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Mulakayala, Naveen; Murthy, P.V.N.S.; Rambabu, D.; Aeluri, Madhu; Adepu, Raju; Krishna, G.R.; Reddy, C. Malla; Prasad, K.R.S.; Chaitanya, M.; Kumar, Chitta S.; Basaveswara Rao, M.V.; Pal, Manojit
Bioorganic & medicinal chemistry letters, 03/2012, Letnik: 22, Številka: 6Journal Article
A clean synthesis of 1,8-dioxo-octahydroxanthenes as potential anticancer agents, structure elaboration of one compound and crystal structure analysis of another compound is presented. 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.
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in: SICRIS
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