Antimetastatic effect of halichondramide, a trisoxazole macrolide from the marine sponge chondrosia corticata, on human prostate cancer cells via modulation of epithelial-to-mesenchymal transition

Marine Drugs

Volumn 11, Issue 7, 2013, Pages 2472-2485

  Shin, Yoonho ^a   Kim, Gi Dae ^a   Jeon, Ju Eun ^a   Shin, Jongheon ^a   Lee, Sang Kook ^a  

^a Seoul National University   (South Korea)

Author keywords

Antimetastasis; Halichondramide (HCA); MMPs; PC3 cells; PRL 3

Indexed keywords

ANTIMETASTATIC AGENT; GELATINASE A; GELATINASE B; HALICHONDRAMIDE; MACROLIDE; MESSENGER RNA; NERVE CELL ADHESION MOLECULE; PHOSPHATASE OF REGENERATING LIVER 3; PHOSPHATIDYLINOSITOL 3 KINASE; PHOSPHATIDYLINOSITOL 3 KINASE SUBUNIT P110; PHOSPHATIDYLINOSITOL 3 KINASE SUBUNIT P85; TUMOR MARKER; UNCLASSIFIED DRUG; UVOMORULIN;

ANTIPROLIFERATIVE ACTIVITY; ARTICLE; CANCER CELL; CANCER CELL DESTRUCTION; CANCER INHIBITION; CHONDROSIA CORTICATA; CONCENTRATION RESPONSE; CONTROLLED STUDY; DOWN REGULATION; DRUG CYTOTOXICITY; DRUG EFFECT; DRUG IDENTIFICATION; DRUG MECHANISM; DRUG STRUCTURE; E CADHERIN GENE; EPITHELIAL MESENCHYMAL TRANSITION; GENE; GENE EXPRESSION; HUMAN; HUMAN CELL; IC 50; MALE; MARINE SPECIES; MATRIX METALLOPROTEINASE 2 GENE; MATRIX METALLOPROTEINASE 9 GENE; METASTASIS INHIBITION; METASTASIS POTENTIAL; MIGRATION INHIBITION; N CADHERIN GENE; PHOSPHATASE OF REGENERATING LIVER 3 GENE; PHOSPHATIDYLINOSITOL 3 KINASE SUBUNIT P110 GENE; PHOSPHATIDYLINOSITOL 3 KINASE SUBUNIT P85 GENE; PROSTATE CANCER; PROTEIN EXPRESSION; UPREGULATION;

CHONDROSIA CORTICATA;

ANIMALS; ANTINEOPLASTIC AGENTS; CADHERINS; CELL LINE, TUMOR; CELL MOVEMENT; DOWN-REGULATION; EPITHELIAL-MESENCHYMAL TRANSITION; GENE EXPRESSION REGULATION, NEOPLASTIC; HETEROCYCLIC COMPOUNDS WITH 4 OR MORE RINGS; HUMANS; MALE; MATRIX METALLOPROTEINASES; NEOPLASM INVASIVENESS; NEOPLASM PROTEINS; PHOSPHATIDYLINOSITOL 3-KINASES; PORIFERA; PROSTATIC NEOPLASMS; PROTEIN TYROSINE PHOSPHATASES; TUMOR MARKERS, BIOLOGICAL;

EID: 84880891740     PISSN: None     EISSN: 16603397     Source Type: Journal    
DOI: 10.3390/md11072472     Document Type: Article

References (35)

1. Blunt, J.W.; Copp, B.R.; Keyzers, R.A.; Munro, M.H.; Prinsep, M.R. Marine natural products. Nat. Prod. Rep. 2012, 29, 144-222.
2. Montaser, R.; Luesch, H. Marine natural products: A new wave of drugs? Future Med. Chem. 2011, 3, 1475-1489.
3. Halim, H.; Chunhacha, P.; Suwanborirux, K.; Chanvorachote, P. Anticancer and antimetastatic activities of Renieramycin M, a marine tetrahydroisoquinoline alkaloid, in human non-small cell lung cancer cells. Anticancer Res. 2011, 31, 193-201.
4. Nguyen, H.T.; Chau, V.M.; Tran, T.H.; Phan, V.K.; Hoang, T.H.; Nguyen, T.D.; Nguyen, X.N.; Tai, B.H.; Hyun, J.H.; Kang, H.K.; et al. C29 sterols with a cyclopropane ring at C-25 and 26 from the Vietnamese marine sponge Ianthella sp. and their anticancer properties. Bioorg. Med. Chem. Lett. 2009, 19, 4584-4588.
5. Kijjoa, A.; Wattanadilok, R.; Campos, N.; Nascimento, M.S.; Pinto, M.; Herz, W. Anticancer activity evaluation of kuanoniamines A and C isolated from the marine sponge Oceanapia sagittaria, collected from the Gulf of Thailand. Mar. Drugs 2007, 5, 6-22.
6. Jain, S.; Vahdat, L.T. Eribulin mesylate. Clin. Can. Res. 2011, 17, 6615-6622.
7. Shin, J.; Lee, H.S.; Kim, J.Y.; Shin, H.J.; Ahn, J.W.; Paul, V.J. New macrolides from the sponge Chondrosia corticata. J. Nat. Prod. 2004, 67, 1889-1892.
8. Bae, S.Y.; Kim, G.D.; Jeon, J.E.; Shin, J.; Lee, S.K. Anti-proliferative effect of (19Z)-halichondramide, a novel marine macrolide isolated from the sponge Chondrosia corticata, is associated with G2/M cell cycle arrest and suppression of mTOR signaling in human lung cancer cells. Toxicol. In Vitro 2012, 27, 694-699.
9. Yoon, S.O.; Park, S.J.; Yun, C.H.; Chung, A.S. Roles of matrix metalloproteinases in tumor metastasis and angiogenesis. J. Biochem. Mol. Biol. 2003, 36, 128-137.
10. Diamond, R.H.; Cressman, D.E.; Laz, T.M.; Abrams, C.S.; Taub, R. PRL-1, a unique nuclear protein tyrosine phosphatase, affects cell growth. Mol. Cell. Biol. 1994, 14, 3752-3762.
11. Cates, C.A.; Michael, R.L.; Stayrook, K.R.; Harvey, K.A.; Burke, Y.D.; Randall, S.K.; Crowell, P.L.; Crowell, D.N. Prenylation of oncogenic human PTP(CAAX) protein tyrosine phosphatases. Cancer Lett. 1996, 110, 49-55.
12. Zeng, Q.; Hong, W.; Tan, Y.H. Mouse PRL-2 and PRL-3, two potentially prenylated protein tyrosine phosphatases homologous to PRL-1. Biochem. Biophys. Res. Commun. 1998, 244, 421-427.
13. Stephens, B.J.; Han, H.; Gokhale, V.; von Hoff, D.D. PRL phosphatases as potential molecular targets in cancer. Mol. Cancer Ther. 2005, 4, 1653-1661.
14. Sager, J.A.; Benvenuti, S.; Bardelli, A. PRL-3: A phosphatase for metastasis? Cancer Biol. Ther. 2004, 3, 952-953.
15. Bardelli, A.; Saha, S.; Sager, J.A.; Romans, K.E.; Xin, B.; Markowitz, S.D.; Lengauer, C.; Velculescu, V.E.; Kinzler, K.W.; Vogelstein, B. PRL-3 expression in metastatic cancers. Clin. Cancer Res. 2003, 9, 5607-5615.
16. Wang, L.; Shen, Y.; Song, R.; Sun, Y.; Xu, J.; Xu, Q. An anticancer effect of curcumin mediated by down-regulating phosphatase of regenerating liver-3 expression on highly metastatic melanoma cells. Mol. Pharmacol. 2009, 76, 1238-1245.
17. Wu, X.; Zeng, H.; Zhang, X.; Zhao, Y.; Sha, H.; Ge, X.; Zhang, M.; Gao, X.; Xu, Q. Phosphatase of regenerating liver-3 promotes motility and metastasis of mouse melanoma cells. Am. J. Pathol. 2004, 164, 2039-2054.
18. Zeng, Q.; Dong, J.M.; Guo, K.; Li, J.; Tan, H.X.; Koh, V.; Pallen, C.J.; Manser, E.; Hong, W. PRL-3 and PRL-1 promote cell migration, invasion, and metastasis. Cancer Res. 2003, 63, 2716-2722.
19. Saha, S.; Bardelli, A.; Buckhaults, P.; Velculescu, V.E.; Rago, C.; St Croix, B.; Romans, K.E.; Choti, M.A.; Lengauer, C.; Kinzler, K.W.; et al. A phosphatase associated with metastasis of colorectal cancer. Science 2001, 294, 1343-1346.
20. Araki, K.; Shimura, T.; Suzuki, H.; Tsutsumi, S.; Wada, W.; Yajima, T.; Kobayahi, T.; Kubo, N.; Kuwano, H. E/N-cadherin switch mediates cancer progression via TGF-beta-induced epithelial-to-mesenchymal transition in extrahepatic cholangiocarcinoma. Br. J. Cancer 2011, 105, 1885-1893.
21. Hanahan, D.; Weinberg, R.A. The hallmarks of cancer. Cell 2000, 100, 57-70.
22. Thiery, J.P.; Sleeman, J.P. Complex networks orchestrate epithelial-mesenchymal transitions. Nat. Rev. Mol. Cell Biol. 2006, 7, 131-142.
23. Kiyoto, S.; Kawai, Y.; Kawakita, T.; Kino, E.; Okuhara, M.; Uchida, I.; Tanaka, H.; Hashimoto, M.; Terano, H.; Kohsaka, M.; et al. A new antitumor complex, WF-1360, WF-1360A, B, C, D, E and F. J. Antibiot. 1986, 39, 762-772.
24. McParland, V.; Varsano, G.; Li, X.; Thornton, J.; Baby, J.; Aravind, A.; Meyer, C.; Pavic, K.; Rios, P.; Kohn, M. The metastasis-promoting phosphatase PRL-3 shows activity toward phosphoinositides. Biochemistry 2011, 50, 7579-7590.
25. Matter, W.F.; Estridge, T.; Zhang, C.; Belagaje, R.; Stancato, L.; Dixon, J.; Johnson, B.; Bloem, L.; Pickard, T.; Donaghue, M.; et al. Role of PRL-3, a human muscle-specific tyrosine phosphatase, in angiotensin-II signaling. Biochem. Biophys. Res. Commun. 2001, 283, 1061-1068.
26. Werner, S.R.; Lee, P.A.; DeCamp, M.W.; Crowell, D.N.; Randall, S.K.; Crowell, P.L. Enhanced cell cycle progression and down regulation of p21(Cip1/Waf1) by PRL tyrosine phosphatases. Cancer Lett. 2003, 202, 201-211.
27. Ming, J.; Liu, N.; Gu, Y.; Qiu, X.; Wang, E.H. PRL-3 facilitates angiogenesis and metastasis by increasing ERK phosphorylation and up-regulating the levels and activities of Rho-A/C in lung cancer. Pathology 2009, 41, 118-126.
28. Cully, M.; You, H.; Levine, A.J.; Mak, T.W. Beyond PTEN mutations: The PI3K pathway as an integrator of multiple inputs during tumorigenesis. Nat. Rev. Cancer 2006, 6, 184-192.
29. Tripathi, P.; Kamarajan, P.; Somashekar, B.S.; MacKinnon, N.; Chinnaiyan, A.M.; Kapila, Y.L.; Rajendiran, T.M.; Ramamoorthy, A. Delineating metabolic signatures of head and neck squamous cell carcinoma: Phospholipase A2, a potential therapeutic target. Int. J. Biochem. Cell Biol. 2012, 44, 1852-1861.
30. MacKinnon, N.; Khan, A.P.; Chinnaiyan, A.M.; Rajendrian, T.M.; Ramamoorthy, A. Androgen receptor activation results in metabolite signatures of an aggressive prostate cancer phenotype: An NMR-based metabolomics study. Metabolomics 2012, 8, 1026-1036.
31. Cho, S.K.; Hong, J.Y.; Park, H.J.; Lee, S.K. Anticancer activity of novel daphnane diterpenoids from Daphne genkwa through cell-cycle arrest and suppression of Akt/STAT/Src signalings in human lung cancer cells. Biomol. Ther. 2102, 20, 513-519.
32. Livak, K.J.; Schmittgen, T.D. Analysis of relative gene expression data using real-time quantitative PCR and the 2(-Delta Delta C(T)) method. Methods 2001, 25, 402-408.
33. Kim, G.D.; Cheong, O.J.; Bae, S.Y.; Shin, J.; Lee, S.K. 6″-debromohamacanthin A, a Bis (Indole) alkaloid, inhibits angiogenesis by targeting the VEGFR2-mediated PI3K/AKT/mTOR signaling pathways. Mar. Drugs 2013, 11, 1087-1103.
34. Hwang, H.J.; Park, H.J.; Chung, H.J.; Min, H.Y.; Park, E.J.; Hong, J.Y.; Lee, S.K. Inhibitory effects of caffeic acid phenethyl ester on cancer cell metastasis mediated by the down-regulation of matrix metalloproteinase expression in human HT1080 fibrosarcoma cells. J. Nutr. Biochem. 2006, 17, 356-362.
35. Park, E.J.; Park, H.J.; Chung, H.J.; Shin, Y.; Min, H.Y.; Hong, J.Y.; Kang, Y.J.; Ahn, Y.H.; Pyee, J.H.; Lee, S.K. Antimetastatic activity of pinosylvin, a natural stilbenoid, is associated with the suppression of matrix metalloproteinases. J. Nutr. Biochem. 2012, 23, 946-952.