title: Antioxidant and antiviral activities of plastoquinones from the brown alga Sargassum micracanthum, and a new chromene derivative converted from the plastoquinones.
abstract: Two plastoquinones were isolated from the methanolic extract of the brown alga Sargassum micracanthum, and these were identified as a known 2-geranylgeranyl-6-methylbenzoquinone and its hydroquinone, respectively, based on spectroscopic analysis. The absolute configuration of the secondary hydroxyl group was determined by the modified Mosher's method using the new chromene derivative converted from plastoquinones. One of the plastoquinones and the chromene exhibited significant antioxidant activities, such as an inhibitory effect on lipid peroxidation and a radical scavenging effect on 1,1-diphenyl-2-picrylhydrazyl (DPPH). The benzoquinone-type compound and the chromene derivative were found to have potent antiviral activity against human cytomegalovirus (HCMV).
authors.affiliation: Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama 930-0194, Japan.
authors.forename: Makoto
authors.initials: M
authors.lastname: Iwashima
authors.forename: Jun
authors.initials: J
authors.lastname: Mori
authors.forename: Xiang
authors.initials: X
authors.lastname: Ting
authors.forename: Takayuki
authors.initials: T
authors.lastname: Matsunaga
authors.forename: Kyoko
authors.initials: K
authors.lastname: Hayashi
authors.forename: Daishi
authors.initials: D
authors.lastname: Shinoda
authors.forename: Haruo
authors.initials: H
authors.lastname: Saito
authors.forename: Ushio
authors.initials: U
authors.lastname: Sankawa
authors.forename: Toshimitsu
authors.initials: T
authors.lastname: Hayashi
mesh_terms: D000818:Animals; D000975:Antioxidants / Q000302:isolation & purification / Q000494:pharmacology*; D000998:Antiviral Agents / Q000302:isolation & purification / Q000494:pharmacology*; D001578:Benzopyrans / Q000302:isolation & purification / Q000494:pharmacology*; D002522:Chlorocebus aethiops; D003587:Cytomegalovirus / Q000187:drug effects; D004285:Dogs; D006367:HeLa Cells; D006801:Humans; D008297:Male; D000459:Phaeophyceae / Q000302:isolation & purification; D010971:Plastoquinone / Q000302:isolation & purification / Q000494:pharmacology*; D051381:Rats; D017208:Rats, Wistar; D044647:Sargassum / Q000302:isolation & purification; D014709:Vero Cells
chemical_list: D000975:Antioxidants; D000998:Antiviral Agents; D001578:Benzopyrans; D010971:Plastoquinone