Xanthones from the stem bark of Garcinia bracteata with growth inhibitory effects against HL-60 cells

Phytochemistry

Volumn 77, Issue , 2012, Pages 280-286

  Niu, Sheng Li ^a   Li, Zhan Lin ^a   Ji, Feng ^a   Liu, Gu Yue ^a   Zhao, Nan ^a   Liu, Xiao Qiu ^a   Jing, Yong Kui ^b   Hua, Hui Ming ^a  

^a SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

^b MOUNT SINAI SCHOOL OF MEDICINE   (United States)

Author keywords

Bracteaxanthone; Cell growth inhibition; Clusiaceae; Garcinia bracteata; HL 60 cell line; Xanthone

Indexed keywords

ANTINEOPLASTIC AGENT; XANTHONE DERIVATIVE;

BARK; CELL STRAIN HL 60; CHEMISTRY; GARCINIA; HUMAN; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE; PLANT STEM; REVIEW;

ANTINEOPLASTIC AGENTS, PHYTOGENIC; GARCINIA; HL-60 CELLS; HUMANS; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PLANT BARK; PLANT STEMS; XANTHONES;

CLUSIACEAE; GARCINIA; GARCINIA BRACTEATA;

EID: 84862829509     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2012.01.010     Document Type: Article

References (44)

1. J. Asano, K. Chiba, M. Tada, and T. Yoshii Cytotoxic xanthones from Garcinia hanburyi Phytochemistry 41 1996 815 820
2. R.K. Asthana, N.K. Sharma, D.K. Kulshreshtha, and S.K. Chatterjee A xanthone from Swertia chirayita Phytochemistry 30 1991 1037 1039
3. W. Chanmahasathien, Y.S. Li, M. Satake, Y. Oshima, N. Ruangrungsi, and Y. Ohizumi Prenylated xanthones with NGF-potentiating activity from Garcinia xanthochymus Phytochemistry 64 2003 981 986
4. Y. Chen, F.F. Zhong, H.W. He, Y. Hu, D. Zhu, and G.Z. Yang Structure elucidation and NMR spectral assegnment of five new xanthones from the barks of Garcinia xanthochymus Magn. Reson. Chem. 46 2008 1180 1184
5. Y.W. Chin, H.A. Jung, H. Chai, W.J. Keller, and A.D. Kinghorn Xanthones with quinone reductase-inducing activity from the fruits of Garcinia mangostana (Mangosteen) Phytochemistry 69 2008 754 758
6. 13C NMR spectral study of polyhydroxyxanthones Tetrahedron 35 1979 2035 2038
7. S. Ghosal, Rama. Ballava, P.S. Chauhan, K. Biswas, and R.K. Chaudhuri Chemical constituents of Gentianaceae. Part 21. New 1, 3, 5-trioxygenated xanthones in Canscora decussata Phytochemistry 15 1976 1041 1043
8. T.R. Govindachari, B.R. Pai, P.S. Subramaniam, U.R. Rao, and N. Muthukumaraswa Constituents of Mesua ferrea. L. -: mesuaxanthone A and mesuaxanthone B Tetrahedron 23 1967 243 248
9. A.A.L. Gunatilaka, A.M.Y. Jasmin de Silva, and S. Sotheeswaran Minor xanthones of Hypericum mysorense Phytochemistry 21 1982 1781 1782
10. Y. Hano, T. Okamoto, K. Suzuki, M. Neqishi, and T. Nomura Components of the root bark of Morus insignis Bur. 3. Structures of three new isoprenylated xanthones morusignins I, J, and K and an isoprenylated flavone morusignin L Heterocycles 36 1993 1359 1366
11. W. Hashida, N. Tanaka, and Y. Takaishi Prenylated xanthones from Hypericum ascyron J. Nat. Med. 62 2007 371 374
12. Q.B. Han, Y.L. Wang, L. Yang, C.F. Qiao, J.Z. Song, L.J. Xu, S.L. Chen, D.J. Yang, and H.X. Xu Cytotoxic polyprenylated xanthones from the resin of Garcinia hanburyi Chem. Pharm. Bull. 54 2006 265 267
13. Q.B. Han, C.F. Qiao, J.Z. Song, N.Y. Yang, X.W. Cao, Y. Peng, D.J. Yang, S.L. Chen, and H.X. Xu Cytotoxic prenylated phenolic compounds from the twig barks of Garcinia xanthochymus Chem. Biodivers. 4 2007 940 946
14. Q.B. Han, N.Y. Yang, H.L. Tian, C.F. Qiao, J.Z. Song, D.C. Chang, S.L. Chen, K.Q. Luo, and H.X. Xu Xanthones with growth inhibition against HeLa cells from Garcinia xipshuanbannaensis Phytochemistry 69 2008 2187 2192
15. J.J. Helesbeux, O. Duval, D. Guilet, D. Seraphin, D. Rondeau, and P. Richomme Regioselectivity in the ene reaction of singlet oxygen with orho-prenylphenol derivatives Tetrahedron 59 2003 5091 5140
16. J.J. Helesbeux, O. Duval, D. Seraphin, C. Roussakis, and P. Richomme Synthesis and cytotoxic activity against a non-small-cell braonchopulmonary carcinoma line (NSCLC-N6) of benzofuran enantiomeric derivatives J. Enzyme Inhib. Med. Chem. 18 2003 159 165
17. C.K. Ho, Y.L. Huang, and C.C. Chen Garcinone E, a xanthone derivative, has potent cytotoxic effect against hepatocellular carcinoma cell lines Planta Med. 68 2002 975 979
18. M. Iinuma, H. Tosa, T. Tanaka, F. Asai, and R. Shimano Three xanthones from root bark of Garcinia subelliptica Phytochemistry 38 1995 247 249
19. M. Iinuma, H. Tosa, T. Ito, T. Tanaka, and S. Riswan Three new benzophenone-xanthone dimers from root of Garcinia dulcis Chem. Pharm. Bull. 44 1996 1744 1747
20. M. Iinuma, H. Tosa, T.C. Ito, and D.A. Madulid Two xanthones from roots of Cratoxylum formosanum Phytochemistry 42 1996 1195 1198
21. S.D. Isabelle, M. Andrew, H. Matthias, R. Colin, and H. Kurt Novel prenylated xanthones from Garcinia gerradii Helv. Chem. Acta 72 1989 1001 1007
22. K. Likhitwitayawuid, W. Chanmahasathien, N. Ruangrungsi, and J. Krungkrai Xanthones with antimalarial activity from Garcinia dulcis Planta Med. 64 1998 281 282
23. K. Likhitwitayawuid, T. Phadungcharoen, and J. Krungkrai Antimalarial xanthones from Garcinia cowa Planta Med. 64 1998 70 72
24. H.D. Locksel, I. Moore, and F. Scheinmann Extractives from Guttiferae. Part III. The isolation and structure of symphoxanthone and globuxanthone from Symphonia globulifera L J. Chem. Soc. 23 1966 2186 2189
25. W. Mahabusarakam, P. Wiriyachitra, and W.C. Taylor Chemical constituents of Garcinia mangostana J. Nat. Prod. 50 1987 474 478
26. H. Minami, M. Kinoshita, Y. Fukuyama, M. Kodama, T. Yoshizawa, M. Sugiura, K. Nakagawa, and H. Tago Antioxidant xanthones from Garcinia subelliptica Phytochemistry 36 1994 501 506
27. H. Minami, E. Takahashi, Y. Fukuyama, M. Kodama, T. Yoshizawa, and K. Nakagawa Novel xanthones with superoxide scavenging activity from Garcinia subelliptica Chem. Pharm. Bull. 43 1995 347 349
28. H. Minami, A. Kuwayama, T. Yoshizawa, and Y. Fukuyama Novel prenylated xanthones with antioxidant property from the wood of Garcinia subelliptica Chem. Pharm. Bull. 44 1996 2103 2106
29. H. Minami, E. Takahashi, M. Kodama, and Y. Fukuyama Three xanthones from Garcinia subelliptica Phytochemistry 41 1996 629 633
30. Z. Na, H.B. Hu, and Q.F. Fan Three new caged prenylxanthones from Garcinia bracteata Helv. Chim. Acta 93 2010 958 963
31. P. Na Pattalung, W. Thongtheeraparp, P. Wiriyachitra, and W.C. Talor Xanthones of Garcinia cowa Planta Med. 60 1994 365 368
32. J.M. Orger, C. Morel, J.J. Helesbeux, M. Litaudon, D. Seraphin, C. Dartiguelongue, G. Larvher, P. Richmme, and O. Duval First 2-hydroxy-3- methylbut-3-enyl substituted xanthones isolated from plants: structure elucidation, synthesis and antifungal activity Nat. Prod. Res. 17 2003 195 199
33. L. Rocha, A. Marston, M.A.C. Kaplan, H. Stoeckli-Evans, U. Thull, B. Testa, and K. Hostettmann An antifungal γ-pyrone and xanthones with monoamine oxidase inhibitory activity from Hypericum brasiliense Phytochemistry 36 1994 1381 1385
34. V. Rukachaisirikul, N. Kamkaew, D. Sukavisit, S. Phongpaichit, P. Sawangchote, and W.C. Taylor Antibacterial xanthones from the leaves of Garcinia nigrolineata J. Nat. Prod. 66 2003 1531 1535
35. V. Rukachaisirikul, T. Ritthiwigrom, A. Pinsa, P. Sawangchote, and W.C. Taylor Xanthones from the stem bark of Garcinia nigrolineata Phytochemistry 64 2003 1149 1156
36. G.L. Sia, G.J. Bennett, L.J. Harrison, and K.Y. Sim Minor xanthones from the bark of Cratoxylum cochinchinense Phytochemistry 38 1995 1521 1528
37. I. Sordat-Diserens, A. Marston, M. Hamburger, C. Rogers, and K. Hostettmann Novel prenylated xanthones from Garcinia gerrardii Helv. Chim. Acta 72 1989 1001 1007
38. N. Tanaka, Y. Takaishi, Y. Shikishima, Y. Nakanishi, K. Bastow, K.H. Lee, G. Honda, M. Ito, Y. Takeda, O.K. Kodzhimatov, and O. Ashurmetov Prenylated benzophenones and xanthones from Hypericum scabrum J. Nat. Prod. 67 2004 1870 1875
39. N. Tanaka, and Y. Takaishi Xanthones from Hypericum ascyron Phytochemistry 67 2006 2146 2151
40. O. Thoison, J. Fahy, V. Dumontet, A. Chiaroni, C. Riche, M.V. Tri, and T. Sévenet Cytotoxic prenylxanthones from Garcinia bracteata J. Nat. Prod. 63 2000 441 446
41. O. Thoison, D.D. Cuong, A. Gramain, A. Chiaroni, N.V. Hung, and T. Sévenet Further rearranged prenylxanthones and benzophenones from Garcinia bracteata Tetrahedron 61 2005 8529 8535
42. F. Wang, H.M. Hua, Y.H. Pei, D. Chen, and Y.K. Jing Triterpenoids from the resin of Styrax tonkinensis and their antiproliferative and differentiation effects in human leukemia HL-60 cells J. Nat. Prod. 69 2006 807 810
43. F.F. Zhong, Y. Chen, F.J. Song, and G.Z. Yang Three new xanthones from Garcinia xanthochymus Acta Pharm Sinica 43 2008 938 941
44. Z.T. Zhou, and J.W. Wang Phase human tolerability trial of gambogic acid Chin. J. New Drugs 16 2007 79 83