title: Structure-plant growth inhibitory activity relationship of lariciresinol.
abstract: The syntheses of 55 lariciresinol derivatives containing derivatives on the 9-position and an aryl group at both 7- and 7'-positions were successful to examine the effect of structure of (-)-lariciresinol (1) on plant growth regulatory activity. (-)-(7R,8R,8'S)-9-Dehydroxylariciresinol 9 showed activity 2-fold more potent than that of natural (-)-lariciresinol (1) and -95% growth inhibitory activity to negative control against rye grass root at 1 mM. The derivatives bearing hydrophobic and smaller groups at the 9-position showed higher activity. The importance of 4- and 4'-hydroxy groups and 3- and 3'-small hydrophobic groups on 7- and 7'-phenyl groups for higher activity was also suggested.
authors.affiliation: Faculty of Agriculture, Ehime University , 3-5-7 Tarumi, Matsuyama, Ehime 790-8566, Japan.
authors.forename: Satoshi
authors.initials: S
authors.lastname: Yamauchi
authors.forename: Mitsuko
authors.initials: M
authors.lastname: Kumamoto
authors.forename: Yuki
authors.initials: Y
authors.lastname: Ochi
authors.forename: Hisashi
authors.initials: H
authors.lastname: Nishiwaki
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Shuto
mesh_terms: D005663:Furans / Q000737:chemistry* / Q000494:pharmacology*; D006540:Herbicides / Q000737:chemistry* / Q000494:pharmacology*; D017705:Lignans / Q000737:chemistry* / Q000494:pharmacology*; D008129:Lolium / Q000187:drug effects* / Q000254:growth & development*; D013329:Structure-Activity Relationship
chemical_list: D005663:Furans; D006540:Herbicides; D017705:Lignans; C060282:lariciresinol