title: Gold(III) chloride catalyzed regioselective synthesis of pyrano[3,4-b]indol-1(9H)-ones and evaluation of anticancer potential towards human cervix adenocarcinoma.
abstract: A highly regioselective synthesis of pyrano[3,4-b]indol-1(9H)-ones via gold(III) chloride catalyzed cycloisomerization of 3-ethynyl-indole-2-carboxylic acid was achieved in good to excellent yields. These compounds were screened for their in vitro cytotoxicity against human cervical (HeLa) cell lines. Out of ten compounds, three compounds (7d, 7e and 7j) showed comparable proliferation inhibitory activity against the standard drug cisplatin. Compound 7d was found to be the most efficacious with IC(50) value of 0.22μM.
authors.affiliation: Organic Chemistry Division, Central Leather Research Institute, Adyar, Chennai 600 020, Tamilnadu, India.
authors.forename: Chandrasekaran
authors.initials: C
authors.lastname: Praveen
authors.forename: Asairajan
authors.initials: A
authors.lastname: Ayyanar
authors.forename: Paramasivan Thirumalai
authors.initials: PT
authors.lastname: Perumal
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000627:therapeutic use / Q000633:toxicity; D002264:Carboxylic Acids; D002384:Catalysis; D005260:Female; D017612:Gold Compounds / Q000737:chemistry*; D006367:HeLa Cells; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry* / Q000627:therapeutic use / Q000633:toxicity; D011714:Pyrans / Q000737:chemistry*; D011753:Pyrones / Q000138:chemical synthesis* / Q000627:therapeutic use / Q000633:toxicity; D013237:Stereoisomerism; D002583:Uterine Cervical Neoplasms / Q000188:drug therapy*
chemical_list: D000970:Antineoplastic Agents; D002264:Carboxylic Acids; D017612:Gold Compounds; D007211:Indoles; D011714:Pyrans; D011753:Pyrones; C038016:gold chloride; C058980:indole-2-carboxylic acid