title: Phloroglucinol and Terpenoid Derivatives from Hypericum cistifolium and H. galioides (Hypericaceae).
abstract: A new simple phloroglucinol derivative characterized as 1-(6-hydroxy-2,4-dimethoxyphenyl)-2-methyl-1-propanone (1) was isolated from Hypericum cistifolium (Hypericaceae) as a major constituent of the non-polar plant extract. Minor amounts of this new compound, in addition to two known structurally related phloroglucinol derivatives (2 and 3), and two new terpenoid derivatives characterized, respectively, as 2-benzoyl-3,3-dimethyl-4R,6S-bis-(3-methylbut-2-enyl)-cyclohexanone (4a) and 2-benzoyl-3,3-dimethyl-4S,6R-bis-(3-methylbut-2-enyl)-cyclohexanone (4b), were isolated from a related species, H. galioides Lam. The chemical structures were established using 2D-NMR spectroscopy and mass spectrometry. These compounds were evaluated in vitro for antimicrobial activity against a panel of pathogenic microorganisms and anti-inflammatory activity through inhibition of COX-1, COX-2, and 5-LOX catalyzed LTB4 formation.
authors.affiliation: Department of Pharmacognosy, Institute of Pharmaceutical Sciences, University of Graz Graz, Austria.
authors.forename: Sara L
authors.initials: SL
authors.lastname: Crockett
authors.affiliation: Department of Pharmaceutical Chemistry, Institute of Pharmaceutical Sciences, University of Graz Graz, Austria.
authors.forename: Olaf
authors.initials: O
authors.lastname: Kunert
authors.affiliation: Department of Pharmacognosy, Institute of Pharmaceutical Sciences, University of Graz Graz, Austria.
authors.forename: Eva-Maria
authors.initials: EM
authors.lastname: Pferschy-Wenzig
authors.affiliation: National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi, University MS, USA.
authors.forename: Melissa
authors.initials: M
authors.lastname: Jacob
authors.affiliation: Department of Pharmacognosy, Institute of Pharmaceutical Sciences, University of Graz Graz, Austria.
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Schuehly
authors.affiliation: Department of Pharmacognosy, Institute of Pharmaceutical Sciences, University of Graz Graz, Austria.
authors.forename: Rudolf
authors.initials: R
authors.lastname: Bauer
keywords: Hypericaceae; Hypericum; anti-bacterial; anti-inflammatory; phloroglucinol; section Myriandra; terpenoid