title: Catalysis by molecular iodine: a rapid synthesis of 1,8-dioxo-octahydroxanthenes and their evaluation as potential anticancer agents.
abstract: 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.
authors.affiliation: Institute of Life Sciences, University of Hyderabad Campus, Gachibowli, Hyderabad, Andhra Pradesh, India.
authors.forename: Naveen
authors.initials: N
authors.lastname: Mulakayala
authors.forename: P V N S
authors.initials: PV
authors.lastname: Murthy
authors.forename: D
authors.initials: D
authors.lastname: Rambabu
authors.forename: Madhu
authors.initials: M
authors.lastname: Aeluri
authors.forename: Raju
authors.initials: R
authors.lastname: Adepu
authors.forename: G R
authors.initials: GR
authors.lastname: Krishna
authors.forename: C Malla
authors.initials: CM
authors.lastname: Reddy
authors.forename: K R S
authors.initials: KR
authors.lastname: Prasad
authors.forename: M
authors.initials: M
authors.lastname: Chaitanya
authors.forename: Chitta S
authors.initials: CS
authors.lastname: Kumar
authors.forename: M V Basaveswara
authors.initials: MV
authors.lastname: Rao
authors.forename: Manojit
authors.initials: M
authors.lastname: Pal
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002384:Catalysis; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D018360:Crystallography, X-Ray; D003510:Cyclohexanes / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D006860:Hydrogen Bonding; D020128:Inhibitory Concentration 50; D007455:Iodine / Q000737:chemistry*; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy / Q000473:pathology; D014966:Xanthenes / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000447:Aldehydes; D000970:Antineoplastic Agents; D003510:Cyclohexanes; D014966:Xanthenes; D007455:Iodine