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Volumn 8, Issue 6, 2012, Pages 1012-1025

Synthesis, SAR and biological evaluation of natural and non-natural hydroxylated and prenylated xanthones as antitumor agents

Author keywords

Mangostin; Anti Proliferative; Antitumor; Apoptosis; Cell Cycle Arrest; SAR; Xanthone

Indexed keywords

1 HYDROXY 9H XANTHEN 9 ONE; 1,3 DIHYDROXY 9H XANTHEN 9 ONE; 1,3,5 TRIHYDROXY 9H XANTHEN 9 ONE; 1,3,5,6 TETRAHYDROXY 9H XANTHEN 9 ONE; 1,3,5,6 TETRAHYDROXYXANTHONE; 1,3,6 TRIHYDROXY 9H XANTHEN 9 ONE; 1,3,8 TRIHYDROXY 2 PRENYLXANTHONE; 1,3,8 TRIHYDROXY 9H XANTHEN 9 ONE; 1,5,6 TRIHYDROXY 9H XANTHEN 9 ONE; 1,6 DIHYDROXY 9H XANTHEN 9 ONE; 1,8 DIHYDROXY 9H XANTHEN 9 ONE; 2,3,2',4' TETRAHYDROXYBENZOPHONE; 2,4,2',4' TETRAHYDROXYBENZOPHON; 2,4,2',5' TETRAHYDROXYBENZOPHONE; 2,5,6 TRIHYDROXY 9H XANTHEN 9 ONE; 2,6 DIHYDROXY 9H XANTHEN 9 ONE; 3,4 DIHYDROXY 9H XANTHEN 9 ONE; 3,4,6 TRIHYDROXY 9H XANTHEN 9 ONE; 3,5 DIHYDROXY 9H XANTHEN 9 ONE; 3,6 DIHYDROXY 9H XANTHEN 9 ONE; 8 DEOXYGARTANIN; ALPHA MANGOSTIN; ANTINEOPLASTIC AGENT; BUXANTHONE; CARBONYL DERIVATIVE; GENTISEIN; PRENYLAMINE; UNCLASSIFIED DRUG; UNINDEXED DRUG; XANTHONE 4 ACETIC ACID; XANTHONE DERIVATIVE;

EID: 84868034789     PISSN: 15734064     EISSN: 18756638     Source Type: Journal    
DOI: 10.2174/1573406411208061012     Document Type: Article
Times cited : (24)

References (22)
  • 1
    • 85047686294 scopus 로고    scopus 로고
    • Recent cancer drug development with xanthone structures
    • Na, Y. Recent cancer drug development with xanthone structures. J. Pharm. Pharmacol., 2009, 61, 707-12.
    • (2009) J. Pharm. Pharmacol. , vol.61 , pp. 707-712
    • Na, Y.1
  • 3
    • 26044483551 scopus 로고    scopus 로고
    • Xanthones as antimalarial agents: Discovery, mode of action, and optimization
    • Riscoe, M.; Kelly, J. X.; Winter, R. Xanthones as antimalarial agents: discovery, mode of action, and optimization. Curr. Med. Chem., 2005, 12, 1539-49.
    • (2005) Curr. Med. Chem. , vol.12 , pp. 1539-1549
    • Riscoe, M.1    Kelly, J.X.2    Winter, R.3
  • 4
    • 0036836949 scopus 로고    scopus 로고
    • Xanthones as inhibitors of microsomal lipid peroxidation and TNF-alpha induced ICAM-1 expression on human umbilical vein endothelial cells (HUVECs)
    • Madan, B.; Singh, I.; Kumar, A.; Prasad, A. K.; Raj, H. G.; Parmar, V. S.; Ghosha, B. Xanthones as inhibitors of microsomal lipid peroxidation and TNF-alpha induced ICAM-1 expression on human umbilical vein endothelial cells (HUVECs). Bioorg. Med. Chem., 2002, 10, 3431-36.
    • (2002) Bioorg. Med. Chem. , vol.10 , pp. 3431-3436
    • Madan, B.1    Singh, I.2    Kumar, A.3    Prasad, A.K.4    Raj, H.G.5    Parmar, V.S.6    Ghosha, B.7
  • 10
    • 49049113260 scopus 로고    scopus 로고
    • Xanthones from the botanical dietary supplement Mangosteen (Garcinia mangostana) with aromatase inhibitory activity
    • Balunas, M. J.; Su, B.; Brueggemeier, R. W.; Kinghorn, A. D. Xanthones from the botanical dietary supplement Mangosteen (Garcinia mangostana) with aromatase inhibitory activity. J. Nat. Prod., 2008, 71, 1161-66.
    • (2008) J. Nat. Prod. , vol.71 , pp. 1161-1166
    • Balunas, M.J.1    Su, B.2    Brueggemeier, R.W.3    Kinghorn, A.D.4
  • 14
    • 79957964309 scopus 로고    scopus 로고
    • Mangostin induces apoptosis in human chondrosarcoma cells through downregulation of ERK/JNK and Akt signaling pathway
    • Krajarng, A.; Nakamura, Y.; Suksamrarn, S.; Watanapokasin, R. Mangostin induces apoptosis in human chondrosarcoma cells through downregulation of ERK/JNK and Akt signaling pathway. J. Agric. Food Chem., 2011, 59, 5746-54.
    • (2011) J. Agric. Food Chem. , vol.59 , pp. 5746-5754
    • Krajarng, A.1    Nakamura, Y.2    Suksamrarn, S.3    Watanapokasin, R.4
  • 15
    • 34447630284 scopus 로고    scopus 로고
    • Dihydroxyxanthones Prenylated Derivatives: Synthesis, structure elucidation, and growth inhibitory activity on human tumor cell lines with improvement of selectivity for MCF-7
    • Castanheiro, R. A.; Pinto, M. M.; Silva, A. M.; Cravo, S. M.; Gales, L.; Damas, A. M.; Nazareth, N.; Nascimento, M. S.; Eaton, G. Dihydroxyxanthones prenylated derivatives: Synthesis, structure elucidation, and growth inhibitory activity on human tumor cell lines with improvement of selectivity for MCF-7. Bioorg. Med. Chem., 2007, 15, 6080-88.
    • (2007) Bioorg. Med. Chem. , vol.15 , pp. 6080-6088
    • Castanheiro, R.A.1    Pinto, M.M.2    Silva, A.M.3    Cravo, S.M.4    Gales, L.5    Damas, A.M.6    Nazareth, N.7    Nascimento, M.S.8    Eaton, G.9
  • 16
    • 67650578617 scopus 로고    scopus 로고
    • Bromoalkoxyxanthones As Promising Antitumor Agents: Synthesis, crystal structure and effect on human tumor cell lines
    • Sousa, E.; Paiva, A.; Nazareth, N.; Gales, L.; Damas, A. M.; Nascimento, M. S.; Pinto, M. Bromoalkoxyxanthones as promising antitumor agents: Synthesis, crystal structure and effect on human tumor cell lines. Eur. J. Med. Chem., 2009, 44, 3830-35.
    • (2009) Eur. J. Med. Chem. , vol.44 , pp. 3830-3835
    • Sousa, E.1    Paiva, A.2    Nazareth, N.3    Gales, L.4    Damas, A.M.5    Nascimento, M.S.6    Pinto, M.7
  • 17
    • 7244237552 scopus 로고
    • Xanthones. Part IV. A new synthesis of hydroxylxanthones and hydroxybenzophenones
    • Grover, P. K.; Shah, G. D.; Shah, R. C. Xanthones. Part IV. A new synthesis of hydroxylxanthones and hydroxybenzophenones. J. Chem. Soc., 1955, 3982.
    • (1955) J. Chem. Soc. , pp. 3982
    • Grover, P.K.1    Shah, G.D.2    Shah, R.C.3
  • 18
    • 79952283088 scopus 로고    scopus 로고
    • Studies on chemical modification and biology of a natural product, gambogic acid (III): Determination of the essential pharmacophore for biological activity
    • Wang, X. J.; Lu, N.; Qian, Y.; Gong, D. D.; Lin, C. J.; Zhang, S. L.; Xi, M. Y.; Gao, Y.; Wei, L. B.; Guo, Q. L.; You, Q. D. Studies on chemical modification and biology of a natural product, gambogic acid (III): Determination of the essential pharmacophore for biological activity. Eur. J. Med. Chem., 2010, 46, 1280-90.
    • (2010) Eur. J. Med. Chem. , vol.46 , pp. 1280-1290
    • Wang, X.J.1    Lu, N.2    Qian, Y.3    Gong, D.D.4    Lin, C.J.5    Zhang, S.L.6    Xi, M.Y.7    Gao, Y.8    Wei, L.B.9    Guo, Q.L.10    You, Q.D.11
  • 19
    • 1242328669 scopus 로고    scopus 로고
    • Synthesis of 2-hydroxy-3-methylbut-3-enyl substituted coumarins and xanthones as natural products. Application of the Schenck ene reaction of singlet oxygen with orthoprenylphenol precursors
    • Helesbeux, J.; Duval, O.; Dartiguelongue, C.; Séraphin, D.; Oger, J.; Richomme, P. Synthesis of 2-hydroxy-3-methylbut-3-enyl substituted coumarins and xanthones as natural products. Application of the Schenck ene reaction of singlet oxygen with orthoprenylphenol precursors. Tetrahedron, 2004, 60, 2293-300.
    • (2004) Tetrahedron , vol.60 , pp. 2293-2300
    • Helesbeux, J.1    Duval, O.2    Dartiguelongue, C.3    Séraphin, D.4    Oger, J.5    Richomme, P.6
  • 20
    • 0037033232 scopus 로고    scopus 로고
    • The first direct synthesis of -mangostin, a potent inhibitor of the acidic sphingomyelinase
    • Iikubo, K.; Ishikawa, Y.; Ando, N.; Umezawa, K.; Nishiyama, S. The first direct synthesis of -mangostin, a potent inhibitor of the acidic sphingomyelinase. Tetrahedron Lett., 2002, 43, 291-93.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 291-293
    • Iikubo, K.1    Ishikawa, Y.2    Ando, N.3    Umezawa, K.4    Nishiyama, S.5
  • 21
    • 77951663321 scopus 로고    scopus 로고
    • Seleniun in the prevention and treatment of hepatocelluar carcinoma
    • Darvesh, A. S.; Bishayee, A. Seleniun in the prevention and treatment of hepatocelluar carcinoma. Anticancer Agents Med. Chem., 2010, 10, 338-45.
    • (2010) Anticancer Agents Med. Chem. , vol.10 , pp. 338-345
    • Darvesh, A.S.1    Bishayee, A.2
  • 22
    • 0023130372 scopus 로고
    • Evaluation of a tetrazolium-based semiautomated colorimetric assay: Assessment of chemosensitivity testing
    • Carmichael, J.; DeGraff, W. G.; Gazdar, A. F.; Minna, J. D.; Mitchell, J. B. Evaluation of a tetrazolium-based semiautomated colorimetric assay: assessment of chemosensitivity testing. Cancer Res., 1987, 47, 936-42.
    • (1987) Cancer Res. , vol.47 , pp. 936-942
    • Carmichael, J.1    Degraff, W.G.2    Gazdar, A.F.3    Minna, J.D.4    Mitchell, J.B.5


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