title: Concise synthesis of dideoxy-epigallocatechin gallate (DO-EGCG) and evaluation of its anti-influenza virus activity.
abstract: Dideoxy-epigallocatechin gallate (DO-EGCG) (2), a simplified analog of naturally occurring EGCG (1), was efficiently prepared by directly introducing a ketone group at C3 and successive reduction to the sec-alcohol with 2,3-cis stereochemistry. Compound 2 showed potent anti-influenza virus activity, indicating that the hydroxyl substituents on the A-ring are not crucial for anti-influenza virus activity.
authors.affiliation: Department of Synthetic Organic & Medicinal Chemistry, School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan. furuta@u-shizuoka-ken.ac.jp
authors.forename: Takumi
authors.initials: T
authors.lastname: Furuta
authors.forename: Yasuo
authors.initials: Y
authors.lastname: Hirooka
authors.forename: Ayako
authors.initials: A
authors.lastname: Abe
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Sugata
authors.forename: Mitsuru
authors.initials: M
authors.lastname: Ueda
authors.forename: Kouki
authors.initials: K
authors.lastname: Murakami
authors.forename: Takashi
authors.initials: T
authors.lastname: Suzuki
authors.forename: Kiyoshi
authors.initials: K
authors.lastname: Tanaka
authors.forename: Toshiyuki
authors.initials: T
authors.lastname: Kan
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002392:Catechin / Q000031:analogs & derivatives / Q000737:chemistry; D002478:Cells, Cultured; D004285:Dogs; D029521:Alphainfluenzavirus / Q000187:drug effects*
chemical_list: D000998:Antiviral Agents; C521563:dideoxy-epigallocatechin gallate; D002392:Catechin; C045651:epigallocatechin gallate