title: Anti-influenza sesquiterpene from the roots of Reynoutria japonica.
abstract: One new flavonol glycoside, 4'-O-methylmyricitrin 3'-O-beta-D-glucopyranoside (1), one new sesquiterpene, reynoudiol (11), as well as the 12 known compounds (2-10, 12-14) quercetin 3-O-methyl ether (2), quercitrin (3), isorhamnetin 3-alpha-L-rhamnopyranoside (4), tamarixetin 3-alpha-L-rhamnopyranoside (5), myricitrin (6), 4'-O-methylmyricitrin (7), isorhamnetin 3-O-beta-D-xylopyranosyl (1-2)-O-beta- D-glucopyranoside (8), isorhamnetin 3-O-beta- D-apiofuranosyl(1-2)-O-beta- D-glucopyranoside (9), (+)-catechin (10), 7-drimene-3,11,12-triol (12), clovane-2 beta,9 alpha-diol (13), and a-cadinol (14), were isolated from the methanol extract of Reynoutria japonica roots. Based on in vitro screening of the anti-influenza activity of the isolated compounds, reynoudiol showed significantly higher activity than that of oseltamivir phosphate at the same concentration, and did not induce any detectable cytopathic effect in MDCK cells. The CC50 of reynoudiol was above 50 micro M and could inhibit influenza virus infection with an IC50 of 0.29 +/- 0.01 microM. The therapeutic index (TI) of reynoudiol against influenza infection was 172.4, and thus, this compound can be potentially used to treat oseltamivir-resistant influenza virus infection.
authors.forename: Nguyen Xuan
authors.initials: NX
authors.lastname: Nhiem
authors.forename: Phan
authors.initials: P
authors.lastname: Van Kiem
authors.forename: Chau
authors.initials: C
authors.lastname: Van Minh
authors.forename: Nguyen Thi
authors.initials: NT
authors.lastname: Hoai
authors.forename: Ho Viet
authors.initials: HV
authors.lastname: Duc
authors.forename: Bui Huu
authors.initials: BH
authors.lastname: Tai
authors.forename: Tran Hong
authors.initials: TH
authors.lastname: Quang
authors.forename: Hoang Tuan
authors.initials: HT
authors.lastname: Le Anh
authors.forename: Sang-Gu
authors.initials: SG
authors.lastname: Yeo
authors.forename: Jae-Hyoung
authors.initials: JH
authors.lastname: Song
authors.forename: Doo-Sung
authors.initials: DS
authors.lastname: Cheon
authors.forename: Moon Ho
authors.initials: MH
authors.lastname: Park
authors.forename: Hyun-Jeong
authors.initials: HJ
authors.lastname: Ko
authors.forename: Seung Hyun
authors.initials: SH
authors.lastname: Kim
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000302:isolation & purification*; D004285:Dogs; D009980:Influenza A virus / Q000187:drug effects; D061985:Madin Darby Canine Kidney Cells; D008826:Microbial Sensitivity Tests; D053139:Oseltamivir; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry; D019664:Polygonaceae / Q000737:chemistry*; D012717:Sesquiterpenes / Q000302:isolation & purification* / Q000494:pharmacology; D018675:Toxicity Tests
chemical_list: D000998:Antiviral Agents; D012717:Sesquiterpenes; C588192:reynoudiol; D053139:Oseltamivir