New chlorogenic acid derivatives and triterpenoids from Scorzonera aucheriana

Chromatographic separation of n-hexane and ethyl acetate fraction of a crude methanol extract obtained from aerial parts of the Scorzonera aucheriana DC collected from Sivas province of Turkey yielded nine natural compounds; two new 3-caffeoyl-quinic acid analogs (1-2), one new taraxasterol oleate (3), and six known triterpenoids taraxasterol (4), taraxasterol acetate (5), ptiloepoxide (6), lupeol (7), lupeol acetate (8), and beta-sitosterol (9) were characterized. The structures of the isolated compounds were elucidated on the basis of NMR (H-1, C-13, COSY, HMBC, HSQC, and TOCSY), UV, FT-IR and LC-Q-TOF-MS spectrometric data

Chemical composition and antimicrobial activity of essential oils from Centaurea appendicigera and Centaurea helenioides

The chemical components and antimicrobial activity of the essential oils from Centaurea appendicigera C. Koch and Centaurea helenioides Boiss, two different endemic members of the genus Centaurea L. (Asteraceae), were studied. The essential oils of air-dried C. appendicigera and C. helenioides were obtained by hydrodistillation in a Clevenger-type apparatus and analyzed by GC-MS. Forty-five and fifty-one components were identified in the essential oils of C. appendicigera and C. helenioides, respectively, and the main components of these taxa were found to be ?-caryophyllene (17.5) from C. appendicigera and caryophyllene oxide (18.2) from C. helenioides. The antimicrobial activity of the isolated essential oil of the plants was also investigated, and demonstrated moderate antibacterial activity against Gram-positive, Gram-negative bacteria, and yeast-like fungi. © 2009 Informa UK Ltd.Karadeniz Teknik ÜniversitesiThis study was supported by grants from Karadeniz Technical University and State Planning Agency (DPT) of Turkey

Synthesis and biological evaluation of a new series of 4-alkoxy-2-arylquinoline derivatives as potential antituberculosis agents

Three new series of 33 quinolone compounds, 2-(2-, 3-, and 4-fluorophenyl)-4-O-alkyl(C5−15) quinolines (7a– k, 8a–k, and 9a–k), were synthesized from 2-(2-, 3-, and 4-fluorophenyl)-2,3-dihydroquinolin-4(1H )-one (4, 5, and 6) by the reaction of alkyl halides under basic conditions in DMF. The new compounds 7a–k, 8a–k, and 9a–k were synthesized from flavonones 4–6, which can be considered new precursors for quinoline synthesis through a one-step reaction. All the target compounds (7a–k, 8a–k, and 9a–k) were evaluated for their in vitro antimicrobial activity against nine test microorganisms. They showed the most activity against Mycobacterium smegmatis with minimum inhibitory concentrations (MIC) of 62.5–500 µg/mL, indicating their potential uses as antituberculosis agents. Among them 8a–k (m-fluoride) were the most active compounds against M. smegmatis (MIC, 62.5–125 µg/mL). The newly synthesized title compounds were also evaluated for their in vitro antioxidant activities using DPPH• radical scavenging and FRAP tests. They showed at a low concentration (mg/mL) a range of SC50 values of 0.03–12.48 mg/mL (DPPH•) and 0–722 µM (FRAP), respectively. The antioxidant results of compounds 7a–k, 8a–k, and 9a–k revealed that the length of the alkyl chain was negatively correlated with antioxidant capacity

Essential oil composition, antimicrobial and antioxidant activities of Salvia staminea

Volatile constituents of the essential oil which was obtained by hydrodistillation (HD) in a Clevengertype apparatus from the air-dried Salvia staminea Montbret & Aucher ex Bentham (Lamiaceae) collected from Bayburt (North East Part of Black Sea Reagan of Turkey), were analyzed by GC-FID and GC-MS. Additionally, volatiles for the whole part of S. staminea were analyzed by two different methods which are headspace (HS)-GCFID/MS and headspace solid-phase micro extraction (HS-SPME)-GC-FID/MS. As results of this study, thirty compounds from hydrodistillation, fifteen constituents from HS-SPME and two components from headspace of S. staminea were identified with GC-FID/MS. The major compounds identified in the essential oil, SPME and HS of S. staminea were linalyl acetate (23.30%, 85.07%, and 87.55%) and linalool (22.05%, 9.02%, and 12.44%), respectively. The antimicrobial activities of the essential oil of S. staminea were screened against seven microorganisms (Escherichia coli, Yersinia pseudotuberculosis, Staphylococcus aureus, Enterococcus faecalis, Bacillus cereus, Listeria monocytogenes, and Candida albican) and showed good antimicrobial activity against Gram-positive bacteria which is consistent with the literature with the other types of Salvia species. The essential oil of S. staminea showed good antioxidant activity with IC50 60.4 µg/m

Chemical composition and antimicrobial activity of the essential oils of five Scrophularia L. Species from Turkey

The essential oils of the five Scrophularia species; Scrophularia chrysantha Jaub. et Spach, Scrophularia kotschyana Benth., Scrophularia olympica Boiss., Scrophularia cinerascens Boiss. and Scrophularia zuvandica Grossh. were obtained by hydrodistillation (HD) with a range of 0.10% to 0.16% yield and analazsed by GC-FID/MS. In the meantime, the volatile organic compounds (VOCs) of S. chrysantha, S. kotschyana, S. olympica, S. cinerascens and S. zuvandica were also identified with the technique of SPME GCFID/MS and the phytochemical results were evaluated. The experimental results of this study showed that the major compounds of essential oils which were taken by the hydrodistillation were carvacrol (52.4%), 2pentadecanone (26.7%), 2-pentadecanone (12.2%), (Z)-2-nonenal (11.2%) and carvacrol (69.1%) respectively. Isovaleraldehyde (37.1%, 27.9%), eucalyptol (13.8%), 2-ethyl furan (14.8%) and 3(Z)-hexenol (91.3%) were respectively found as the main constituents of the five Scrophularia species with SPME method. Also antimicrobial activities of the essential oils of the five Scrophularia species were screened by using agar well diffusion method. It was identified that S. olympica, S.chrysantha, and S. kotschyana, have anti-tuberculosis activity, whereas, the essential oils gained from S. zuvandica and S. cinerascens have anti-fungal activit

Antimicrobial, cytotoxic, antiviral wffects, and apectroscopic characterization of metabolites produced by fusarium oxysporum YP9B

The goal of the work is to determine the bioactive pharmaceutical metabolites produced by the Fusarium oxysporum YP9B isolate. Ten new natural compounds were isolated from the ethyl acetate extract of the F. oxysporum YP9B strain. Their structures were elucidated by spectroscopic methods using 1D and 2D NMR, UV, FT-IR, and mass spectra (LC-QTOF MS and GC-FID/MS). Identified compounds were named as; (1-benzyl-2-methoxy-2-oxoethyl)-2-hydroxy-3-methylbutanoate (1), 2-oxo-8-azatricyclo[9.3.1.1(3,7)]-hexadeca-1(15),3(16),4,6,11,13-hexaen-10-one (2), 2,3-dihydroxypropanoic, hexadecanoic anhydride (3a), 2,3-dihydroxypropanoic (9Z)-octadecenoic anhydride (3b), 2,3-dihydroxy-propanoic (9Z,12Z)-octadecadienoic anhydride (3c), 2,3-dihydroxypropanoic (11Z)-octadecenoic anhydride (4a), 2,3-dihydroxypropanoic, (9E,12E)-octadecadienoic anhydride (4b), 3-hydroxy-1,2,6,10-tetramethylundecyl hexzadecanoate (5a), 3-hydroxy-1,2,6,10-tetramethylundecyl (9E)-octadecaenoate (5b), and 3-hydroxy-1,2,6,10-tetramethylundecyl octadecanoate (5c). Antimicrobial activities of the isolates obtained from the YP9B strain were determined. Cytotoxic and antiviral activities were tested for the isolates against VERO, MCF-7, PC-3, and A549. Compounds 5a-c, 1, and 3a-c showed bacteriostatic activity at low concentrations, and 4a-b and 2 were found to be bactericides. MIC and MBC values against Mycobacterium smegmatis for the compounds 5a-c and 1 were determined to be <0.5 mu g/mL and 0.46 mu g/mL, respectively. The experimental result showed that compounds 2, 5a-c and 1 have strong cytotoxic (7.51 +/- 1.38 and 19.13 +/- 0.68 (mu M) IC50) activity. The antiviral activity against HSV type-1 was determined to be 1.25 mu M for compounds 4a-c and 0.312 mu M for compound 1

Synthesis of hydroxy benzoin/benzil analogs and investigation of their antioxidant, antimicrobial, enzyme inhibition, and cytotoxic activities

In this study, hydroxy benzoin (1-7), benzil (8-14), and benzoin/benzil-O-beta-D-glucosides (15-25) were synthesized to investigate their biological activities. An efficient method for synthesizing hydroxy benzoin compounds (1-7) was prepared from four different benzaldehydes using an ultrasonic bath. Then, antioxidant (FRAP, CUPRAC, and DPPH), antimicrobial (3 Gram (-), 4/6 Gram (+), one tuberculosis and one fungus), and enzyme inhibition (acetylcholinesterase, butyrylcholine esterase, tyrosinase, alpha-amylase, and alpha- glucosidase) for the all synthesized compounds (1-25) were evaluated. And also, four most active compounds (4, 12, 18a+b, and 25) from each group were evaluated to the human cervical cancer cell line (HeLa) and anticancer screening tests against the human retinal normal cell line (RPE). Compound 4 showed HeLa and RPE cancer cell activities as much as cisplatin. The synthesized compounds were characterized by spectroscopic methods (NMR, FT-IR, UV, LC-QTOF-MS) and the ACD NMR program's help

Türkiye’de yetişen dianthus carmelitarum reut. ex boiss ve dianthus calocephalus boiss. Bitkilerininuçucu bileşenlerinin GC/MS analizleri ve antimikrobiyal aktiviteler

Danthus carmelitarum Reut. ex Boiss. ve Dianthus calocephalus Boiss. bitkilerinin uçucu yağlarının kimyasal bileşimleri GC-FID ve GC-MS ile aydınlatılmıştır. Taze bitkilerin uçucu yağları Clevenger tip destilasyon ile elde edilmiştir. Bitkilere ait uçucu yağ analizinde 40 ve 35 bileşik aydınlatılmış olup, bitkilerin toplam uçucu yağlarının sırasıyla %86.58 ve %76.45 kısmı aydınlatılmıştır. D. carmelitarum . bitkisinin ana bileşikleri, heneikosan (%11.69), dokosan (%10.52), tetrakosan (%9.20) ve Fitol (%4.62) olarak bulunmuştur. D. calocephalus bitkisinin ana bileşenleri ise; (4,4)-dimetil-2-penten (%17.65), fitol (%15.47), pentakosan (%4.38) ve hekzahidrofarnesil aseton (%3.08) bileşikleri bulundu. Elde edilen uçucu yağların dokuz adet gram pozitif, gram negatif bakteriler ve mayalara karşı antimikrobial aktivite tayinleri yapılmıştır. D. carmelitarum ve D. calocephalus bitkilerinin uçucu yağlarının Candida albicans bakterisine karşı antimikotik aktivite değerleri MIK olarak sırasıyla 668 ?g/mL ve 1041 ?g/mL gösterdiği tespit edilmiştir.Danthus carmelitarum Reut. ex Boiss. ve Dianthus calocephalus Boiss. bitkilerinin uçucu yağlarının kimyasal bileşimleri GC-FID ve GC-MS ile aydınlatılmıştır. Taze bitkilerin uçucu yağları Clevenger tip destilasyon ile elde edilmiştir. Bitkilere ait uçucu yağ analizinde 40 ve 35 bileşik aydınlatılmış olup, bitkilerin toplam uçucu yağlarının sırasıyla %86.58 ve %76.45 kısmı aydınlatılmıştır. D. carmelitarum . bitkisinin ana bileşikleri, heneikosan (%11.69), dokosan (%10.52), tetrakosan (%9.20) ve Fitol (%4.62) olarak bulunmuştur. D. calocephalus bitkisinin ana bileşenleri ise; (4,4)-dimetil-2-penten (%17.65), fitol (%15.47), pentakosan (%4.38) ve hekzahidrofarnesil aseton (%3.08) bileşikleri bulundu. Elde edilen uçucu yağların dokuz adet gram pozitif, gram negatif bakteriler ve mayalara karşı antimikrobial aktivite tayinleri yapılmıştır. D. carmelitarum ve D. calocephalus bitkilerinin uçucu yağlarının Candida albicans bakterisine karşı antimikotik aktivite değerleri MIK olarak sırasıyla 668 ?g/mL ve 1041 ?g/mL gösterdiği tespit edilmiştir