title: Synthesis and biological evaluation of α-aryl-α-tetralone derivatives as hepatitis C virus inhibitors.
abstract: The synthesis of a novel series of 1-carba-isoflavanones through the α-arylation of α-tetralones is described. Several of these compounds demonstrated potent activity and selectivity in-vitro against HCV replicon reporter cells. Compound 10 (LQB-314) exhibited the best profile being active and selective in both replicon reporter cells (IC50 1.8 μM, SI > 111 and IC50 4.3 μM, SI > 46 in Huh7/Rep-Feo1b and Huh7.5-FGR-JC1-Rluc2A, respectively). Compound 3 (LQB-307) was the more potent and selective for Huh7.5-FGR-JC1-Rluc2A replicon reporter cells (IC50 1.5 μM, SI > 101.4).
authors: Department of Microbiology, Biochemistry and Molecular Genetics, Rutgers-The State University of New Jersey, New Jersey Medical School, 185 South Orange Avenue, New Jersey 07103, USA.
authors: Dinesh
authors: D
authors: Manvar
authors: Laboratório de Química Bioorgânica, Instituto de Pesquisas de Produtos Naturais, Universidade Federal do Rio de Janeiro, Centro de Ciências da Saúde, Bloco H, Ilha da Cidade Universitária, 21941-590 Rio de Janeiro, RJ, Brazil.
authors: Talita de A
authors: Tde A
authors: Fernandes
authors: Departamento de Química Orgânica, Centro de Tecnologia e Ciências, Universidade do Estado do Rio de Janeiro, Rua São Francisco Xavier 524, Pav. Haroldo Lisboa da Cunha - s 406 - Maracanã, 20550-900 Rio de Janeiro, RJ, Brazil.
authors: Jorge L O
authors: JL
authors: Domingos
authors: Department of Microbiology, Biochemistry and Molecular Genetics, Rutgers-The State University of New Jersey, New Jersey Medical School, 185 South Orange Avenue, New Jersey 07103, USA.
authors: Erdenechimeg
authors: E
authors: Baljinnyam
authors: Department of Microbiology, Biochemistry and Molecular Genetics, Rutgers-The State University of New Jersey, New Jersey Medical School, 185 South Orange Avenue, New Jersey 07103, USA.
authors: Amartya
authors: A
authors: Basu
authors: Laboratório de Química Bioorgânica, Instituto de Pesquisas de Produtos Naturais, Universidade Federal do Rio de Janeiro, Centro de Ciências da Saúde, Bloco H, Ilha da Cidade Universitária, 21941-590 Rio de Janeiro, RJ, Brazil.
authors: Eurides F T
authors: EF
authors: Junior
authors: Laboratório de Química Bioorgânica, Instituto de Pesquisas de Produtos Naturais, Universidade Federal do Rio de Janeiro, Centro de Ciências da Saúde, Bloco H, Ilha da Cidade Universitária, 21941-590 Rio de Janeiro, RJ, Brazil. Electronic address: prrcosta2011@gmail.com.
authors: Paulo R R
authors: PR
authors: Costa
authors: Department of Microbiology, Biochemistry and Molecular Genetics, Rutgers-The State University of New Jersey, New Jersey Medical School, 185 South Orange Avenue, New Jersey 07103, USA. Electronic address: kaushik@njms.rutgers.edu.
authors: Neerja
authors: N
authors: Kaushik-Basu
mesh_terms: D000998:Antiviral Agents / Q000009:adverse effects / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D015195:Drug Design; D017930:Genes, Reporter; D005838:Genotype; D016174:Hepacivirus / Q000187:drug effects* / Q000235:genetics; D006801:Humans; D049410:Luciferases, Renilla / Q000235:genetics; D012367:RNA, Viral / Q000235:genetics; D012093:Replicon / Q000187:drug effects / Q000235:genetics; D044024:Tetralones / Q000009:adverse effects / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D014162:Transfection; D014779:Virus Replication / Q000187:drug effects
chemical_list: D000998:Antiviral Agents; D012367:RNA, Viral; D044024:Tetralones; D049410:Luciferases, Renilla
keywords: Alpha-aryl-alpha-tetralones; Hepatitis C virus inhibitors; Microwave irradiation; Palladium catalyzed arylation