title: Umbelliferone released from hairy root cultures of Pharbitis nil treated with copper sulfate and its subsequent glucosylation.
abstract: Hairy root cultures of Pharbitis nil treated with CuSO4 and methyl jasmonate (MeJA) produced umbelliferone (1) and scopoletin (2) in the culture medium, and skimmin (3), a beta-D-glucopyranoside of 1, was isolated from the hairy roots. While 1 in the medium increased and reached a maximal level 16 h after the treatment with CuSO4, the amount of 3 in the hairy roots decreased, reaching a minimal level after 8 h, before recovering to a level higher than the basal level after 24 h and then continuously increasing. These observations suggest that 1 was released by the hydrolysis of 3. Umbelliferone (1) inhibited hairy root growth, while skimmin (3) did not. This result suggests that, after the release of 1 as a phytoalexin, the hairy roots glycosylated 1 for the detoxification and re-use of 3 as a source of phytoalexin.
authors.affiliation: School of Bioresources, Hiroshima Prefectural University, Nanatsuka, Shobara, Japan.
authors.forename: Sayaka
authors.initials: S
authors.lastname: Yaoya
authors.forename: Hideki
authors.initials: H
authors.lastname: Kanho
authors.forename: Youji
authors.initials: Y
authors.lastname: Mikami
authors.forename: Tomio
authors.initials: T
authors.lastname: Itani
authors.forename: Kaoru
authors.initials: K
authors.lastname: Umehara
authors.forename: Masanori
authors.initials: M
authors.lastname: Kuroyanagi
mesh_terms: D000085:Acetates / Q000494:pharmacology; D019327:Copper Sulfate / Q000494:pharmacology*; D003517:Cyclopentanes / Q000494:pharmacology; D005947:Glucose / Q000378:metabolism; D006031:Glycosylation; D007700:Kinetics; D054883:Oxylipins; D018517:Plant Roots / Q000166:cytology / Q000378:metabolism* / Q000382:microbiology; D012231:Rhizobium; D012603:Scopoletin / Q000032:analysis / Q000378:metabolism; D046509:Tissue Culture Techniques; D014468:Umbelliferones / Q000032:analysis / Q000378:metabolism*
chemical_list: D000085:Acetates; D003517:Cyclopentanes; D054883:Oxylipins; D014468:Umbelliferones; C031477:7-hydroxycoumarin; C072239:methyl jasmonate; D005947:Glucose; D012603:Scopoletin; D019327:Copper Sulfate