title: Biotransformation of thymol, carvacrol, and eugenol by cultured cells of Eucalyptus perriniana.
abstract: The biotransformations of aroma compounds of spices, such as thymol (1), carvacrol (2), and eugenol (3), were investigated using cultured plant cells of Eucalyptus perriniana. Besides a beta-glucoside product (4, 3%), a biotransformation product, i.e., 5-methyl-2-(1-methylethyl)phenyl 6-O-(beta-d-glucopyranosyl)-beta-d-glucopyranoside (5, beta-gentiobioside, 87%), was isolated from the suspension cells after the five-day incubation of 1. On administration of 2, a beta-glucoside (6, 5%) and a beta-gentiobioside, i.e., 2-methyl-5-(1-methylethyl)phenyl 6-O-(beta-d-glucopyranosyl)-beta-d-glucopyranoside (7, 56%), were produced. Furthermore, E. perriniana cells also converted 3 into the corresponding beta-glucoside (8, 7%) and beta-gentiobioside (9, 58%). The cultured cells of E. perriniana are able to convert these aroma compounds of spices into glycosides which are accumulated in the cells.
authors.affiliation: Department of Pharmacology and Therapeutics, Faculty of Medicine, Oita University, 1-1 Hasama-machi, Oita 879-5593, Japan.
authors.forename: Kei
authors.initials: K
authors.lastname: Shimoda
authors.forename: Yoko
authors.initials: Y
authors.lastname: Kondo
authors.forename: Tomohisa
authors.initials: T
authors.lastname: Nishida
authors.forename: Hatsuyuki
authors.initials: H
authors.lastname: Hamada
authors.forename: Nobuyoshi
authors.initials: N
authors.lastname: Nakajima
authors.forename: Hiroki
authors.initials: H
authors.lastname: Hamada
mesh_terms: D001711:Biotransformation; D002478:Cells, Cultured; D000081007:Cymenes; D005052:Eucalyptus / Q000166:cytology / Q000378:metabolism*; D005054:Eugenol / Q000737:chemistry / Q000378:metabolism*; D005960:Glucosides / Q000737:chemistry / Q000378:metabolism; D039821:Monoterpenes / Q000737:chemistry / Q000378:metabolism*; D013943:Thymol / Q000737:chemistry / Q000378:metabolism*
chemical_list: D000081007:Cymenes; D005960:Glucosides; D039821:Monoterpenes; D013943:Thymol; D005054:Eugenol; C073316:carvacrol