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1.
Chem Biodivers ; 12(7): 1075-94, 2015 Jul.
Article in English | MEDLINE | ID: mdl-26172328

ABSTRACT

To identify the best biotypes, an extensive survey of Sicilian wild rosemary was carried out by collecting 57 samples from various sites, followed by taxonomic characterization from an agronomic perspective. All the biotypes collected were classified as Rosmarinus officinalis L. A cluster analysis based on the morphological characteristics of the plants allowed the division of the biotypes into seven main groups, although the characteristics examined were found to be highly similar and not area-dependent. Moreover, all samples were analyzed for their phytochemical content, applying an extraction protocol to obtain the nonvolatile components and hydrodistillation to collect the essential oils for the volatile components. The extracts were characterized by LC-UV-DAD/ESI-MS, and the essential oils by GC-FID and GC/MS analyses. In the nonvolatile fractions, 18 components were identified, namely, 13 flavones, two organic acids, and three diterpenes. In the volatile fractions, a total of 82 components were found, with as predominant components α-pinene and camphene among the monoterpene hydrocarbons and 1,8-cineole, camphor, borneol, and verbenone among the oxygenated monoterpenes. Cluster analyses were carried out on both phytochemical profiles, allowing the separation of the rosemary samples into different chemical groups. Finally, the total phenol content and the antioxidant activity of the essential oils and extracts were determined with the Folin-Ciocalteu (FC) colorimetric assay, the UV radiation-induced peroxidation in liposomal membranes (UV-IP test), and the scavenging activity of the superoxide radical (O$\rm{{_{2}^{{^\cdot} -}}}$). The present study confirmed that the essential oils and organic extracts of the Sicilian rosemary samples analyzed showed a considerable antioxidant/free radical-scavenging activity.


Subject(s)
Antioxidants/chemistry , Antioxidants/pharmacology , Ledum/chemistry , Oils, Volatile/chemistry , Oils, Volatile/pharmacology , Phytochemicals/chemistry , Plant Extracts/chemistry , Antioxidants/isolation & purification , Molecular Structure , Oils, Volatile/isolation & purification , Phytochemicals/isolation & purification , Phytochemicals/pharmacology , Plant Extracts/isolation & purification , Plant Extracts/pharmacology
2.
Nat Prod Res ; 29(20): 1928-34, 2015.
Article in English | MEDLINE | ID: mdl-25674824

ABSTRACT

In this study the chemical characterisation of 10 Sicilian Rosmarinus officinalis L. biotypes essential oils is reported. The main goal of this work was to analyse the relationship between the essential oils yield and the geographical distribution of the species plants. The essential oils were analysed by GC-FID and GC-MS. Hierarchical cluster analysis and principal component analysis statistical methods were used to cluster biotypes according to the essential oils chemical composition. The essential oil yield ranged from 0.8 to 2.3 (v/w). In total 82 compounds have been identified, these represent 96.7-99.9% of the essential oil. The most represented compounds in the essential oils were 1.8-cineole, linalool, α-terpineol, verbenone, α-pinene, limonene, bornyl acetate and terpinolene. The results show that the essential oil yield of the 10 biotypes is affected by the environmental characteristics of the sampling sites while the chemical composition is linked to the genetic characteristics of different biotypes.


Subject(s)
Oils, Volatile/chemistry , Plant Oils/chemistry , Rosmarinus/chemistry , Ecotype , Geography , Sicily , Terpenes/chemistry , Terpenes/isolation & purification
3.
Nat Prod Commun ; 10(11): 2001-4, 2015 Nov.
Article in English | MEDLINE | ID: mdl-26749848

ABSTRACT

Samples of flowers of wild Lavandula stoechas L. spp. stoechas populations were collected in three areas of Sicily (Italy) and were characterized in agronomic and chemical terms. Essential oil (EO) was extracted by hydrodistillation and analyzed by GC-FID and GC-MS. GC-FID and GC-MS analyses permitted identification of 89 compounds from the EO. The samples were separated into 3 groups using PCA (Principal Component Analysis) statistical method, with reference to the chemical composition of the EO. All three Sicilian populations of lavender were identified as the fenchone chemotype with percentage content ranged between 52.8-71.1%. The population of Partinico showed the highest dry weight of flowers per plant (221.3 g), but the lowest EO yield (0.37%). The essential oils of the three wild Sicilian populations of L. stoechas L. spp. stoechas showed a greater chemical differentiation than those obtained from other Mediterranean areas.


Subject(s)
Flowers/chemistry , Lavandula/chemistry , Oils, Volatile/chemistry , Plant Oils/chemistry , Gas Chromatography-Mass Spectrometry , Italy , Lavandula/classification , Sicily
4.
Chem Biodivers ; 10(3): 411-33, 2013 Mar.
Article in English | MEDLINE | ID: mdl-23495158

ABSTRACT

An extensive survey of wild Sicilian oregano was made. A total of 57 samples were collected from various sites, followed by taxonomic characterization from an agronomic perspective. Based on morphological and production characteristics obtained from the 57 samples, cluster analysis was used to divide the samples into homogeneous groups, to identify the best biotypes. All samples were analyzed for their phytochemical content, applying a cascade-extraction protocol and hydrodistillation, to obtain the non volatile components and the essential oils, respectively. The extracts contained thirteen polyphenol derivatives, i.e., four flavanones, seven flavones, and two organic acids. Their qualitative and quantitative characterization was carried out by LC/MS analyses. The essential oils were characterized using a combination of GC-FID and GC/MS analyses; a total of 81 components were identified. The major components of the oils were thymol, p-cymene, and γ-terpinene. Cluster analysis was carried out on both phytochemical profiles and resulted in the division of the oregano samples into different chemical groups. The antioxidant activity of the essential oils and extracts was investigated by the Folin-Ciocalteau (FC) colorimetric assay, by UV radiation-induced peroxidation in liposomal membranes (UV-IP test), and by determining the O(2)(∙-)-scavenging activity.


Subject(s)
Antioxidants/chemistry , Oils, Volatile/chemistry , Origanum/chemistry , Antioxidants/isolation & purification , Biomass , Chromatography, High Pressure Liquid , Cluster Analysis , Flavanones/chemistry , Flavanones/isolation & purification , Flavones/chemistry , Flavones/isolation & purification , Gas Chromatography-Mass Spectrometry , Mass Spectrometry , Oils, Volatile/isolation & purification , Polyphenols/chemistry , Polyphenols/isolation & purification , Sicily
5.
J Agric Food Chem ; 50(23): 6766-74, 2002 Nov 06.
Article in English | MEDLINE | ID: mdl-12405773

ABSTRACT

The antifeedant activity of Citrus-derived limonoids limonin (1), nomilin (2), and obacunone (3) and their semisynthetic derivatives 4-26 was evaluated against a commercially important pest, Spodoptera frugiperda. Simple chemical conversions were carried out on the natural limonoids obtained from seeds of Citrus limon. These conversions focused on functional groups considered to be important for the biological activity, namely the C-7 carbonyl and the furan ring. In particular, reduction at C-7 afforded the related alcohols, and from these their acetates, oximes, and methoximes were prepared. Hydrogenation of the furan ring was also performed on limonin and obacunone. The known antifeedant properties of the Citrus limonoids are confirmed. Comparison with previously reported data shows that insect species vary in their behavioral responses to these structural modifications. Highly significant antifeedant activity (P < 0.01) for two natural (1 and 3) and three semisynthetic limonoids (4, 8, and 10) was observed against S. frugiperda.


Subject(s)
Citrus/chemistry , Larva/drug effects , Limonins/pharmacology , Spodoptera/drug effects , Animals , Benzoxepins/chemistry , Benzoxepins/pharmacology , Eating/drug effects , Food Handling , Industrial Waste , Insecticides , Larva/physiology , Limonins/chemistry , Plant Extracts/chemistry , Structure-Activity Relationship
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