Search for: drug-structure
Total 26 records
A new and convenient approach to heterotetracyclic benzoxazocines through addition of 1,3-dicarbonyl compounds to quinolinium salts, Article Tetrahedron Letters ; Volume 51, Issue 20 , April , 2010 , Pages 2704-2707 ; 00404039 (ISSN) ; Mirjafary, Z ; Saeidian, H ; Taheri, S ; Khodabakhshi, M. R ; Sharif University of Technology
The synthesis of a series of benzoxazocines has been achieved in good yields by tandem C-alkylation and intramolecular O-alkylation of 1,3-dicarbonyl compounds with quinolinium salts. This is a novel example of the synthesis of eight-membered rings via a tandem process, which provides a method for the synthesis of medium-ring heterocycles
One-pot Three-component route for the synthesis of functionalized 4H-chromenes catalyzed by ZrOCl2·8H2O in water, Article Journal of Heterocyclic Chemistry ; Volume 55, Issue 2 , 2018 , Pages 522-529 ; 0022152X (ISSN) ; Keshavarzi, N ; Sharif University of Technology
An efficient method for the synthesis of functionalized 4H-chromenes via a one-pot three-component condensation reaction of a 2-hydroxybenzaldehyde with an active methylene compound and a carbon-based nucleophile in the presence of a catalytic amount of ZrOCl2·8H2O in water under thermal condition has been described. High yields, simple work-up procedure, performing reactions in water and synthesis of complex molecules with a one-pot procedure are the main advantages of this procedure. In addition, the structure of the product from the condensation of salicylaldehyde, 2-naphthol, and dimedone was confirmed by X-ray crystallography. © 2018 Wiley Periodicals, Inc
Facile and efficient one-pot protocol for the synthesis of benzoxazole and benzothiazole derivatives using molecular iodine as catalyst, Article Synthetic Communications ; Volume 36, Issue 17 , 2006 , Pages 2543-2548 ; 00397911 (ISSN) ; Rezanejade Bardajee, G ; Ismaili, H ; Taimoory, S. M. D ; Sharif University of Technology
Rapid and efficient condensation reactions of 2-aminothiophenol and 2-aminophenol with various aldehydes were carried out using I2 in solvent-free conditions with or without microwave irradiation to afford the corresponding 2-substituted benzothiazole and benzoxazole derivatives in good to excellent yields. Copyright © Taylor & Francis Group, LLC
A simple and efficient total synthesis of (±)-danshexinkun A, a bioactive diterpenoid from Salvia miltiorrhiza, Article Tetrahedron Letters ; Volume 51, Issue 3 , 2010 , Pages 540-542 ; 00404039 (ISSN) ; Moridi Farimani, M ; Sharif University of Technology
An efficient 12-step route for the synthesis of the diterpenoid quinone (±)-danshexinkun A in 23% overall yield from the corresponding highly substituted stilbene using a photocyclization strategy is described
Oxidative cyclization of thiobenzanilides to benzothiazoles using N-Benzyl-DABCO tribromide under mild conditions, Article Synlett ; Issue 10 , 2005 , Pages 1612-1614 ; 09365214 (ISSN) ; Boeini, H. Z ; Sharif University of Technology
N-benzyl-DABCO tribromide, a stable, crystalline organic ammonium tribromide (OATB), have been used as an alternative electrophilic bromine source for the efficient oxidative cyclization of thiobenzanilides to the corresponding benzothiazoles under mild conditions. © Georg Thieme Verlag Stuttgart
A new and facile synthesis of thieno[2,3-b]indole derivatives via condensation of isocyanide and indolin-2-thiones, Article Synlett ; Issue 7 , 2009 , Pages 1047-1050 ; 09365214 (ISSN) ; Saeidian, H ; Mirjafary, Z ; Taheri, S ; Kheirjou, S ; Sharif University of Technology
A new one-pot synthesis of thieno[2,3-b]indole ring systems is described. Condensation of cyclohexyl isocyanide with indolin-2-thiones yielded 3-cyclohexyaminomethylene-indolin-2-thiones, which upon reaction with α-halocarbonyl compounds produced the title compounds. © Georg Thieme Verlag Stuttgart
QSAR study of heparanase inhibitors activity using artificial neural networks and Levenberg-Marquardt algorithm, Article European Journal of Medicinal Chemistry ; Volume 43, Issue 3 , 2008 , Pages 548-556 ; 02235234 (ISSN) ; Asadollahi Baboli, M ; Shahbazikhah, P ; Sharif University of Technology
A linear and non-linear quantitative structure-activity relationship (QSAR) study is presented for modeling and predicting heparanase inhibitors' activity. A data set that consisted of 92 derivatives of 2,3-dihydro-1,3-dioxo-1H-isoindole-5-carboxylic acid, furanyl-1,3-thiazol-2-yl and benzoxazol-5-yl acetic acids is used in this study. Among a large number of descriptors, four parameters classified as physico-chemical, topological and electronic indices are chosen using stepwise multiple regression technique. The artificial neural networks (ANNs) model shows superiority over the multiple linear regressions (MLR) by accounting 87.9% of the variances of antiviral potency of the heparanase...
Electrostatic accumulation and determination of triclosan in ultrathin carbon nanoparticle composite film electrodes, Article Analytica Chimica Acta ; Volume 593, Issue 1 , 2007 , Pages 117-122 ; 00032670 (ISSN) ; Shahrokhian, S ; Psillakis, E ; Marken, F ; Sharif University of Technology
A film composed of carbon nanoparticles and poly(diallyldimethylammonium chloride) or CNP-PDDAC is formed in a layer-by-layer deposition process at tin-doped indium oxide (ITO) substrates. Excess positive binding sites within this film in aqueous phosphate buffer at pH 9.5 are quantified by adsorption of iron(III)phthalocyanine tetrasulfonate and indigo carmine. Both anionic redox systems bind with Langmuirian characteristics (K ≈ 105 mol-1 dm3) and show electrochemical reactivity throughout the film at different thicknesses. Therefore, the electrical conductivity in CNP-PDDAC films is good and the positive binding sites are approximately 140 pmol cm-2 per layer. Structural instability of...
Application of genetic algorithm-kernel partial least square as a novel nonlinear feature selection method: Activity of carbonic anhydrase II inhibitors, Article European Journal of Medicinal Chemistry ; Volume 42, Issue 5 , 2007 , Pages 649-659 ; 02235234 (ISSN) ; Kyani, A ; Sharif University of Technology
This paper introduces the genetic algorithm-kernel partial least square (GA-KPLS), as a novel nonlinear feature selection method. This technique combines genetic algorithms (GAs) as powerful optimization methods with KPLS as a robust nonlinear statistical method for variable selection. This feature selection method is combined with artificial neural network to develop a nonlinear QSAR model for predicting activities of a series of substituted aromatic sulfonamides as carbonic anhydrase II (CA II) inhibitors. Eight simple one- and two-dimensional descriptors were selected by GA-KPLS and considered as inputs for developing artificial neural networks (ANNs). These parameters represent the role...
Determination of fentanyl in human plasma by head-space solid-phase microextraction and gas chromatography-mass spectrometry, Article Journal of Pharmaceutical and Biomedical Analysis ; Volume 43, Issue 5 , 2007 , Pages 1763-1768 ; 07317085 (ISSN) ; Es-haghi, A ; Khalilian, F ; Rouini, M. R ; Sharif University of Technology
A head-space solid-phase microextraction (HS-SPME) method coupled to GC-MS was developed to extract fentanyl from human plasma. The protein binding was reduced by acidification and, eventually, the sample was deproteinized with trichloroacetic acid. The parameters influencing adsorption (extraction time, temperature, pH and salt addition) and desorption (desorption time and temperature) of the analyte on the fibre were investigated and validated for method development. The developed method proved to be rapid, simple, easy and inexpensive and offers high sensitivity and reproducibility. Linear range was obtained from 0.1 ng/ml to 2 μg/ml. The limit of detection was 0.03 ng/ml while an...
Article International Journal of Nanomedicine ; Volume 16 , 2021 , Pages 1837-1847 ; 11769114 (ISSN) ; Bagheri, B ; Yousefi, F ; Nasiriasayesh, A ; Mashhadzadeh, A. H ; Zarrintaj, P ; Rabiee, N ; Bagherzadeh, M ; Fierro, V ; Celzard, A ; Saeb, M. R ; Mostafavi, E ; Sharif University of Technology
Dove Medical Press Ltd 2021
Introduction: Nanotube-based drug delivery systems have received considerable attention because of their large internal volume to encapsulate the drug and the ability to penetrate tissues, cells, and bacteria. In this regard, understanding the interaction between the drug and the nanotube to evaluate the encapsulation behavior of the drug in the nanotube is of crucial importance. Methods: In this work, the encapsulation process of the cationic antimicrobial peptide named cRW3 in the biocompatible boron nitride nanotube (BNNT) was investigated under the Canonical ensemble (NVT) by molecular dynamics (MD) simulation. Results: The peptide was absorbed into the BNNT by van der Waals (vdW)...
Article Journal of Organic Chemistry ; Volume 77, Issue 4 , January , 2012 , Pages 1909-1914 ; 00223263 (ISSN) ; Lis, L ; Tehrani, Z. A ; Marimanikkuppam, S. S ; Kass, S. R ; Sharif University of Technology
Bridgehead C-H bond dissociation enthalpies of 105.7 ± 2.0, 102.9 ± 1.7, and 102.4 ± 1.9 kcal mol -1 for bicyclo[2.2.1]heptane, bicyclo[2.2.2]octane, and adamantane, respectively, were determined in the gas phase by making use of a thermodynamic cycle (i.e., BDE(R-H) = ΔH° acid(H-X) - IE(H •) + EA(X •)). These results are in good accord with high-level G3 theory calculations, and the experimental values along with G3 predictions for bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[3.1.1]heptane, and bicyclo[4.2.1]nonane were found to correlate with the flexibility of the ring system. Rare examples of alkyl anions in the gas phase are also provided
Extraction of fluoxetine from aquatic and urine samples using sodium dodecyl sulfate-coated iron oxide magnetic nanoparticles followed by spectrofluorimetric determination, Article Analytica Chimica Acta ; Volume 692, Issue 1-2 , 2011 , Pages 80-84 ; 00032670 (ISSN) ; Zandi, O ; Aghakhani, A ; Sharif University of Technology
A new method based on the combination of magnetic solid phase extraction (MSPE) and spectrofluorimetric determination was developed for isolation and preconcentration of fluoxetine form aquatic and biological samples using sodium dodecyl sulfate (SDS) coated Fe3O4 nanoparticles (NPs) as a sorbent. The unique properties of Fe3O4 NPs including high surface area and strong magnetism were utilized effectively in the MSPE process. Effect of different parameters influencing the extraction efficiency of fluoxetine including the amount of Fe3O4 and SDS, pH value, sample volume, extraction time, desorption solvent and time were optimized. Under optimized condition, the method was successfully applied...
Dynamic stereochemistry of rutin (vitamin P) in solution: Theoretical approaches and experimental validation, Article Carbohydrate Research ; Volume 345, Issue 12 , 2010 , Pages 1760-1766 ; 00086215 (ISSN) ; Taheri, S ; Tafazzoli, M ; Sharif University of Technology
The 3D structure of vitamin P, an important bioflavonoid, has been studied in solution by 2D NMR spectroscopy and QM calculations. Rutin, vitamin P, was extracted from Salvia macrosiphon and identified by 1H, 13C, 1H-1H COSY, HMQC, and HMBC spectroscopy. In parallel, density functional theory (DFT) using B3LYP functional and split-valance 6-311G basis set has been used to optimize the structures and conformers of rutin. Also experimental and theoretical methods have been used to correlate the dependencies of 1J, 2J, and 3J involving 1H and 13C on the C5″-C6″ (ω), C6″-O6″ (θ), and C1‴-O6″ () torsion angles in the glycosidic moiety. New Karplus equations are proposed to assist in the...
QSAR modeling of 1-(3,3-diphenylpropyl)-piperidinyl amides as CCR5 modulators using multivariate adaptive regression spline and bayesian regularized genetic neural networks, Article QSAR and Combinatorial Science ; Volume 28, Issue 9 , 2009 , Pages 946-958 ; 1611020X (ISSN) ; Mani Varnosfaderani, A ; Sharif University of Technology
This study deals with developing a quantitative structure-activity relationship (QSAR) model for describing and predicting the inhibition activity of 1-(3,3-diphenylpropyl)-piperidinyl derivatives as CCR5 modulators. Applying the multiple linear regressions (MLR) and its inability in predicting the inhibition behavior showed that the interaction has no linear characteristics. To assess the nonlinear characteristics of the inhibition activity artificial neural networks (ANN) was used for data modeling. In order to select the variables needed for developing ANNs, three variable selection algorithms were used: Stepwise-MLR, genetic algorithm-partial least squares (GA-PLS), and Bayesian...
PASylation enhances the stability, potency, and plasma half-life of interferon α-2a: A molecular dynamics simulation, Article Biotechnology Journal ; Volume 15, Issue 8 , 2020 ; Rostami, P ; Mahmoudi, A ; Sharif University of Technology
Wiley-VCH Verlag 2020
In this study, the effectiveness of PASylation in enhancing the potency and plasma half-life of pharmaceutical proteins has been accredited as an alternative technique to the conventional methods such as PEGylation. Proline, alanine, and serine (PAS) chain has shown some advantages including biodegradability improvement and plasma half-life enhancement while lacking immunogenicity or toxicity. Although some experimental studies have been performed to find the mechanism behind PASylation, the detailed mechanism of PAS effects on the pharmaceutical proteins has remained obscure, especially at the molecular level. In this study, the interaction of interferon α-2a (IFN) and PAS chain is...
Efficient synthesis of novel coumarin-3-carboxamides (=2-oxo-2h-1- benzopyran-3-carboxamides) containing lipophilic spacers, Article Helvetica Chimica Acta ; Volume 95, Issue 3 , 2012 , Pages 528-535 ; 0018019X (ISSN) ; Bigdeli, M. A ; Sheikhhosseini, E ; Habibi, A ; Moghadam, H. P ; Naderi, M ; Sharif University of Technology
The novel coumarin-3-carboxamides (=2-oxo-2H-1-benzopyran-3-carboxamides) 5a-5g containing lipophilic spacers were synthesized through the Ugi-four-component reaction (Scheme 1). The reactions of aromatic aldehydes 1, 4,4'-oxybis[benzenamine] or 4,4'-methylenebis[benzenamine] as diamine 2, coumarin-3-carboxylic acid (=2-oxo-2H-benzopyran-3-carboxylic acid; 3), and alkyl isocyanides 4 lead to the desired substituted coumarin-3-carboxamides 5a-5g at room temperature with high bond-forming efficiency. These novel coumarin derivatives exhibit brilliant fluorescence at 544 nm in CHCl 3
Preparation and biological evaluation of radiolabeled-folate embedded superparamagnetic nanoparticles in wild-type rats, Article Journal of Radioanalytical and Nuclear Chemistry ; Volume 287, Issue 1 , January , 2011 , Pages 119-127 ; 02365731 (ISSN) ; Hosseini Salekdeh, S. L ; Mahmoudi, M ; Yousefnia, H ; Majdabadi, A ; Pouladian, M ; Sharif University of Technology
In this study, superparamagnetic iron oxide nanoparticles (SPION) embedded by folic acid (SPION-folate) were prepared by a modified co-precipitation method. The structure, size, morphology, magnetic property and relaxivity of the SPION-folate were characterized systematically by means of XRD, VSM, HRSEM and TEM and the interaction between folate and iron oxide (Fe3O 4) was characterized by FT-IR. The particle size was shown to be ≈5-10 nm. To ensure biocompatibility, the interaction of these SPION with mouse connective tissue cells (adhesive) was investigated using an MTT assay. Consequently, gallium-67 labeled nanoparticles ([67Ga]-SPION-folate) were prepared using 67Ga with a high labeling...
Fabrication of chitosan/poly(lactic acid)/graphene oxide/TiO2 composite nanofibrous scaffolds for sustained delivery of doxorubicin and treatment of lung cancer, Article International Journal of Biological Macromolecules ; Volume 110 , 2018 , Pages 416-424 ; 01418130 (ISSN) ; Moradkhani, M ; Beheshti, H ; Irani, M ; Aliabadi, M ; Sharif University of Technology
Elsevier B.V 2018
In this work, the synthesized graphene oxide/TiO2/doxorubicin (GO/TiO2/DOX) composites were loaded into the chitosan/poly(lactic acid) (PLA) solutions to fabricate the electrospun chitosan/PLA/GO/TiO2/DOX nanofibrous scaffolds via electrospinning process. The synthesized composites and nanofibers were characterized using X-ray powder diffraction (XRD), scanning electron microscopy (SEM) and transmission electron microscopy (TEM) analysis. Three-factor three-level central composite design was used to determine the influence of PLA to chitosan ratio, TiO2/DOX content and GO/TiO2/DOX content on the release of DOX from nanofibrous scaffolds. Drug loading efficiency and drug release behavior from...
Article Colloids and Surfaces B: Biointerfaces ; Volume 186 , 2020 ; Akhavan, O ; Raoufi, M ; Varshochian, R ; Hosseini Motlagh, N. S ; Atyabi, F ; Sharif University of Technology
Elsevier B.V 2020
Free polymer graphene aerogel nanoparticles (GA NPs) were synthesized by using reduction/aggregation of graphene oxide (GO) sheets in the presence of vitamin C (as a biocompatible reductant agent) at a low temperature (40 °C), followed by an effective sonication. Synthesis of GA NPs in doxorubicin hydrochloride (DOX)-containing solution results in the simultaneous synthesis and drug loading with higher performance (than that of the separately synthesized and loaded samples). To investigate the mechanism of loading and the capability of GA NPs in the loading of other drug structures, two groups of ionized (DOX, Amikacin sulfate and, D-glucosamine hydrochloride) and non-ionized (Paclitaxel...