title: A new acetophenone derivative from flowers of Helichrysum italicum (Roth) Don ssp. italicum.
abstract: A new acetophenone derivative named gnaphaliol 9-O-propanoate (1) was isolated from the chloroform fraction of EtOH extract of Helichrysum italicum ssp. italicum flowers along with the five known acetophenones 12-acetoxytremetone (2), 13-(2-methylpropanoyloxy)toxol (3), [2,3-dihydro-2-[1-(hydroxymethyl)ethenyl]-5-benzofuranyl]-ethanone (4), 1-[2-[1-[(acetyloxy)methyl]ethenyl]-2,3-dihydro-3-hydroxy-5-benzofuranyl]-ethanone (5) and gnaphaliol (6). The structures of compounds 1-6 were elucidated by extensive spectroscopic methods including 1D- ((1)H and (13)C) and 2D-NMR (DQF-COSY, HSQC, HMBC, TOCSY and ROESY) experiments as well as ESIMS analysis. The isolated compounds were investigated for their cytotoxicity, anti-inflammatory and antioxidant properties. Biological assays on human colonic epithelial cells showed that compound 2 possessed antioxidant effects reducing reactive oxygen species (ROS) production.
authors.affiliation: Department of Pharmacy, University of Naples "Federico II", Via D. Montesano, 49, I-80131 Naples, Italy.
authors.forename: Daniela
authors.initials: D
authors.lastname: Rigano
authors.affiliation: Department of Pharmacy, University of Naples "Federico II", Via D. Montesano, 49, I-80131 Naples, Italy.
authors.forename: Carmen
authors.initials: C
authors.lastname: Formisano
authors.affiliation: Department of Pharmacy, University of Naples "Federico II", Via D. Montesano, 49, I-80131 Naples, Italy.
authors.forename: Ester
authors.initials: E
authors.lastname: Pagano
authors.affiliation: Department of Pharmacy, University of Naples "Federico II", Via D. Montesano, 49, I-80131 Naples, Italy.
authors.forename: Felice
authors.initials: F
authors.lastname: Senatore
authors.affiliation: Department of Pharmacy, University of Salerno, via Giovanni Paolo II, n.132, 84084 Fisciano, Salerno, Italy.
authors.forename: Sonia
authors.initials: S
authors.lastname: Piacente
authors.affiliation: Department of Pharmacy, University of Salerno, via Giovanni Paolo II, n.132, 84084 Fisciano, Salerno, Italy.
authors.forename: Milena
authors.initials: M
authors.lastname: Masullo
authors.affiliation: Department of Pharmacy, University of Naples "Federico II", Via D. Montesano, 49, I-80131 Naples, Italy.
authors.forename: Raffaele
authors.initials: R
authors.lastname: Capasso
authors.affiliation: Department of Pharmacy, University of Naples "Federico II", Via D. Montesano, 49, I-80131 Naples, Italy.
authors.forename: Angelo A
authors.initials: AA
authors.lastname: Izzo
authors.affiliation: Department of Pharmacy, University of Naples "Federico II", Via D. Montesano, 49, I-80131 Naples, Italy. Electronic address: franborr@unina.it.
authors.forename: Francesca
authors.initials: F
authors.lastname: Borrelli
mesh_terms: D000098:Acetophenones / Q000737:chemistry*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry; D000975:Antioxidants / Q000737:chemistry; D002460:Cell Line; D004847:Epithelial Cells / Q000187:drug effects*; D035264:Flowers / Q000737:chemistry*; D036562:Helichrysum / Q000737:chemistry*; D006801:Humans; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D018384:Oxidative Stress; D017382:Reactive Oxygen Species / Q000378:metabolism
chemical_list: D000098:Acetophenones; D000893:Anti-Inflammatory Agents; D000975:Antioxidants; D017382:Reactive Oxygen Species; C038699:acetophenone
keywords: Acetophenones; Antioxidant; Asteraceae; Helichrysum italicum; Inflammation; Reactive oxygen species