Phytochemical analysis of the labdanum-poor Cistus creticus subsp. eriocephalus (Viv.) Greuter et Burdet growing in central Italy |
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| Affiliation: | 1. Department of Pharmaceutical Chemistry, School of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis, Zografou, 15771, Athens, Greece;2. Department of Pharmacognocy, School of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis, Zografou, 15771, Athens, Greece;3. Onassis Cardiac Surgery Center, 17674 Athens, Greece;4. Second University Department of Cardiology, Medical School, Attikon General Hospital, National and Kapodistrian University of Athens, Rimini 1, 124 62 Athens, Greece;1. Department of Pharmaceutical and Pharmacological Sciences, University of Padova, Via Marzolo 5, 35121 Padova, Italy;2. LAQV/REQUIMTE, Faculty of Pharmacy, University of Porto, Rua Jorge Viterbo Ferreira, 280, 4050-313 Porto, Portugal;3. Postgraduate Program in Pharmaceutical Sciences, Laboratory of Research and Development of Drug Delivery Systems, Department of Pharmacy, State University of Maringá, Av. Colombo, 5790 - Zona 7, 87020-900 Maringá, Brazil;4. Centre for Micro-Electro Mechanical Systems, Department of Mechanical Engineering, University of Minho, Campus of Azurém, 4800-058 Guimarães, Portugal |
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| Abstract: | Phenolic constituents and essential oil from the aerial parts of Cistus creticus subsp. eriocephalus (Viv.) Greuter et Burdet growing in central Italy were analysed by HPLC-MSn and GC–MS, respectively. Furthermore, six constituents were isolated by semipreparative HPLC from the methanol extract and their structures were determined on the basis of 1D and 2D NMR measurements as well as MS spectra. Isolated compounds were one new natural product, i.e. the shikimic acid ester 3,5-diihydroxy-4-(O-β-d-glucopyranosyl)-cyclohex-1-en-1-(O-β-d-glucopyranosyl)-ester (27), and six flavonoid glycosides, namely quercetin-3-O-β-D glucopyranoside (16), quercetin-3-O-rhamnoside (17), tricetin-4′-O-β-D glucopyranoside (24), tricetin-4′-O-β-D rutinoside (21), 3′-methoxy-quercetin-3-O-(3-β-Dglucopyranosyl-2-rhamnopyranosil-4-glucopyranosyl-2-rhamnopyranosil)-glucoside (25) and 3′,4′dimethoxyquercetin-3-O-rhamnopyranoside (26). GC–MS analysis of the essential oil highlighted the occurrence of aliphatic compounds, mainly fatty acids, whereas labdane-type compounds were very scant. Our results showed that C. creticus subsp. eriocephalus has a different chemical profile with respect to the other subspecies due to the lack of labdane derivatives. On the other hand, this subspecies contains several phenolic constituents like ellagitannins, gallotannins and flavonoids, some of which can be of chemotaxonomic value. |
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| Keywords: | Phenolic compounds GC–MS |
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