Browsing by Author "Karanfil A."
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Item Reactivity of cyclic sulfamidates towards lithium acetylides: Synthesis of alkynylated amines(2011) Eskici M.; Karanfil A.; Özer M.S.; Sarikürkcü C.A synthetically useful level of reactivity of cyclic sulfamidates toward acetylides is described. Ring-opening reactions of a structurally diverse set of 1,2-and 1,3-cyclic sulfamidates with a range of lithium acetylides from aliphatic, cyclic, aromatic, heteroaromatic, and functionalized alkynes proceed smoothly in a regioselective manner to give the corresponding N-sulfate intermediates. Hydrolysis of these intermediates under acidic conditions furnishes the alkynylated amines in yields ranging from 29% to 98%. The scope of the acetylenic substitution reaction with the structural variations in both the cyclic sulfamidates and alkynes is briefly examined. © 2011 Elsevier Ltd. All rights reserved.Item The prevalence of microalbuminuria and relevant cardiovascular risk factors in Turkish hypertensive patients(2011) Kozan Ö.; Özcan E.E.; Sancaktar O.; Kabakci G.; Sözcüer A.H.; Kerpeten A.; Delice A.; Içli A.; Sökmen A.; Gürlek A.; Abaci A.; Bayram A.; Köşüş A.; Çamsari A.; Sakalli A.; Sert A.; Temizhan A.; Yilmaz A.; Daver A.; Aydinlar A.; Ergin A.; Kiliçoǧlu A.E.; Birdane A.; Aribaş A.; Lazoǧlu A.; Özdemir A.; Fiskeci A.; Çelik A.; Bitigen A.; Keskin A.; Yavuz A.; Akyüz A.; Karanfil A.; Ünsal A.; Sinci A.; Gülmez A.U.; Irmak A.; Vural A.; Güven A.; Ilerigelen B.; Erol B.; Polat B.; Tosun B.; Aǧçal C.; Genç C.; Kirdar C.; Rezzagil C.; Köz C.; Nazli C.; Ceyhan C.; Örem C.; Uyan C.; Türkoǧlu C.; Gaffari D.; Aytekin D.; Ural D.; Yeşilbursa D.; Aras D.; Semiz E.; Koçak E.; Atalar E.; Varol E.; Onrat E.; Şensoy E.; Acartürk E.; Akarca E.; Aygün E.; Ertaş F.S.; Koca F.; Özmen F.; Ulusoy F.V.; Özerkan F.; Inceer F.K.; Dönmez G.; Topkara G.; Daş G.; Bozkurt H.; Kültürsay H.; Tikiz H.; Akgöz H.; Kaymak H.; Öney H.; Yeǧin H.; Boǧa H.; Gök H.; Vural H.; Atasever H.; Arinç H.; Bozdemir H.; Gündüz H.; Tunar H.; Atmaca H.; Doǧru I.; Özdoǧru I.; Susal I.; Kurt I.T.; Dinçer I.; Biyik I.; Tandoǧan I.; Jordan J.; Kulan K.; Şahna K.; Öztaş K.; Dönmez K.; Övünç K.; Kaya K.; Aytemir K.; Özdemir K.; Tigen K.; Saraç L.; Sirkeci M.T.; Çakmak M.; Şahin M.; Kutlu M.; Bilge M.; Bostan M.; Melek M.; Sunay M.Ö.; Şeker M.; Güçel M.Ş.; Yazici M.; Kayikçioǧlu M.; Öç M.; Gürsürer M.; Daǧalp M.; Bilaloǧlu M.; Yalçin M.; Şerifi M.; Gökçe M.; Kiliçkap M.; Polat M.; Şan M.; Tahtasiz M.; Yilmaz M.; Etemoǧlu M.; Coşkun N.; Aran N.S.; Ata N.; Sönmez N.; Çam N.; Koylan N.; Özer N.; Keser N.; Döven O.; Tartanoǧlu O.; Ergene O.; Elönü O.H.; Onbaşili O.A.; Özbek Ö.; Pinar P.; Akdemir R.; Kargin R.; Topsakal R.; Yoldaş R.; Uçar R.; Ateşal S.; Toktaş S.; Cinsoy S.; Güleç S.; Aytekin S.; Çolak S.; Mecit S.; Sakalli S.; Sevimli S.; Topaloǧlu S.; Aydoǧdu S.; Turan S.C.; Kahraman S.; Yorganci S.; Coşkun Ş.; Ünal Ş.; Durmaz T.; Ulusoy T.; Keleş T.; Kirat T.; Gündoǧdu T.T.; Peker T.; Sümerkan U.; Aytekin V.; Koca V.; Çam V.; Gökçe V.; Gürlertop Y.; Balbay Y.; Çavuşoǧlu Y.; Erzurum Y.; Selçoki Y.; Yakar Y.; Işilak Z.; Tosun Z.; Kaplan Z.; Tartan Z.Objectives: A growing body of data illustrates the importance of microalbuminuria (MAU) as a strong predictor of cardiovascular risk in the hypertensive population. The present study was designed to define the prevalence of MAU and associated cardiovascular risk factors among Turkish hypertensive outpatients. Study design: Representing the Turkish arm of the multinational i-SEARCH study involving 1,750 sites in 26 countries around the world, a total of 1,926 hypertensive patients from different centers were included in this observational and cross-sectional survey study. Patients with reasons for a false-positive MAU test were excluded. The prevalence of MAU was assessed using a dipstick test, and patients were inquired about comorbidities, comedication, and known cardiovascular risk factors. Results: The overall prevalence of MAU was 64.7% and there was no difference between genders. Most of the patients (82.5%) had uncontrolled hypertension, 35.6% had dyslipidemia, and 35.5% had diabetes, predominantly type 2. Almost one-third of the patients (26.4%) had at least one cardiovascular-related comorbidity, with 20.3% having documented coronary artery disease (CAD). Almost all patients (96.8%) had one or more risk factors for cardiovascular disease in addition to hypertension, including family history of myocardial infarction or CAD, diabetes, dyslipidemia, lack of physical exercise, and smoking. A trend towards higher MAU values in the presence of CAD was determined. Conclusion: Microalbuminuria tests should be routinely used as a screening and monitoring tool for the assessment of subsequent cardiovascular morbidity and mortality among hypertensive patients. © 2011 Turkish Society of Cardiology.Item Synthesis, analysis of spectroscopic and nonlinear optical properties of the novel compound: (S)-N-benzyl-1-phenyl-5-(thiophen-3-yl)-4-pentyn-2-amine(2012) Karabacak M.; Karaca C.; Atac A.; Eskici M.; Karanfil A.; Kose E.In this study, a novel compound (S)-N-benzyl-1-phenyl-5-(thiophen-3-yl)-4- pentyn-2-amine (abbreviated as BPTPA) was synthesized and structurally characterized by FT-IR, NMR and UV spectroscopy. The molecular geometry and vibrational frequencies of BPTPA in the ground state have been calculated by using the density functional method (B3LYP) invoking 6-311++G(d,p) basis set. The geometry of the molecule was fully optimized, vibrational spectra were calculated. The fundamental vibrations were assigned on the basis of the total energy distribution (TED) of the vibrational modes, calculated with scaled quantum mechanics (SQM) method and PQS program. Total and partial density of state (TDOS and PDOS) and also overlap population density of state (OPDOS) diagrams analysis were given. The energy and oscillator strength of each excitation were calculated by time-dependent density functional theory (TD-DFT) results complements with the experimental findings. The NMR chemical shifts (1H and 13C) were recorded and calculated using the gauge invariant atomic orbital (GIAO) method. The dipole moment, linear polarizability and first hyperpolarizability values were also computed. The linear polarizability and first hyper polarizability of the studied molecule indicate that the compound is a good candidate of nonlinear optical materials. Finally, vibrational wavenumbers, absorption wavelengths and chemical shifts were compared with calculated values, and found to be in good agreement with experimental results. © 2012 Elsevier B.V. All rights reserved.Item Synthesis, spectroscopic characterization and quantum chemical computational studies of (S)-N-benzyl-1-phenyl-5-(pyridin-2-yl)-pent-4-yn-2- amine(2012) Kose E.; Atac A.; Karabacak M.; Karaca C.; Eskici M.; Karanfil A.The synthesis and characterization of a novel compound (S)-N-benzyl-1- phenyl-5-(pyridin-2-yl)-pent-4-yn-2-amine (abbreviated as BPPPYA) was presented in this study. The spectroscopic properties of the compound were investigated by FT-IR, NMR and UV spectroscopy experimentally and theoretically. The molecular geometry and vibrational frequencies of the BPPPYA in the ground state were calculated by using density functional theory (DFT) B3LYP method invoking 6-311++G(d,p) basis set. The geometry of the BPPPYA was fully optimized, vibrational spectra were calculated and fundamental vibrations were assigned on the basis of the total energy distribution (TED) of the vibrational modes, calculated with scaled quantum mechanics (SQM) method and PQS program. The results of the energy and oscillator strength calculated by time-dependent density functional theory (TD-DFT) and CIS approach complement with the experimental findings. Total and partial density of state (TDOS and PDOS) and also overlap population density of state (COOP or OPDOS) diagrams analysis were presented. The theoretical NMR chemical shifts (1H and 13C) complement with experimentally measured ones. The dipole moment, linear polarizability and first hyperpolarizability values were also computed. The linear polarizabilities and first hyper polarizabilities of the studied molecule indicate that the compound is a good candidate of nonlinear optical materials. The calculated vibrational wavenumbers, absorption wavelengths and chemical shifts showed the best agreement with the experimental results. © 2012 Elsevier B.V. All rights reserved.Item A [3+3] cyclization strategy for asymmetric synthesis of alkyl substituted piperidine-2-ones using 1,2-cyclic sulfamidates: A formal synthesis of (S)-coniine from l-norvaline(2012) Karanfil A.; Balta B.; Eskici M.Regioselective ring-opening reactions of a set of representative 1,2-cyclic sulfamidates with lithium triethylorthopropiolate proceeded efficiently to deliver the corresponding δ-amino-α,β-unsaturated esters after acidic hydrolysis. Hydrogenation of the unsaturated esters and subsequent thermal cyclization afforded the related alkyl substituted piperidine-2-ones. This approach represents a novel [3+3] cyclization strategy for the asymmetric synthesis of alkyl substituted piperidin-2-ones. Efficiency of the cyclization process is illustrated by a formal asymmetric synthesis of (S)-coniine from l-norvaline. © 2012 Elsevier Ltd. All rights reserved.Item Phenolic content, antioxidant and enzyme inhibitory capacity of two: Trametes species(Royal Society of Chemistry, 2016) Zengin G.; Karanfil A.; Uren M.C.; Kocak M.S.; Sarikurkcu C.; Gungor H.; Nancy Picot C.M.; Mahomoodally M.F.The phenolic composition, antioxidant and enzyme inhibitory activities of methanolic and water extracts of Trametes gibbosa (TG) and Trametes hirsuta (TH) were characterised for the first time. Reversed-phase high-performance liquid chromatography (RP-HPLC) analysis revealed that TG and TH methanolic extracts contained (+)-catechin, chlorogenic acid and caffeic acid. Methanolic extracts of TG and TH showed significantly (p < 0.05) high inhibition rates on acetyl (1.87 and 1.60 mg galantamine equivalents (GALAEs) per g extract respectively) and butyryl cholinesterase (1.71 and 1.90 mg GALAEs per g extract respectively). Low and insignificant inhibition was observed against α-amylase. α-Glucosidase inhibitory activity of TG (0.93 mmol acarbose equivalents (ACEs) per g extract) and TH (1.18 mmol ACEs per g extract) methanolic extracts were significantly (p < 0.05) high. Methanolic extract of TG (16.85 ± 0.29 TEs per g extract) and TH (13.86 ± 0.03 mg TEs per g extract) showed the most effective cupric reducing power. This study tends to support the potential use of these mushrooms species for designing new functional food formulations. © 2016 The Royal Society of Chemistry.Item Practical synthesis of functionalized terminal alkynes, 3,3,3-triethoxypropyne and ketal protected prop-2-ynones(Taylor and Francis Inc., 2017) Karanfil A.; Eskici M.Practical and economical synthesis of synthetically valuable 3,3,3-triethoxypropyne, ketal protected phenyl and methyl substituents prop-2-ynones is described. Bromination and subsequent 18-crown-6 catalyzed elimination of triethylorthoacrylate and ketal protected terminal alkenes with methyl and phenyl substituent which are inturn readily available from triethylorthopropionate, 3-chlorobutan-2-one and propiophenone afforded multigram quantities (>10 g) of corresponding functionalized terminal alkynes. Exploration of the synthetic utility of these alkynes is also demonstrated by the acetylenic substitution of the phenylalaninol derived 1,2-cyclic sulfamidate to deliver chiral alkynylated amines. © 2017 Taylor & Francis.Item Asymmetric synthesis of (S)-dihydrokavain from l-malic acid(Taylor and Francis Inc., 2018) Eskici M.; Karanfil A.; Özer M.S.; Kabak Y.; Durucasu İ.A practical and efficient asymmetric synthesis of (S)-dihydrokavain from known ethyl (S)-2-hydroxy-4-phenylbutanoate which is, in turn, readily available from l-malic acid as a cheap chiral pool material is described using regioselective ring-opening of the 1,2-cyclic sulfate with lithium-3,3,3-triethoxypropiolate and subsequent HgO/H2SO4-mediated lactonization as the key steps. Its opposite enantiomer (R)-dihydrokavain was also synthesized from d-malic acid using the same sequences of reactions for the purpose of optical purity determination. © 2018, © 2018 Taylor & Francis.Item Stereoselective synthesis of cis-2,6-disubstituted piperidines from 1,2-cyclic sulfamidates(Elsevier Ltd, 2019) Eskici M.; Karanfil A.Diastereoselective synthesis of cis-2,6-disubstituted piperidines from 1,2-cyclic sulfamidates is described. Regioselective ring-opening reactions of 1,2-cyclic sulfamidates derived from L-phenylalanine, alanine, valine, norvaline with the ketal protected acetylide with a phenyl substituent proceed smoothly to form the N-sulfamate intermediates which on acidic hydrolysis give alkynylated amines with the ketal group intact. Hydrogenation of the alkynylated amines, debenzylation, ketal deprotection, subsequent cyclization (of aminoketones) and stereoselective hydrogenation of the cyclic iminium ion intermediates afford the corresponding cis-2,6-disubstituted piperidines in high diastereoselectivity (98% ≥ d.e.) with good chemical yields (68–86%). The present approach provides a novel route for the stereoselective synthesis of cis-2,6-disubstituted piperidines. © 2019 Elsevier LtdItem Phenolic profile, enzyme inhibitory and antioxidant activities of two endemic Nepeta species: Nepeta nuda subsp. glandulifera and N. cadmea(Elsevier B.V., 2019) Sarikurkcu C.; Eskici M.; Karanfil A.; Tepe B.It is known that the local people commonly use some Nepeta species as diuretic, spasmolytic, bronchodilator and sedative agents. In addition, these species are also used topically due to their antiseptic properties. This study aimed to deal with the in vitro antioxidant and enzyme inhibitory activities of the methanolic extracts of two endemic. Nepeta species (Nepeta nuda L. subsp. glandulifera Hub.-Mor. & Davis and N. cadmea Boiss.) from Turkey. N. nuda subsp. glandulifera was found to contain more phenolics and flavonoids than N. cadmea. N. nuda subsp. glandulifera was also found to have considerable amounts of chlorogenic and ferulic acids (63.52 and 14.65 mg/g extract), and showed higher antioxidant activity in almost all test systems, except metal chelating assay. Meanwhile in β-carotene bleaching assay, it was found to be as active as BHT and trolox (91.23%). In the enzyme inhibition assay, the extracts showed weak inhibitory activity on AChE, α-amylase and α-glucosidase. Inhibitory activity of N. nuda subsp. glandulifera on these enzymes was found to be 1.26 mg GALAEs (galanthamine equivalents)/g extract, 0.36 and 3.67 mmol ACEs (acarbose equivalents)/g extract, respectively. © 2018 South African Association of Botanists