title: Antiasthmatic acetophenones - an in vivo study on structure activity relationship.
abstract: The recently isolated acetophenone glucoside androsin, as the major antiasthmatic principle of Picrorhiza kurroa Royle ex Benth. (Scrophulariaceae), was used as a lead compound for detailed structure-activity relationship studies. More than 25 synthesized or commercially available acetophenones with modified substitution patterns were screened in the Plethysmographic guinea pig model using PAF and/or ovalbumin as challenging agents for the generation of bronchial constriction. Whereas the aglycones in most cases were more effective than the corresponding glycosides, substitution patterns in position 3 and 4 of the phenyl ring and the keto function attached to the phenyl ring were found to be essential for marked antiasthmatic effect. 3,5-Dimethoxy-4-hydroxy-acetophenone (acetosyringenin) showed the highest activity of all tested compounds. Initial in vitro studies on the mode of action could not sufficiently explain the mechanism of antiasthmatic activity.
authors.affiliation: Childrens Hospital, Johannes Gutenberg University, Langenbeckstr. 1, D-55131 Mainz, Federal Republic of Germany.
authors.forename: W
authors.initials: W
authors.lastname: Dorsch
authors.forename: A
authors.initials: A
authors.lastname: Müller
authors.forename: V
authors.initials: V
authors.lastname: Christoffel
authors.forename: H
authors.initials: H
authors.lastname: Stuppner
authors.forename: S
authors.initials: S
authors.lastname: Antus
authors.forename: A
authors.initials: A
authors.lastname: Gottsegen
authors.forename: H
authors.initials: H
authors.lastname: Wagner