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Catalysis by molecular iodine: A rapid synthesis of 1,8-dioxo-octahydroxanthenes and their evaluation as potential anticancer agents

  作者 Mulakayala, N; Murthy, PVNS; Rambabu, D; Aeluri, M; Adepu, R; Krishna, GR; Reddy, CM; Prasad, KRS; Chaitanya, M; Kumar, CS; Rao, MVB; Pal, M  
  选自 期刊  Bioorganic & Medicinal Chemistry Letters;  卷期  2012年22-6;  页码  2186-2191  
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[摘要]Molecular iodine facilitated the reaction of 5,5-dimethyl-1,3-cyclohexanedione with aromatic aldehydes in iso-propanol affording a variety of 1,8-dioxo-octahydroxanthenes in high yields. Most of the compounds synthesized showed good anti-proliferative properties in vitro against three cancer cell lines and 9-(2-hydroxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione possessing a 2-hydroxy phenyl group at C-9 position was found to be promising. Further structure elaboration of the same compound and the crystal structure analysis and hydrogen bonding patterns of another compound that is, 9-(4-methoxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8 (2H)-dione prepared by using this methodology is presented. (C) 2012 Elsevier Ltd. All rights reserved.

 
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