title: Efficient synthesis of 3H,3'H-spiro[benzofuran-2,1'-isobenzofuran]-3,3'-dione as novel skeletons specifically for influenza virus type B inhibition.
abstract: An efficient and novel two step synthetic procedure to prepare various substituted 3H,3'H-spiro[benzofuran-2,1'-isobenzofuran]-3,3'-diones A, was established from very simple and easily available starting materials. The developed method is a robust and general approach for the synthesis of these structures. The prepared compounds were tested against influenza virus type A viz., A/Taiwan/1/86 (H1N1), A/Hong Kong/8/68 (H3N2) and type B viz., B/Panama/45/90, B/Taiwan/2/62, B/Lee/40, B/Brisbane/60/2008. Among 31 compounds tested, some of them showed good activity (selective index values >10) against these influenza viruses preferentially for type B. The most active compound 3b showed activity in 3.0-16.1 μM range with a selectivity index value between 30 and 166 against these type B viruses, in which it was comparable to the antiviral agent favipiravir. Also, 3b is found to be inactive against other enveloped viruses (viz., HIV and HSV) showing its specificity for influenza viruses.
authors: Division of Drug Discovery Research, Korea Research Institute of Chemical Technology, Daejeon 305-606, Republic of Korea.
authors: Yashwardhan
authors: Y
authors: Malpani
authors: Raghavendra
authors: R
authors: Achary
authors: So Yeon
authors: SY
authors: Kim
authors: Hee Chun
authors: HC
authors: Jeong
authors: Pilho
authors: P
authors: Kim
authors: Soo Bong
authors: SB
authors: Han
authors: Meehyein
authors: M
authors: Kim
authors: Chong-Kyo
authors: CK
authors: Lee
authors: Jae Nyoung
authors: JN
authors: Kim
authors: Young-Sik
authors: YS
authors: Jung
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001572:Benzofurans / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D009981:Influenza B virus / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: C583784:5,6-dimethyl-3H,3'H-spiro(benzofuran-2,1'-isobenzofuran)-3,3'-dione; D000998:Antiviral Agents; D001572:Benzofurans