Cancer Cell Line DU145 Cells

  • Published : 2005.09.01

Abstract

We isolated a coumarin compound, isoimperatorin ($C_{16}H_{14}O_4$ mw: 270) from Angelica koreana through silica gel column chromatography, and characterized it by NMR. Here, for the first time we observed that isoimperatorin (25, 50 and 100 ${\mu}M$) treatment for 24-72h inhibited growth and induced death in human prostate carcinoma DU145 cells. Further, in mechanistic investigation, isoimperatorin-induced cell growth inhibition was associated with a strong increase in G1 arrest in cell cycle progression, which started at 24h of the treatment. These findings suggest a novel anticancer efficacy of isoimperatorin mediated via induction of G1 arrest against hormone refractory human prostate carcinoma DU145 cells.

Keywords

References

  1. Bosland M. C., McCormick D. L., Melamed J. Walden P. D., Jacquotte AZ, Lumey LH. (2002). hemoprevention strategy for prostate cancer. Eur J. Cancer Chemoprev. 11, 18-27
  2. Cai, Y., Baer-Dubowska, W., Aswood-Smith, M. and Digiovanni, J. (1997). Inhibitory effects of naturally occuring coumarins on the metabolic activation ofbenzo[a]pyrane and 7, 12-dimethylbenzo[a]anthracene in culured mouse keratocytes. Carcinogenesis 18, 215-222 https://doi.org/10.1093/carcin/18.1.215
  3. Cheng, L. Ricardo V. Lloyd, Amy L. Weaver, Thomas M. Pisansky, John C. Cheville, Dharamdas M. Ramnani, Bradley C. Leibovich, Michael L. Blute, Horst Zincke and David G. Bostwick, (2000). The cell cycle inhibitors p21/wafl and Kip/p27 are associated with survival in patients treated by salvage prostatectomy after radiation therapy. Clin Cancer Res. 6, 1896-1899
  4. Chi, H. J., Kim, H.S. (1970). Pharmacological study of isoimperatorin and oxypeucedanin. Kor. J. Pharmac. 14, 21-27
  5. Cho, J. Y., Lee, J. S., Park, J. S., Park M. H. (1998). Isolation of inhibitory components on tumor necrosis factor-a production from Angelica koreana. Yakhak Hoiji 42, 125-131
  6. Choi, Y. E., Ahn, H., and Ryu, J., (2000). Polyacetylens from Angelica gigas and their inhibitory activity on nitric oxide synthesis in activated macrophage. Biol. Pharm. Bull., 23, 884-886 https://doi.org/10.1248/bpb.23.884
  7. Feldman B. J., Feldman D. (2001). The development of androgen-independent prostate cancer. Nat Rev Cancer. 1, 34-45 https://doi.org/10.1038/35094009
  8. Fujioka T, Furumi K, Fujii H, Okabe H, Mihashi K, Nakano Y, Matsunaga H, Katano M, Mori M., (1999). Antiproliferative constituents from umbelliferae plants. V. A new furanocoumarin and falcarindiol furanocoumarin ethers from the root of Angelicajaponica. Chem. Pharm. Bull. 47, 96-100 https://doi.org/10.1248/cpb.47.96
  9. Godley, P. A., Campbell, M. K., Gallagher, P., Martinson, F. E. A., Mohler, J. L., and Sandler, R. S. (1996). Biomarkers of essential fatty acid consumption and risk of prostate carcinoma. Cancer Epidemol. Biomark. Prev. 5, 889-895
  10. Grana X., Reddy P. (1995). Cell Cycle control in mammalian cells : role of cyelins, cyelin-dependent kinases (CDKs), growth suppressor genes and cyclin-dependent kinase inhibitors (CDKIs). Oncogene 11, 211-219
  11. Hunter, T., and Pines, J. (1994). Cyelins and cancer II : cyelin D and CDK inhibitors come of age. Cell 79, 573-582 https://doi.org/10.1016/0092-8674(94)90543-6
  12. Jemal A, Thomas A, Murray T, et al. Cancer statistics. (2003). CA Cancer J Clin. 53, 5-26 https://doi.org/10.3322/canjclin.53.1.5
  13. Morgan, D. O.(1995). Principles of CDK regulation. Nature 374, 131-134 https://doi.org/10.1038/374131a0
  14. Oh, HC., Lee, HS., Kim TW., Chai, KY., Chung, HT., Kwon TO., Jun, JY., Jeong, OS., Kim YC, Yun, YG. (2002) Furocoumarins from Angelica dahurica with Hepatoprotective Activity on Tacrine-Induced Cytotoxicity in Hep G2 Cells. Planta Med. 68, 463-464 https://doi.org/10.1055/s-2002-32075
  15. Polyak K, Lee MH, Erdjument-Bromage H, Koff A, Robert JM, Tempst P, Massague J (1944). Cloning of Kip1/p27, cyelindependent kinase inhibitor and a potential mediator of extracellular antimitogenic signals. Cell. 78, 59-66 https://doi.org/10.1016/0092-8674(94)90572-X
  16. Ross, R. K., and Henderson, B. E. (1994). Do diet and pathogens alter prostate cancer risk via a common ethiologic pathway? J. Natl. Cancer Inst. 86, 252-254 https://doi.org/10.1093/jnci/86.4.252
  17. Shingh RP., Agarwal R. (2002). Phytochemicals as cell cyele modulators: a less tonic approach in halting human cancer. Cell Cycle 1, 156-161
  18. Toyoshima H, Hunter T.(1994). p27, a novel inhibitor of G1 cyclin-CDK protein kinase activity, is related to p21. Cell 78, 67-74 https://doi.org/10.1016/0092-8674(94)90573-8
  19. Wall, M. E., Wani, M. C., Manikumar, G., Hyghes, T. J., Taylor, H., McGivney, R. and Warner, J. (1988). Plant antimutagenic agents, 3. Coumarins. J, Nat. Prod. 51, 1148-1152 https://doi.org/10.1021/np50060a016
  20. Xinong Y, Hannon G. J., Zhang H., Casso D., Kobayashi R, Beach D. (1993). p21 is a universal inhibitor of cyclin kinases. Nature 366, 701-704 https://doi.org/10.1038/366701a0
  21. Yim, D. S., Shingh, R. P, Agarwal C., Lee, S. Y., Chi, H. J., and Agarwal, R. (2005). A novel anticancer agent, decursin, induces G1 arrest and apoptosis in human prostate carcinoma cells. Cancer Research 65, 1035-1044