title: Thee-component, one-pot synthesis of hexahydroazepino[3,4-b]indole and tetrahydro-1H-pyrido[3,4-b]indole derivatives and evaluation of their cytotoxicity.
abstract: A three-component, four-center Ugi reaction has been developed to produce a novel class of 2-aryl-3-oxo-hexahydroazepino[3,4-b]indole and 2-aryl-3-oxo-tetrahydro-1H-pyrido[3,4-b]indole derivatives in good to high yields. A few of them exhibit moderate cytotoxicity against various cancer cell lines such as HeLa (human epithelial cervical cancer), A549 (human lung carcinoma epithelial), DU145 (human prostate carcinoma epithelial) and MCF-7 (human breast adenocarcinoma).
authors.affiliation: Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India. Electronic address: basireddy@iict.res.in.
authors.forename: B V Subba
authors.initials: BVS
authors.lastname: Reddy
authors.affiliation: Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: A
authors.initials: A
authors.lastname: Venkata Ganesh
authors.affiliation: Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: M
authors.initials: M
authors.lastname: Vani
authors.affiliation: Centre for Chemical Biology, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: T
authors.initials: T
authors.lastname: Ramalinga Murthy
authors.affiliation: Centre for Chemical Biology, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: Shasi V
authors.initials: SV
authors.lastname: Kalivendi
authors.affiliation: Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: J S
authors.initials: JS
authors.lastname: Yadav
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D001381:Azepines / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D003603:Cytotoxins / Q000138:chemical synthesis / Q000737:chemistry / Q000633:toxicity*; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006367:HeLa Cells; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D061986:MCF-7 Cells; D008297:Male; D015394:Molecular Structure; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D001381:Azepines; D003603:Cytotoxins; D007211:Indoles; D011725:Pyridines; C000596930:hexahydroazepino(3,4-b)indole; C000596932:tetrahydro-1H-pyrido(3,4-b)indole
keywords: 3CC Ugi reaction; Aldehydo acid; Aryl amine; Azepinones; Isonitrile; Pyrido[3,4-b]indoles