Thermodynamic Evaluation of the Interaction Driven by Hydrophobic Bonding in the Aqueous Phase.

Abstract:

:In the present study, the interaction between phenobarbital and activated carbons which is driven by hydrophobic bonding was evaluated. The Two-Mechanism Langmuir-Like Equation was proposed to describe the isotherms for phenobarbital adsorbing to activated carbons. The parameters in the Two-Mechanism Langmuir-Like Equation obtained from the nonlinear fitting of isotherms were used in the calculations of the differential Gibbs free energy for the hydrophobic bonding-driven interaction. Two thermodynamic models, the Modified Crisp Model and the van't Hoff Equation, were adopted to estimate the differential Gibbs free energy. And, comparing the differential Gibbs free energy obtained from the 2 thermodynamic relationships, it can be determined that an adsorbing phenobarbital molecule displaces 12 water molecules on the hydrocarbon surfaces of the activated carbons (hydrophobic bonding case). The difference between the estimates of the differential Gibbs free energy obtained by the Modified Crisp Model and by the van't Hoff Equation provides a new experimental method to calculate the number of solvent molecules displaced by an adsorbing solute molecule. This is a completely general technique for the hydrophobic bonding-driven interaction and is not limited to the systems studied. The calculated positive differential entropy confirmed that the adsorption process was entropy driven.

journal_name

J Pharm Sci

authors

Yu P,Wurster DE

doi

10.1016/j.xphs.2018.06.018

subject

Has Abstract

pub_date

2019-01-01 00:00:00

pages

173-177

issue

1

eissn

0022-3549

issn

1520-6017

pii

S0022-3549(18)30352-6

journal_volume

108

pub_type

杂志文章
  • Polymeric drug delivery of platinum-based anticancer agents.

    abstract::Platinum-based anticancer agents such as cisplatin and carboplatin are in widespread clinical use but associated with many side effects. Improving the delivery of cytotoxic platinum compounds may lead to reduced side effects and achieve greater efficacy at lower doses. Polymer-based therapeutics have been investigated...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章,评审

    doi:10.1002/jps.21611

    authors: Haxton KJ,Burt HM

    更新日期:2009-07-01 00:00:00

  • Structural studies of commercial fat emulsions used in parenteral nutrition.

    abstract::In this paper, we demonstrate that by employing a combination of sedimentation field-flow fractionation (sedFFF) and other characterization techniques, such as photon correlation spectroscopy (PCS) and freeze-fracture electron microscopy (EM), it is possible to show that commercial fat emulsions of similar overall che...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600831114

    authors: Li J,Caldwell KD

    更新日期:1994-11-01 00:00:00

  • Alkylation of 6-mercaptopurine (6-MP) with N-alkyl-N-alkoxycarbonylaminomethyl chlorides: S6-(N-alkyl-N-alkoxycarbonyl)aminomethyl-6-MP prodrug structure effect on the dermal delivery of 6-MP.

    abstract::The S6-(N-alkyl-N-alkoxycarbonyl)aminomethyl-6-MP (6-CARB-6-MP) prodrugs 5-20 were synthesized from the reaction of 6-MP with N-alkyl-N-alkyoxycarbonylaminomethyl chlorides (4) in dimethyl sulfoxide in overall yields of 5-62%, depending on the N-alkyl and the alkoxy groups involved. The derivatives were fully characte...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600790116

    authors: Siver KG,Sloan KB

    更新日期:1990-01-01 00:00:00

  • Comparison of analytical methods for residual ethylene oxide analysis.

    abstract::A round-robin study compared four methods of residual ethylene oxide analysis. Results from the six participating laboratories, along with a statistical treatment of the data, are presented. ...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600640837

    authors: Romano SJ,Renner JA

    更新日期:1975-08-01 00:00:00

  • Synthesis and cytotoxic evaluation of some cyclic arylidene ketones and related oximes, oxime esters, and analogs.

    abstract::A number of arylidene derivatives of alicyclic ketones and some corresponding oximes, oxime esters, and related compounds were prepared as candidate cytotoxic agents. All of the compounds were evaluated against murine L1210 lymphoid leukemia cells. In general, cytotoxicity was greatest with the alpha,beta-unsaturated ...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600830619

    authors: Dimmock JR,Sidhu KK,Chen M,Li J,Quail JW,Allen TM,Kao GY

    更新日期:1994-06-01 00:00:00

  • In vitro interaction of quinidine with kaolin and pectin.

    abstract::The adsorption of quinidine onto kaolin was studied as a function of pH in aqueous solutions in which the ionic strength was adjusted to 0.1. The interaction of quinidine with pectin also was investigated in water and in phosphate buffer; the buffer pH and ionic strength were adjusted to 6.5 and 0.1, respectively. The...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600700907

    authors: Bucci AJ,Myre SA,Tan HS,Shenouda LS

    更新日期:1981-09-01 00:00:00

  • Compartment model to describe peripheral arterial-venous drug concentration gradients with drug elimination from the venous sampling compartment.

    abstract::The central compartment of an n-compartment mammillary model was concatenated with a gradient compartment (i.e., venous sampling compartment) and with a conventional effect compartment to model arterial-venous drug concentration gradients and the arterial drug concentration vs effect relationship, respectively. To mod...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600840320

    authors: Jacobs JR,Nath PA

    更新日期:1995-03-01 00:00:00

  • Use of pharmacological data for bioavailability and pharmacokinetic analyses.

    abstract::The use of pharmacological responses such as pupil diameter for dosage individualization, bioavailability, and pharmacokinetic analyses is becoming more widespread. Attempts to use pupil diameter to assess morphine bioavailability illuminate the fact that multiple responses, nonlinearities, and the condition of the su...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600660431

    authors: Kramer PA

    更新日期:1977-04-01 00:00:00

  • Confinement of Amorphous Lactose in Pores Formed Upon Co-Spray Drying With Nanoparticles.

    abstract::This study aims at investigating factors influencing humidity-induced recrystallization of amorphous lactose, produced by co-spray drying with particles of cellulose nanocrystals or sodium montmorillonite. In particular, the focus is on how the nanoparticle shape and surface properties influence the nanometer to micro...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1016/j.xphs.2016.09.032

    authors: Hellrup J,Mahlin D

    更新日期:2017-01-01 00:00:00

  • Lateral and rotational mobility of some drug molecules in a poly(ethylene glycol) diacrylate hydrogel and the effect of drug-cyclodextrin complexation.

    abstract::In relation to drug release properties the lateral and rotational mobility of two drugs and one drug mimic in photopolymerized poly(ethylene glycol) diacrylate (PEGDA) networks were investigated by nuclear magnetic resonance as a function of the network cross-link density and temperature. The network mesh size affects...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.21251

    authors: Tomić K,Veeman WS,Boerakker M,Litvinov VM,Dias AA

    更新日期:2008-08-01 00:00:00

  • Intranasal absorption of flurazepam, midazolam, and triazolam in dogs.

    abstract::Intranasal delivery of flurazepam, midazolam, and triazolam was studied in a dog model as a possible alternate route of drug administration for treatment of insomnia. Four beagles received each hypnotic by both intranasal and oral routes on two separate occasions. Plasma concentrations for each hypnotic after dosing w...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600801207

    authors: Lui CY,Amidon GL,Goldberg A

    更新日期:1991-12-01 00:00:00

  • Interactions of pluronic block copolymers on P-gp efflux activity: experience with HIV-1 protease inhibitors.

    abstract::The objective was to examine the influence of Pluronic block-copolymers on the interaction between the drug efflux transporter, P-glycoprotein and HIV-1 protease inhibitors (PIs). The ATPase assay determined the effect of various Pluronics on PI-stimulated P-gp ATPase activity. Cellular accumulation studies were condu...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.21372

    authors: Shaik N,Pan G,Elmquist WF

    更新日期:2008-12-01 00:00:00

  • Water evaporation rates from a model of stratum corneum lipids.

    abstract::Water evaporation rates were measured from thin samples of a model layered structure of stratum corneum lipids with 32% water. A model with only free fatty acids present gave the lowest evaporation rates, while a model with only oleic acid gave values approximately 50% higher. Using the total lipid spectrum of stratum...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600780808

    authors: Friberg SE,Kayali I

    更新日期:1989-08-01 00:00:00

  • Diffusion and concentration profiles of drugs in gels.

    abstract::A versatile membraneless method was used to study the diffusion of acetaminophen, ibuprofen, indomethacin, theophylline, and chlorpheniramine in thermoreversible gels. Two independent ways to calculate the diffusion coefficients and to verify Fickian transport are presented; the most sensitive criterion for Fickian tr...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600821106

    authors: Upadrashta SM,Häglund BO,Sundelöf LO

    更新日期:1993-11-01 00:00:00

  • Dequaternization of curare bases with sodium thiophenoxide and ethanolamine.

    abstract::To prepare (+)-tubocurine and O,O-dimethyl-(+)-tubocurine, the commonly used dequaternization procedures with sodium theophenoxide and ethanolamine were investigated. The quaternary compounds were (+)-tubocurarine chloride and the chloride and iodide salts of O,O-dimethyl-(+)-chondocurarine. The results obtained with ...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600670904

    authors: Naghaway JA,Soine TO

    更新日期:1978-09-01 00:00:00

  • The Effects of Feed Frame Parameters and Turret Speed on Mini-Tablet Compression.

    abstract::Die filling is a critical process step during tablet production as it defines the tablet weight. Achieving die fill consistency during production of mini-tablets, tablets with diameters ≤6 mm, is considerably more challenging. Although die filling in rotary presses had been studied in relation to the feed paddle desig...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1016/j.xphs.2018.09.005

    authors: Goh HP,Sia Heng PW,Liew CV

    更新日期:2019-03-01 00:00:00

  • Adsorption of local anesthetics on activated carbon: Freundlich adsorption isotherms.

    abstract::We have shown that adsorbability of local anesthetics onto activated carbon, expressed by the partition coefficients at infinite dilution, correlated well with the pharmacological activity. However, there is no parameter that can singly express the tendency to be adsorbed. Adsorbability is a loosely defined term and i...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600790418

    authors: Abe I,Kamaya H,Ueda I

    更新日期:1990-04-01 00:00:00

  • Derivative and graphical procedures for correction of irrelevant UV spectrophotometric absorption in changeable matrixes.

    abstract::The application of direct zero-order UV spectrophotometric and graphical or derivative background correction methods to selected pharmaceutical preparations shows their relative advantages in different situations. The assay of the active components in a changeable matrix is a problem with formulations having a limited...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600690605

    authors: Traveset J,Such V,Gonzalo R,Gelpi E

    更新日期:1980-06-01 00:00:00

  • Long-term stability of aqueous solutions of luteinizing hormone-releasing hormone assessed by an in vitro bioassay and liquid chromatography.

    abstract::The stability of aqueous solutions of luteinizing hormone-releasing hormone (LHRH) after extended storage at various temperatures was investigated using a newly developed HPLC assay and an in vitro dispersed pituitary cell culture bioassay. Good correlations were obtained between the potency obtained by HPLC and bioas...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600730628

    authors: Shi YF,Sherins RJ,Brightwell D,Gallelli JF,Chatterji DC

    更新日期:1984-06-01 00:00:00

  • VLDL-resembling phospholipid-submicron emulsion for cholesterol-based drug targeting.

    abstract::The objective of the current study was to develop and evaluate VLDL-resembling phospholipid-submicron emulsion (PSME) as a carrier system for new cholesterol-based compounds for targeted delivery to cancer cells. BCH, a boronated cholesterol compound, was originally developed in our laboratory to mimic the cholesterol...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.10117

    authors: Shawer M,Greenspan P,ØIe S,Lu DR

    更新日期:2002-06-01 00:00:00

  • Surfactant Effects on Lipid-Based Vesicles Properties.

    abstract::Understanding the effect of surfactant properties is critical when designing vesicular delivery systems. This review evaluates previous studies to explain the influence of surfactant properties on the behavior of lipid vesicular systems, specifically their size, charge, stability, entrapment efficiency, pharmacokineti...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章,评审

    doi:10.1016/j.xphs.2018.01.005

    authors: Bnyan R,Khan I,Ehtezazi T,Saleem I,Gordon S,O'Neill F,Roberts M

    更新日期:2018-05-01 00:00:00

  • Modified NF method for quantitative determination of pentaerythritol tetranitrate.

    abstract::A modified NF method for the quantitative determination of pentaerythritol tetranitrate is reported. A solution of powder is made directly from the dosage form in glacial acetic acid and is then reacted with phenoldisulfonic acid TS. The proposed method saves approximately 75% of the time required with the NF method. ...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600670543

    authors: Gupta VD

    更新日期:1978-05-01 00:00:00

  • Indolizine derivatives with biological activity IV: 3-(2-Aminoethyl)-2-methylindolizine, 3-(2-aminoethyl)-2-methyl-5,6,7,8-tetrahydroindolizine, and their N-alkyl derivatives.

    abstract::In a continuing search for new biologically active agents derived from indolizine, 3-(2-aminoethyl)-2-methylindolizine, 3-(2-aminoethyl)-2-methyl-5,6,7,8-tetrahydroindolizine, and some mono- and di-N-substituted derivatives were prepared. Initial pharmacological screening showed that these compounds possess anti-5-hyd...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600680317

    authors: Antonini I,Claudi F,Gulini U,Micossi L,Venturi F

    更新日期:1979-03-01 00:00:00

  • Skin penetration of nonsteroidal antiinflammatory drugs out of a lipophilic vehicle: influence of the viable epidermis.

    abstract::The skin penetration of 10 nonsteroidal antiinflammatory drugs (NSAIDs) was investigated after application in the lipophilic vehicle light mineral oil. The skin permeabilities and maximum fluxes, which were calculated from the concentration decreases of the applied solutions in the steady state phases, were correlated...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 临床试验,杂志文章

    doi:10.1021/js990032o

    authors: Wenkers BP,Lippold BC

    更新日期:1999-12-01 00:00:00

  • A Micro-Polyethylene Glycol Precipitation Assay as a Relative Solubility Screening Tool for Monoclonal Antibody Design and Formulation Development.

    abstract::Adequate protein solubility is an important prerequisite for development, manufacture, and administration of biotherapeutic drug candidates, especially for high-concentration protein formulations. A previously established method for determining the relative apparent solubility (thermodynamic activity) of proteins usin...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1016/j.xphs.2016.05.021

    authors: Toprani VM,Joshi SB,Kueltzo LA,Schwartz RM,Middaugh CR,Volkin DB

    更新日期:2016-08-01 00:00:00

  • Transcellular route of diffusion through stratum corneum: results from finite element models.

    abstract::Insight into the stratum corneum (SC) permeation pathway for hydrophilic compounds is gained by comparing experimental measurements of permeability and lag time (tlag) with the predictions of a finite element (FE) model. A database of permeability and lag time measurements (n=27) of hydrophilic compounds was compiled ...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.20695

    authors: Barbero AM,Frasch HF

    更新日期:2006-10-01 00:00:00

  • Fluconazole Represses Cytochrome P450 1B1 and Its Associated Arachidonic Acid Metabolites in the Heart and Protects Against Angiotensin II-Induced Cardiac Hypertrophy.

    abstract::Cytochrome P450 1B1 (CYP1B1) has been reported to have a major role in metabolizing arachidonic acid (AA) into cardiotoxic metabolites, mid-chain hydroxyeicosatetraenoic acids (HETEs). Recently, we have shown that fluconazole decreases the level of mid-chain HETEs in human liver microsomes. Therefore, the objectives o...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1016/j.xphs.2020.03.016

    authors: Alammari AH,Shoieb SM,Maayah ZH,El-Kadi AOS

    更新日期:2020-07-01 00:00:00

  • Protein effects on surfactant adsorption suggest the dominant mode of surfactant-mediated stabilization of protein.

    abstract::Surfactants stabilize proteins through two major mechanisms: (1) their preferential location at nearby interfaces, in this way precluding protein adsorption; and/or (2) their association with protein into "complexes" that prevent proteins from interacting with surfaces as well as each other. However, selection of surf...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.23908

    authors: Kim HL,McAuley A,McGuire J

    更新日期:2014-05-01 00:00:00

  • A method to predict the equilibrium solubility of drugs in solid polymers near room temperature using thermal analysis.

    abstract::A method is presented for determining the equilibrium solubility of a drug in a solid polymer at or near room temperature, which represents a typical storage temperature. The method is based on a thermodynamic model to calculate the Gibbs energy change ΔG(SS) associated with forming a binary drug-polymer solid solutio...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.23319

    authors: Bellantone RA,Patel P,Sandhu H,Choi DS,Singhal D,Chokshi H,Malick AW,Shah N

    更新日期:2012-12-01 00:00:00

  • Reversible adsorption of nicotinic acid onto charcoal in vitro.

    abstract::The effects of various factors on the adsorption of nicotinic acid onto and desorption from activated charcoal were investigated in vitro. The affinity of nicotinic acid for charcoal was poor both in acidic and neutral media. Adsorption increased with increasing charcoal:drug ratios and decreasing incubation volume:ch...

    journal_title:Journal of pharmaceutical sciences

    pub_type: 杂志文章

    doi:10.1002/jps.2600810916

    authors: Roivas L,Neuvonen PJ

    更新日期:1992-09-01 00:00:00