title: DABCO-catalyzed one-pot three component synthesis of dihydropyrano[3,2-c]chromene substituted quinazolines and their evaluation towards anticancer activity.
abstract: A facile DABCO promoted one-pot three component synthesis of a new series of C-C linked bis-heterocycle containing dihydropyrano[c]chromene as highly fused oxa-heteryl group at C-2 position of quinazoline was developed. Quinazoline-2-carbaldehyde, substituted 4-hydroxycoumarin and ethyl cyanoacetate were used as key components in the Knoevenagel-Michael addition reaction to get the titled compounds. These compounds were screened for anti-cancer activity against the breast cancer cell lines of MDA-MB 231, and MDA-MB 453.
authors.affiliation: Department of Chemistry, University College of Science, Saifabad, Osmania University, Hyderabad 500004, India.
authors.forename: Sumathi
authors.initials: S
authors.lastname: Vodnala
authors.affiliation: Department of Chemistry, University College of Science, Saifabad, Osmania University, Hyderabad 500004, India. Electronic address: akdbhavaniou@yahoo.com.
authors.forename: A K D
authors.initials: AK
authors.lastname: Bhavani
authors.affiliation: Department of Chemistry, University College of Science, Saifabad, Osmania University, Hyderabad 500004, India.
authors.forename: Ramakrishna
authors.initials: R
authors.lastname: Kamutam
authors.affiliation: National Institute of Pharmaceutical Education and Research (NIPER), Balanagar, Hyderabad, India.
authors.forename: V G M
authors.initials: VG
authors.lastname: Naidu
authors.affiliation: Department of Chemistry, National Institute of Technology, Kurukshetra 36119, India.
authors.lastname: Promila
authors.affiliation: Department of Chemistry, National Institute of Technology, Kurukshetra 36119, India.
authors.forename: Ch
authors.initials: Ch
authors.lastname: Prabhakar
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000378:metabolism / Q000633:toxicity; D001578:Benzopyrans / Q000737:chemistry*; D001665:Binding Sites; D002384:Catalysis; D020134:Catalytic Domain; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D047628:Estrogen Receptor alpha / Q000737:chemistry / Q000378:metabolism; D006801:Humans; D006860:Hydrogen Bonding; D062105:Molecular Docking Simulation; D010879:Piperazines / Q000737:chemistry*; D011799:Quinazolines / Q000737:chemistry*; D013816:Thermodynamics
chemical_list: D000970:Antineoplastic Agents; D001578:Benzopyrans; D047628:Estrogen Receptor alpha; D010879:Piperazines; D011799:Quinazolines; C007306:triethylenediamine
keywords: 4-Hydroxycoumarin; Anti-cancer; DABCO; Knoevenagel–Michael reaction; Multicomponent reaction; Quinazoline