Study on constituents of <i>Scutellaria nepetifolia</i> as a potent source of phytochemicals with NO inhibitory effect

Based on the long history of Scutellaria plants in east traditional medicines, several species of Scutellaria showed promising antioxidant, anti-inflammation and neuroprotection effects in pharmacological researches. Using bioassay-guided fractionation of various extract of Scutellaria nepetifolia, an endemic species that grows widely in Iran, based on on nitric oxide (NO) inhibitory activity against H2O2 induced NO production in PC12 pheochromocytoma cells led to the isolation of two iridoid compounds namely, as 6β-hydroxy 8-epiboshnaloside (1) and 1,5,9-epideoxy loganic acid (2) and Verbascoside (3). Finally, the interaction of isolated compounds with inducible nitric oxide synthase (iNOS) protein was simulated by molecular docking study. It is the first report of these two iridoid glycosides from Scutellaria spp. All three isolated compounds showed strong interaction with iNOS enzyme in molecular docking simulations. So, they possibly contributed in the NO inhibitory effect of S. nepetifolia.</p

Cuban and Brazilian Red Propolis: Botanical Origin and Comparative Analysis by High-Performance Liquid Chromatography–Photodiode Array Detection/Electrospray Ionization Tandem Mass Spectrometry

Chemical composition of propolis depends on the specificity of the local flora at the site of collection and thus on the geographic and climatic characteristics of this place. This paper describes a comparative analysis of Cuban red propolis (CRP), Brazilian red propolis (BRP), and Dalbergia ecastophyllum exudates (DEE) by high-performance liquid chromatography with diode-array detection and tandem mass spectrometry. The aim of this study was to investigate the overall chemical profile and the botanical origin of red propolis and to suggest similarities and differences between samples collected in different tropical regions. Isoliquiritigenin (1), liquiritigenin and naringenin (2 and 17), isoflavones (3–4 and 16), isoflavans (5–7 and 18), and pterocarpans (8–13) were detected in CRP, BRP, and DEE, whereas polyisoprenylated benzophenones (PPBs) guttiferone E/xanthochymol (14a,b) and oblongifolin A (15) were detected only in BRP. Pigments responsible for the red color of DEE and red propolis were also identified as two C30 isoflavans, the new retusapurpurin B (19) and retusapurpurin A (20). PPBs and pigments were isolated and unambiguously characterized by 1D and 2D NMR analysis. These results show that red propolis samples from different tropical zones have a similar chemical composition. DEE is the main red propolis source, but the presence of PPBs in BRP suggests the contribution of different botanical sources for Brazilian samples. This chemical information is important for quality control of red propolis and its commercial products and for biological study

Characterisation of nutraceutical compounds from different parts of particular species of <i>Citrus sinensis</i> ‘Ovale Calabrese’ by UHPLC-UV-ESI-HRMS

<p>Consumers are aware of diet causing health problems and therefore there is an increased demand for natural ingredients that are expected to be safe and health-promoting. Many of these compounds belong to the class of flavonoids and can be divided into these five groups: flavanones, flavones, flavonols, flavanols, isoflavones and anthocyanidins. Extracts from citrus fruits are usually used as functional ingredients for several products. The aim of this paper was to develop an UHPLC-UV-ESI-HRMS method to define the metabolite profile of different parts of citrus fruit, of a particular cultivar called ‘Ovale Calabrese’, and in its main by-products. The high resolution mass spectrometry analysis allowed the identification of 27 compounds belonging to the classes of flavonoids and terpenoids. The high contents of phytochemical compounds, reveal the potential use of the ‘Ovale Calabrese’ as a rich source of nutraceutical compounds.</p

Phenylethanoid Glycosides from <i>Lantana fucata</i> with <i>in Vitro</i> Anti-inflammatory Activity

A phytochemical analysis of Lantana fucata dried leaves led to the isolation of three new phenylethanoid glycosides, fucatosides A−C, along with parvifloroside A and six known methoxyflavones. Their structures were established by NMR and ESIMS experiments. In vitro assays showed that the alcoholic extract and fucatoside C have significant anti-inflammatory effects, inhibiting NO release in the LPS-induced J774.A1 murine macrophage cell line

Insights into the Analysis of Phenolic Secoiridoids in Extra Virgin Olive Oil

Extra virgin olive oils (EVOOs) containing more than 5 mg/20 g tyrosol, hydroxytyrosol, and their secoiridoids can be recognized by health claims related to the protection of blood lipids from oxidative stress. Therefore, a reliable, accurate, and standardized analytical procedure is needed to determine these markers of EVOO quality. In order to overcome the limitations of current methods, a detailed investigation of sample preparation and chromatographic conditions was performed by UHPLC-UV-HRMS. The use of a C18 fused-core column and nonacidified gradient elution provided single, sharp peaks for oleocanthal and oleacein, allowing their reliable quantitation in UV profiles. Positive- and negative-UHPLC-HRMS/MS characterization of methanolic extracts revealed the presence of dimethyl acetal, methyl hemiacetal, and monohydrate derivatives of all secoiridoids. These artifacts were formed in aqueous methanol, which is usually employed to extract and analyze EVOO phenols, making the HPLC profiles more complex and the measurements less accurate and reproducible. Acetonitrile proved to be a suitable solvent to avoid the formation of secoiridoid dimethyl acetals and methyl hemiacetals and to efficiently extract EVOO bioactive phenols. Finally, the phenolic contents of Italian EVOO samples were determined by UHPLC-UV analysis of acetonitrile extracts before (direct method) and after acid hydrolysis (indirect method). The results indicated that the use of tyrosol and hydroxytyrosol as reference standards allowed more accurate quantitative data to be obtained. Direct and indirect methods provided comparable levels of EVOO phenols, highlighting the usefulness of acid hydrolysis in routine analyses. The improved procedure defines the most reliable conditions to provide an analytical method with suitable accuracy and repeatability in the analysis of healthy and functional EVOO phenols

Phytochemical analysis, antioxidant and hypoglycemic activities of a methanol extract from <i>Stachys brachyclada</i> de Noé ex Coss. leaves

Stachys brachyclada de Noé ex Coss. (Lamiaceae) is a quite rare medicinal plant endemic to the Mediterranean basin. In this study, seven secondary metabolites from a methanol extract of its leaves have been isolated and identified by a combination of chromatographic and spectroscopic methods (1D and 2D NMR experiments and ESIMS analysis). They include one ethyl 4-hydroxybenzoate (1), three acylated flavone glycosides (2–4), one diapigenin derivative (5) and two flavone aglycones (6–7). Stachysetin (5) was found the major compound of the extract (74.0 mg/g of dry matter). Moreover, the produced extract showed the ability in inhibiting the α-glucosidase enzyme (IC50 = 13.7 µg/mL), in quenching the radical 1,1-diphenyl-2-picrylhydrazyl (EC50 = 74.6 µg/mL), and in reducing the intracellular oxidative stress level in Human Dermal Fibroblast (64% inhibition at 50 µg/mL).</p

Chemical composition and antioxidant activity of a polar extract of <i>Thymelaea microphylla</i> Coss. et Dur.

<div><p><i>Thymelaea microphylla</i> Coss. et Dur. (Thymelaeaceae) is a rare medicinal plant endemic to Algeria. In order to continue our studies on this species, herein we report the isolation and characterisation of 20 compounds from a hydroalcoholic extract (EtOH–H₂O 7:3) of the aerial parts. They include monoterpene glucosides (<b>1</b>–<b>3</b>), phenolic acid derivatives (<b>4</b>, <b>8</b> and <b>9</b>), phenylpropanoid glucosides (<b>5</b> and <b>6</b>), flavonoids (<b>7</b>, <b>10</b> and <b>11</b>), a benzyl alcohol glucoside (<b>12</b>), ionol glucosides (<b>13</b>–<b>16</b>), lignans (<b>17</b>–<b>19</b>) and a bis-coumarin (<b>20</b>). All the structures were elucidated by spectroscopic methods including 1D and 2D NMR experiments, as well as ESI-MS analysis. Moreover, the extract of <i>T. microphylla</i> showed a significant and concentration-dependent free radical-scavenging activity <i>in vitro</i>, correlated to the presence of phenolic and chlorogenic acid derivatives (<b>8</b>, <b>9</b> and <b>4</b>).</p></div

Nigerian propolis: chemical composition, antioxidant activity and α-amylase and α-glucosidase inhibition

Propolis is an attractive natural ingredient to design health products due to its pharmacological effects. Our chemical investigation of a polar extract of Nigerian propolis (NP) led the isolation and identification of five isoflavonoids (1-4, 6), one diarylpropane (5) and one prenylated flavanone (7) by the combination of chromatographic and spectroscopic techniques. Compounds 1, 4 and 7 were found to be the main markers in NP (8.0, 5.0 and 4.0 mg/g of dry extract, respectively). Moreover, NP and its phenolic constituents exhibited in vitro free radical scavenging activity together with a promising antidiabetic effect against α-amylase and α-glucosidase enzymes. Finally, NP showed also a moderate inhibition of Helicobacter pylori growth. These results suggested that NP could be a good candidate in nutraceuticals and food products.</p

Effects of different drying techniques on the quality and bioactive compounds of plant-based products: a critical review on current trends

Drying is one of the foremost and important steps during the processing of agricultural crops, medicinal plants and herbs to preserve their properties. The present review provides a detailed overview regarding the effect of drying techniques on the physio-chemical properties (microstructure, color, aroma composition) and bioactive compounds (phenolic compounds, carotenoids, essential oils, etc.) of plant materials. Factors affecting different drying processes and their optimization strategies have also been discussed. Furthermore, current trends in the development of drying techniques for plant materials in terms of the retention of their bioactive compounds are critically analyzed. Based on the published research articles, oven drying, and microwave drying are the preferable techniques for most plant parts; while for drying the plant extract, freeze/spray drying methods have gained higher interest. Finally, recommendations are made considering the better use of drying techniques for both plant materials and retention of their bioactive compounds.</p