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Öğe Antiproliferative activity against leukemia cells of sesquiterpene lactones from the Turkish endemic plant Centaurea drabifolia subsp detonsa(ELSEVIER SCIENCE BV, 2017) Formisano, Carmen; Sirignano, Carmina; Rigano, Daniela; Chianese, Giuseppina; Zengin, Gökhan; Seo, Ean-Jeong; Efferth, ThomasThe apolar organic extract obtained from aerial parts of Centaurea drabifolia Sibth. & Sm. subsp. detonsa (Bornm.) Wagenitz, growing wild in Turkey, was investigated for the first time for its secondary metabolite composition. Seven sesquiterpene lactones belonging to the guaiane class (1-7), including the new compound 4, along with a fatty acid lactone derivative (8), were isolated. The structures of these compounds were established by spectroscopic analysis, including 2D NMR spectroscopic techniques, with the stereostructure of the new guaiane 4 determined with the help of MTPA derivatization. Cytotoxic activities of compounds 1-7 were evaluated against two cancer cell lines, namely acute lymphoblastic leukemia (CCRF-CEM) and its multidrug-resistant subline CEM/ADR5000. Results showed that aguerin B (1) and cynaropicrin (2) showed a potent activity on both cell lines revealing interesting details about the structure-activity relationships in the class of acylated guaiane sesquiterpenes.Öğe Daphne oleoides: An alternative source of important sesquiterpenes(TAYLOR & FRANCIS INC, 2017) Uysal, Ahmet; Zengin, Gökhan; Aktümsek, Abdurrahman; Rigano, Daniela; Senatore, Felice; Şanda, Murad AydınThis study was targeted to characterize the chemical composition and antibacterial properties of Daphne oleoides subsp. oleoides essential oil. The essential oil was analyzed and quantified by gas chromatography and gas chromatography/mass spectrometry. Additionally, the broth dilution method was used to evaluate its antibacterial activity against Bacillus cereus (ATCC 11778), Bacillus subtilis (ATCC 6633), Staphylococcus aureus (ATCC 25923), Staphylococcus epidermidis (ATCC 12228), Streptococcus faecalis (ATTC 29212), Escherichia coli (ATCC 25922), Proteus mirabilis (ATCC 25933), Proteus vulgaris (ATCC 13315), Pseudomonas aeruginosa (ATCC 27853), and Salmonella typhi Ty2 (ATCC 19430). Seventy-nine compounds were identified, representing 95.2% of the total oil. Nootkatone (18.5%), nootkatin (12.1%), and daphnauranol C (11.7%) were determined as the main constituents in the oil. Oxygenated sesquiterpenes were dominating in the oil (43.0%), followed by fatty acid derivatives (13.7%) and carbonylic compounds (9.6%). The minimal inhibitory/bactericidal concentrations of essential oils of D. oleoides were in the range from 25-100 g/mL, which can be considered as high activity in comparison with the reference antibiotic which was active in the rangefrom 3.12-100 g/mL. The greatest minimal inhibitory concentration value was determined as 25 mu g/mL against both two Bacillus strains and S. epidermidis, B. cereus, B. subtilis, and S. aureus were the most sensitive strains against essential oils when compared with the minimal inhibitory concentrations of control antibiotic. Consequently, Daphne oleoides subsp. oleoides can be exploited as a source of natural antibacterial agents and nootkatone for the pharmaceutical, food, and agricultural industries.Öğe Effect of Three Centaurea Species Collected from Central Anatolia Region of Turkey on Human Melanoma Cells(NATURAL PRODUCTS INC, 2016) Russo, Alessandra; Cardile, Venera; Graziano, Adriana C. E.; Rigano, Daniela; Aktümsek, Abdurrahman; Zengin, Gökhan; Senatore, FeliceCentaurea is the largest genus within the Asteraceae family. Many members of this genus are used in traditional folk medicine, such as Centaurea pulchella used to treat skin problems such as to resolve the abscess. Although biological activities of many Centaurea species have been investigated in different countries and Turkey, cytotoxic effect of C. patula, C. pulchella and C. tchihatcheffii has not been studied yet. Melanoma is one of the most invasive and deadly forms of skin cancer. Therefore, in an ongoing effort to identify new natural anticancer products for the treatment and/or prevention of melanoma cancer, the present study was undertaken to investigate the effect of these Centaurea species, collected from Central Anatolia region of Turkey on cell growth and death in human melanoma cell line, A375. The results revealed that all extracts were able to inhibit, after 48 h of treatment, the growth of cancer cells, that could be related to an overall action of the phenolic compounds present. In fact, C. pulchella, with the highest level of phenolics, showed a major activity followed by C. patula and C. tchihatcheffii. Our data also demonstrate that these natural products induce apoptotic cell death. In conclusion, the study of plant extracts for their cytotoxic and apoptotic properties has shown that medicinal herbs from Centaurea species might have also importance in the prevention and treatment of melanoma.