title: Structure-activity relationship of new anti-hepatitis C virus agents: heterobicycle-coumarin conjugates.
abstract: For establishment of the structure-activity relationship, 19 heterobicycle-coumarin conjugated compounds with the -SCH(2)- linker were synthesized and found to possess significant antiviral activities. Prominent examples included imidazopyridine-coumarin 12c, purine-coumarin 12d, and benzoxazole-coumarin 14c, which inhibited HCV replication at an EC(50) of 6.8, 2.0, and 12 microM, respectively. The heteroatoms in bicycles and the substituent effect on coumarin played essential roles.
authors.affiliation: Rega Institute for Medical Research, Katholieke Universiteit Leuven, Leuven, Belgium. johan.neyts@rega.kuleuven.be
authors.forename: Johan
authors.initials: J
authors.lastname: Neyts
authors.forename: Erik
authors.initials: E
authors.lastname: De Clercq
authors.forename: Raghunath
authors.initials: R
authors.lastname: Singha
authors.forename: Yung Hsiung
authors.initials: YH
authors.lastname: Chang
authors.forename: Asish R
authors.initials: AR
authors.lastname: Das
authors.forename: Subhasish K
authors.initials: SK
authors.lastname: Chakraborty
authors.forename: Shih Ching
authors.initials: SC
authors.lastname: Hong
authors.forename: Shwu-Chen
authors.initials: SC
authors.lastname: Tsay
authors.forename: Ming-Hua
authors.initials: MH
authors.lastname: Hsu
authors.forename: Jih Ru
authors.initials: JR
authors.lastname: Hwu
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001583:Benzoxazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D016174:Hepacivirus / Q000187:drug effects* / Q000235:genetics; D006574:Heterocyclic Compounds, 2-Ring / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D007093:Imidazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008958:Models, Molecular; D011687:Purines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D012367:RNA, Viral / Q000187:drug effects; D013329:Structure-Activity Relationship; D014779:Virus Replication / Q000187:drug effects
chemical_list: D000998:Antiviral Agents; D001583:Benzoxazoles; D003374:Coumarins; D006574:Heterocyclic Compounds, 2-Ring; D007093:Imidazoles; D011687:Purines; D011725:Pyridines; D012367:RNA, Viral