title: Synthesis and pharmacological evaluations of novel 2H-benzo[b][1,4]oxazin-3(4H)-one derivatives as a new class of anti-cancer agents.
abstract: The synthesis of novel 2H-benzo[b][1,4]oxazin-3(4H)-one derivatives has been carried out using trifluoroacetic anhydride/phosphoric acid mediated C-C bond forming reaction as a key step. This method does not require the use of environmentally harmful AlCl(3) or moisture sensitive acid chloride. A number of compounds containing the benzooxazinone moiety attached to a five-membered central heterocyclic ring was synthesized and tested for their anti-cancer properties in vitro against three cell lines e.g. A549 (lung), DLD-1 (colorectal adenocarcinoma) and MV4-11 (acute myeloid leukemia). Some of them showed anti-cancer activities along with a number of reference compounds tested. Few of them showed promising anti-leukemic properties. A brief Structure-Activity-Relationship study within the series is presented. An imidazole derivative 9c containing benzene ring with a para-CF(3) group at C-2 position was identified as a potent anti-leukemic agent.
authors.affiliation: Indus BioSciences Private Limited, Plot No 72/A, Part 2 Phase -1, IDA Jeedimetla, Hyderabad 500055, India.
authors.forename: Chittipaka
authors.initials: C
authors.lastname: Rajitha
authors.forename: P K
authors.initials: PK
authors.lastname: Dubey
authors.forename: Venkataiah
authors.initials: V
authors.lastname: Sunku
authors.forename: F Javier
authors.initials: FJ
authors.lastname: Piedrafita
authors.forename: Venugopal Rao
authors.initials: VR
authors.lastname: Veeramaneni
authors.forename: Manojit
authors.initials: M
authors.lastname: Pal
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001555:Benzene Derivatives / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy; D010078:Oxazines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D001555:Benzene Derivatives; D010078:Oxazines