title: Palladium-catalyzed arylation of 2H-chromene: a new entry to pyrano[2,3-c]carbazoles.
abstract: Pyrano[2,3-c]carbazoles which are biologically valuable and synthetically challenging frameworks are synthesized in high yields over five steps from commercially available resorcinol. Palladium-catalyzed arylation remains a key step in this novel strategy. The versatility of this protocol has been demonstrated by the synthesis of naturally occurring alkaloid clauraila C and 7-methoxyglycomaurin. The anti-proliferative activity of these designed compounds (5a, 5f, and 5l) has been evaluated in a cancer cell line (MOLT-4). The molecular docking study revealed that this pyrano[2,3-c]carbazole class of molecules selectively occupies the colchicine binding site of the tubulin-polymer.
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR), Jammu-Campus, Jammu 180001, India.
authors.forename: K
authors.initials: K
authors.lastname: Ranjith Reddy
authors.forename: A
authors.initials: A
authors.lastname: Siva Reddy
authors.forename: Devendra K
authors.initials: DK
authors.lastname: Dhaked
authors.forename: S K
authors.initials: SK
authors.lastname: Rasheed
authors.forename: Anup Singh
authors.initials: AS
authors.lastname: Pathania
authors.forename: Ravi
authors.initials: R
authors.lastname: Shankar
authors.forename: Fayaz
authors.initials: F
authors.lastname: Malik
authors.forename: Parthasarathi
authors.initials: P
authors.lastname: Das
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D001578:Benzopyrans / Q000737:chemistry*; D001665:Binding Sites; D002227:Carbazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D002384:Catalysis; D045744:Cell Line, Tumor; D003078:Colchicine / Q000378:metabolism; D006801:Humans; D062105:Molecular Docking Simulation; D010165:Palladium / Q000737:chemistry*; D055503:Protein Multimerization; D020836:Protein Structure, Quaternary; D014404:Tubulin / Q000737:chemistry / Q000378:metabolism
chemical_list: D000970:Antineoplastic Agents; D001578:Benzopyrans; D002227:Carbazoles; D014404:Tubulin; C041514:carbazole; D010165:Palladium; D003078:Colchicine