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Anti-angiogenic effect of α-mangostin

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Abstract

Eleven known prenyl xanthones, isolated from the pericarp of Garcinia mangostana, were tested for their ability to inhibit the phosphorylation of kinase domain receptor (KDR) tyrosine kinase. α-Mangostin was found to inhibit phosphorylation of KDR. α-Mangostin also showed to inhibit phosphorylation of the Y1175 residue of KDR (10 μM). This is the first report that α-mangostin inhibited the phosphorylation of KDR tyrosine kinase and also the Y1175 residue of KDR. α-Mangostin also showed inhibitory effects on proliferation of human umbilical vein endothelial cells (HUVECs) (IC50 1.2 μM) and human umbilical artery endothelial cells (IC50 2.4 μM), as well as the migration (IC50 0.034 μM) and tubule formation (at the concentrations of 0.6 and 1.2 μM) of HUVECs. These results suggest that the inhibition of the phosphorylation of KDR tyrosine kinase is concerned in the anti-angiogenic activity of α-mangostin.

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References

  1. Ohkawa Y, Miki K, Suzuki T, Nishio K, Sugita T, Kinoshita K, Takahashi K, Koyama K (2010) Antiangiogenic metabolites from marine-derived fungus, Hypocrea vinosa. J Nat Prod 73:579–582

    Article  PubMed  CAS  Google Scholar 

  2. Kaneko A, Tsukada M, Fukai M, Suzuki T, Nishio K, Miki K, Kinoshita K, Takahashi K, Koyama K (2010) KDR kinase inhibitor isolated from the mushroom Boletopsis leucomelas. J Nat Prod 73:1002–1004

    Article  PubMed  CAS  Google Scholar 

  3. Tsukada M, Fukai M, Miki K, Shiraishi T, Suzuki T, Nishio K, Sugita T, Ishino M, Kinoshita K, Takahashi K, Shiro M, Koyama K (2011) Chemical constituents of a marine fungus, Arthrinium sacchari. J Nat Prod 74:1645–1649

    Article  PubMed  CAS  Google Scholar 

  4. Fukai M, Tsukada M, Miki K, Suzuki T, Sugita T, Kinoshita K, Takahashi K, Shiro M, Koyama K (2012) Hypoxylonols C-F benzo[j]fluoranthenes from Hypoxylon truncatum. J Nat Prod 75:22–25

    Article  PubMed  CAS  Google Scholar 

  5. Olsson AK, Dimberg A, Kreuger J, Claesson WL (2006) VEGF receptor signaling—in control of vascular function. Mol Cell Biol 7:359–371

    CAS  Google Scholar 

  6. Matsumoto K, Akao Y, Kobayashi E, Ohguchi K, Ito T, Tanaka T, Iinuma M, Nozawa Y (2003) Induction of apoptosis by xanthones from mangosteen in human leukemia cell lines. J Nat Prod 66:1124–1127

    Article  PubMed  CAS  Google Scholar 

  7. Matsumoto K, Akao Y, Ohguchi K, Ito T, Tanaka T, Iinuma M, Nozawa Y (2005) Xanthones induce cell-cycle arrest and apoptosis in human colon cancer DLD-1 cells. Bioorg Med Chem 13:6064–6069

    Article  PubMed  CAS  Google Scholar 

  8. Itoh T, Ohguchi K, Iinuma M, Nozawa Y, Akao Y (2008) Inhibitory effect of xanthones isolated from the pericarp of Garcinia mangostana L. on rat basophilic leukemia RBL-2H3 cell degranulation. Bioorg Med Chem 16:4500–4508

    Article  PubMed  CAS  Google Scholar 

  9. Akao Y, Nakagawa Y, Iinuma M, Nozawa Y (2008) Anti-cancer effects of xanthones from pericarps of mangosteen. Int J Mol Sci 9:355–370

    Article  PubMed  CAS  Google Scholar 

  10. Hung SH, Shen KH, Wu CH, Liu CL, Shin YW (2009) α-Mangostin suppresses PC-3 human prostate carcinoma cell metastasis by inhibiting matrix metalloproteinase-2/9 and urokinase-plasminogen expression through the JNK signaling pathway. J Agric Food Chem 57:1291–1298

    Article  PubMed  CAS  Google Scholar 

  11. Shibata M, Iinuma M, Morimoto J, Kurose H, Akamatsu K, Okuno Y, Akao Y, Otsuki Y (2011) α-Mangostin extracted from the pericarp of the mangosteen (Garcinia mangostana Linn) reduces tumor growth and lymph node metastasis in an immunocompetent xenograft model of metastatic mammary cancer carrying a p53 mutation. BMC Med 9:69

    Article  PubMed  Google Scholar 

  12. Krajarng A, Nakamura Y, Suksamrarn S, Watanapokasin W (2011) α-Mangostin induces apoptosis in human chondrosarcoma cells through downregulation of ERK/JNK and Akt signaling pathway. J Agric Food Chem 59:5746–5754

    Article  PubMed  CAS  Google Scholar 

  13. Chao AC, Hsu YL, Liu CK, Kuo PL (2011) α-Mangostin, a dietary xanthone, induces autophagic cell death by activating the AMP-activated protein kinase pathway in glioblastoma cells. J Agric Food Chem 59:2086–2096

    Article  PubMed  CAS  Google Scholar 

  14. Ha DL, Hansen EP, Vang O, Duus F, Pham HD, Nguyen DLH (2009) Cytotoxic geranylated xanthones and O-alkylated derivatives of α-mangostin. Chem Pharm Bull 57:830–834

    Article  PubMed  CAS  Google Scholar 

  15. Sen KA, Sarkar KK, Majumder PC, Banerji N (1981) Minor xanthones of Garcinia mangostana. Phytochemistry 20:183–185

    Article  CAS  Google Scholar 

  16. Ryu HW, Curtis-Long MJ, Jung S, Jin YM, Cho JK, Ryu YB, Lee WS, Park KH (2010) Xanthones with neuraminidase inhibitory activity from the seedcases of Garcinia mangostana. Bioorg Med Chem 18:6258–6264

    Article  PubMed  CAS  Google Scholar 

  17. Sen KA, Sarkar KK, Majumder PC, Banerji N, Uusvuori R, Hase A (1980) A xanthone from Garcinia mangostana. Phytochemistry 19:2223–2225

    Article  CAS  Google Scholar 

  18. Bennett JG, Harrison JL, Sia GL, Sim KY (1993) Triterpenoids, tocotrienols and xanthones from the bark of Cratoxylum cochinchinense. Phytochemistry 32:1245–1251

    Article  CAS  Google Scholar 

  19. Sakai S, Katsura M, Takayama H, Aimi N, Chokethaworn N, Suttajit M (1993) The structure of garcinone E. Chem Pharm Bull 41:958–960

    Article  CAS  Google Scholar 

  20. Nguyen DLH, Vo HT, Pham HD, Connolly JD, Harrison LJ (2003) Xanthones from the bark of Garcinia merguensis. Phytochemistry 63:467–470

    Article  PubMed  CAS  Google Scholar 

  21. Ee GC, Daud S, Taufiqyap YH, Ismail NH, Rahmani M (2006) Xanthones from Garcinia mangostana (Guttiferae). Nat Prod Res 20:1067–1073

    Article  PubMed  CAS  Google Scholar 

  22. Yu L, Zhao M, Yang B, Zhao Q, Jiang Y (2007) Phenolics from hull of Garcinia mangostana fruit and their antioxidant activities. Food Chem 104:176–181

    Article  CAS  Google Scholar 

  23. Asai F, Tosa H, Tanaka T, Iinuma M (1995) A xanthine from pericarps of Garcinia mangostana. Phytochemistry 39:943–944

    Article  CAS  Google Scholar 

  24. Chairungsrilerd N, Takeuchi K, Ohizumi Y, Nozoe S, Ohta T (1996) Mangostanol, a prenyl xanthone from Garcinia mangostana. Phytochemistry 43:1099–1102

    Article  CAS  Google Scholar 

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Acknowledgments

This research was partially supported by the Japan Society for the Promotion of Science (JSPS) AA Scientific Platform Program (2010–2012) and a grant from the High-Tech Research Center Project, Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan (S0801043).

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Correspondence to Kiyotaka Koyama.

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Shiozaki, T., Fukai, M., Hermawati, E. et al. Anti-angiogenic effect of α-mangostin. J Nat Med 67, 202–206 (2013). https://doi.org/10.1007/s11418-012-0645-z

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  • DOI: https://doi.org/10.1007/s11418-012-0645-z

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