A new acetophenone derivative from flowers of Helichrysum italicum (Roth) Don ssp. italicum |
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| Institution: | 1. Department of Pharmacy, University of Naples “Federico II”, Via D. Montesano, 49, I-80131 Naples, Italy;2. Department of Pharmacy, University of Salerno, via Giovanni Paolo II, n.132, 84084 Fisciano, Salerno, Italy;1. Department of Plant Science, University of Pretoria, Pretoria, Gauteng 0002, South Africa;2. Department of Chemistry, University of Pretoria, Pretoria, Gauteng 0002, South Africa;3. Department of Biomedicine, University of Basel, Petersplatz 10, 4003 Basel, Switzerland;1. Dipartimento di Scienze del Farmaco, Università del Piemonte Orientale, Via Bovio 6, 28100 Novara, Italy;2. Endocannabinoid Research Group, Institute of Biomolecular Chemistry, Consiglio Nazionale delle Ricerche, Via Campi Flegrei 34, 80078 Pozzuoli (NA), Italy;3. Dipartimento di Farmacia, Università di Napoli Federico II, Via Montesano 49, 80131 Napoli, Italy;4. Department of Plant Science, University of Pretoria, Pretoria 0002, South Africa |
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| 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- (1H and 13C) 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. |
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