Phytochemical study of Centaurea cyanus

Flavonoid aglycons (quercetin, kaempferol, isorhamnetin, apigenin, luteolin, hispidulin) and their glycosides, and caffeic, chlorogenic, neochlorogenic, and isochlorogenic acids have been isolated from the epigeal part of theCentaurea cyanus L. and have been identified, and ten amino acids have also been identified.     

Secretory Products in Petals of Centaurea cyanus L. Flowers: A Histochemistry,Ultrastructure, and Phytochemical Study of Volatile Compounds

(1) Background: Centaurea cyanus L. is a medicinal plant whose flowers are widely used in herbal medicine. The aim of the study was to localise flower tissues that are responsible for the production of secretory products in petals and to analyse the volatile compounds. The volatile compounds of the flowers of this species have not been investigated to date. (2) Methods: Light, fluorescence, scanning and transmission electron microscopy techniques were used in the study. Lipophilic compounds were localised in the tissues using histochemical assays. Volatile compounds were determined with the use of solid phase microextraction (SPME) and gas chromatography-mass spectrometry (GC-MS). (3) Results: The study showed production of secretion in the petal parenchyma, whose ultrastructure has features of a secretory tissue. The lipophilic secretion was localised in the cells and intercellular spaces of the parenchyma and in the walls and surface of epidermal cells, where it accumulated after release through cuticle microchannels. Sesquiterpenes were found to constitute the main group of volatile compounds, with the highest content of β-caryophyllene (26.17%) and α-humulene (9.77%). (4) Conclusions: Given the presence of some volatile components that are often found in resins (caryophyllene, delta-cadinene) and the abundant secretion residues on the epidermal surface, we suppose that the C. cyanus secretion released by the flowers is a resinaceous mixture (oleoresin), which is frequently found in plants, as shown by literature data. This secretion may play an important role in the therapeutic effects of C. cyanus flowers.     

Synthesis, biological activities and bioavailability of moschamine, a safflomide-type phenylpropenoic acid amide found in Centaurea cyanus

Moschamine is a phenylpropenoic acid amide found in plants. In this article, the synthesis and two biological activities (serotoninergic and cyclooxygenase (COX) inhibitory activities) and bioavailability of moschamine were described. Moschamine was synthesised and confirmed using NMR spectroscopic methods. Using the moschamine synthesised, serotoninergic and COX inhibitory activities were investigated. At the concentration of 10?μmol?L?1, moschamine was able to inhibit forskolin-stimulated cAMP formation by 25% (p?相似文献   

A new molecular mechanism of blue color development with protocyanin,a supramolecular pigment from cornflower,Centaurea cyanus

Protocyanin (1), a blue pigment of Centaurea cyanus, is composed of six molecules each of malonylflavone (2) and succinylcyanin (3), complexed with magnesium and ferric ions. The blue color of 1 is developed by an LMCT interaction between anthocyanin and ferric ion, rather than arising from the formation of a simple anhydrobase anion of the chromophore. The supramolecular structure of 1 was elucidated.     

Phytochemical Analysis and Anti-Cancer Properties of Extracts of Centaurea castriferrei Borbás & Waisb Genus of Centaurea L

The Centaurea L. (Asteraceae) genus includes many plant species with therapeutic properties. Centaurea castriferrei Borbás & Waisb is one of the least known and least described plants of this genus. The aim of the study was the phytochemical analysis of water and methanol–water extracts (7:3 v/v) obtained from the aerial parts of the plant as well as evaluation of their anticancer activity. Quantitative determinations of phenolic compounds and flavonoids were performed, and the antioxidant potential was measured using the CUPRAC method. The RP-HPLC/DAD analysis and HPLC-ESI-QTOF-MS mass spectroscopy were performed, to determine the extracts’ composition. The antiproliferative activity of the obtained extracts was tested in thirteen cancer cell lines and normal skin fibroblasts using MTT test. Regardless of the extraction method and the extractant used, similar cytotoxicity of the extracts on most cancer cell lines was observed. However, the methanol–water extracts (7:3 v/v) contained significantly more phenolic compounds and flavonoids as well as showing stronger antioxidant properties in comparison to water extracts. Centaurea castriferrei Borbás & Waisb is a rich source of apigenin and its derivatives. In all tested extracts, chlorogenic acid and centaurein were also identified. In vitro research revealed that this plant may be a potential source of compounds with anticancer activity.     

Phytochemical study of Cistus libanotis L.

n continuation of our ongoing study on Mediterranean Flora, we focused the attention on Cistus genus. These plants possess interesting secondary metabolites and are used in many fields, principally in perfumery and more recently as raw material for food supplements (botanicals). n this article, we report the phytochemical analysis of Cistus libanotis L. from Tunisia. Among the diterpenes, labdane compounds resulted absent, in favour of two clerodanes, one of that never reported in Cistus sp. The main representative compounds were found to be several flavonoids with various grades of O-methylation. Other interesting components were two cinnamic esters of borneol, reported here for the first time in Cistus. The identified compounds confirm in part the reported biological properties and add chemotaxonomic data to this complicated genus.     

Cytotoxic and chemotaxonomic study of isolated metabolites from Centaurea aegyptiaca

The aerial parts of Centaureaa egyptiaca afforded 10 secondary metabolites including four sesquiterpene lactones; chlorohyssopifolin A (centaurepensin) ( 1 ), rediolpidetriol ( 2 ), linichlorinA ( 3 ), and sinaicin ( 4 ), one monoterpene; loliolid ( 5 ), one phenolic: tyrosol ( 6 ), three lignans; arctigenin ( 7 ), matairesinol ( 8 ), and pinoresinol ( 9 ), and one steroid; ergosta‐5,22‐dien‐3‐ol ( 10 ). The cluster analysis of 32 Centaurea species revealed that C. aegyptiaca is closely related to C. repens and C. solstitialise. The isolated compounds ( 1 – 10 ) were screened against CCRF‐CEM‐leukemia, MDA‐MB‐231‐pcDNA3 breast cancer, and HCT116 (p53⁺/⁺) colon carcinoma cell lines. Compounds 1 and 2 were the most potent compounds against both leukemia and breast carcinoma cell lines.     

Phytochemical study of leaves of Ocotea caudata from Colombia

This first phytochemical study of leaves of Ocotea caudata led to the isolation of ten isoquinoline alkaloids, one of them previously unreported, S-(+)-9-O-demethylnorpreocoteine (1), three known flavonoids, two phenols, two eudesmane type sesquiterpenoids, one proline derivative, one fatty alcohol and a phytosterol. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic analyses including HSQC, HMBC, ¹H–¹H COSY, NOESY, as well as HRESIMS data in addition to comparison with reports in the literature.     

Volatile constituents of aerial parts of three endemic Centaurea species from Turkey: Centaurea amanicola Hub.-Mor., Centaurea consanguinea DC. and Centaurea ptosimopappa Hayek and their antibacterial activities

The volatile constituents of the aerial parts of Centaurea amanicola Hub.-Mor., Centaurea consanguinea DC. and Centaurea ptosimopappa Hayek were extracted by hydrodistillation and analysed by GC and GC-MS. Altogether 94 components were identified. Sesquiterpenoids, fatty acids and carbonylic compounds were the most abundant components in the oils. Hexadecanoic acid and (Z,Z )-9,12-octadecadienoic acid were the main fatty acids in all the examined samples, that showed different patterns of composition. The study on the biological activity of the oils showed an action mainly against the Gram-positive pathogens.