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Phytochemical Analysis,Biological Activity,and Secretory Structures of Stachys annua (L.) L. subsp. annua (Lamiaceae) from Central Italy
Authors:Alessandro Venditti  Armandodoriano Bianco  Luana Quassinti  Massimo Bramucci  Giulio Lupidi  Silvia Damiano  Fabrizio Papa  Sauro Vittori  Laura Maleci?Bini  Claudia Giuliani  Domenico Lucarini  Filippo Maggi
Affiliation:1. Department of Chemistry, La Sapienza University, IT‐Rome;2. Department of Environmental Biology, La Sapienza University, IT‐Rome;3. School of Pharmacy, University of Camerino, IT‐Camerino, (phone: +39?0737404506);4. Department of Biology, University of Florence, IT‐Florence;5. School of Biosciences and Veterinary Medicine, University of Camerino, IT‐Camerino
Abstract:Stachys annua subsp. annua, well‐known in central Italy as ‘stregona annuale’, is an annual, small, slightly‐scented herb, commonly found in fields and uncultivated areas in almost all regions of Italy. In folk medicine, its aerial parts were used as anti‐catarrhal, febrifuge, tonic, and vulnerary. In the present work, the chemical composition of the flowering aerial parts was studied. The hydrodistilled volatile oil, analysed by GC/MS, showed sesquiterpenoids as the major fraction (42.5%); phytol (9.8%), germacrene D (9.2%), and spathulenol (8.5%) were the most abundant constituents. The volatile oil was assayed for antioxidant and cytotoxic activity by DPPH, ABTS, FRAP, and MTT methods. The cytotoxicity results against HCT116, A375, and MDA‐MB 231 human tumor cell lines were significant, with IC50 values of 23.5, 37.2, and 41.5 μg/ml, respectively, whereas the antioxidant power was negligible. The EtOH extract was composed mainly of three glycosidic flavonoids, namely 7‐{2‐O‐(6‐O‐acetyl‐β‐D ‐allopyranosyl)‐β‐D ‐glucopyranosyl]oxy}‐5,8‐dihydroxy‐2‐(4‐methoxyphenyl)‐4H‐1‐benzopyran‐4‐one ( 1 ), 7‐{6‐O‐acetyl‐2‐O‐(6‐O‐acetyl‐β‐D ‐allopyranosyl)‐β‐D ‐glucopyranosyl]oxy}‐2‐(3,4‐dihydroxyphenyl)‐5,8‐dihydroxy‐4H‐1‐benzopyran‐4‐one ( 2 ), and 7‐{6‐O‐acetyl‐2‐O‐(β‐D ‐allopyranosyl)‐β‐D ‐glucopyranosyl]oxy}‐2‐(3‐hydroxy‐4‐methoxyphenyl)‐5,8‐dihydroxy‐4H‐1‐benzopyran‐4‐one ( 3 ). On the contrary, iridoids, considered chemotaxonomic markers of the genus Stachys, were absent in this species. Finally, the morphological and histochemical survey showed that glandular trichomes were composed of two main types, i.e. peltate type A and capitate types B and C giving positive response for both lipids and polyphenols.
Keywords:Stachys annua  Essential oils  Glycosidic flavonoids  Trichomes  Biological activities
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