Investigation of inclusion complexes of sulfamerazine with α- and β-cyclodextrins: An experimental and theoretical study

Rajendiran, N.; Mohandoss, T.; Venkatesh, G.

doi:10.1016/j.saa.2014.01.057

Cited by 31 publications

(17 citation statements)

References 27 publications

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“…According to Rajendiran et al and Castronuovo and Niccoli, the DH value suggests the inclusion complex formation between ISOP with b-CD indicating strong interactions between ISOP and the CD cavity in this orientation. The value of enthalpy is the result of several factors, among them the endothermic contribution due to the disruption of the hydrogen bonds between water molecules in the cavity, the endothermic dehydration of the included hydrophobic guest molecule and the exothermic contribution stemming from the van der Waals interactions between the guest and the CD cavity [41,42]. The host-guest interaction causes an enthalpy-entropy compensating process in the gas phase whereas the same interaction causes an enthalpy-entropy co-driven process in aqueous solution.…”

Section: Resultsmentioning

confidence: 99%

Docking and physico-chemical properties of α- and β-cyclodextrin complex containing isopulegol: a comparative study

Menezes

Dória

Araújo

et al. 2016

J Incl Phenom Macrocycl Chem

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Isopulegol (ISOP) is a monoterpenoid alcohol presented in the essential oils of several plants that possesses therapeutic properties The aim of this work was prepare samples with ISOP and a-and b-cyclodextrins (aand b-CD) through three different methods: physical mixture, paste method (PC) and slurry complexation (SC). In order to evaluate the formation of inclusion complexes, the techniques of differential scanning calorimetry, thermogravimetry/derivative thermogravimetry, fourier transform infrared spectroscopy, X-ray diffractometry (XRD), gas chromatography-mass spectrometry analyses (GC/ MS), docking, nuclear magnetic resonance and scanning electron microscopy were considered. The analyses of the a-CD or b-CD/ISOP revealed the formation of a complex mainly through the PC and SC methods for a-CD and b-CD, respectively. XRD diffraction characteristics presented formation of a trend to new solid phase, which suggested the formation of inclusion complexes. The GC/MS demonstrated that the PC method was the best one to form complexation with a-CD (48.8 %). Concerning b-CD, the SC method exhibited the strongest complexation (68.3 %). Furthermore, the molecular theoretical docking study demonstrated that a-CD/ISOP inclusion complex formed a more stable complex than did the b-CD/ISOP inclusion complex.

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Section: Resultsmentioning

confidence: 99%

Docking and physico-chemical properties of α- and β-cyclodextrin complex containing isopulegol: a comparative study

Menezes

Dória

Araújo

et al. 2016

J Incl Phenom Macrocycl Chem

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“…Both sulfa drugs exhibit similar absorption maxima; this is because tautomeric structure is present in both drug molecules [20][21][22][23][24][25]. With an increasing the concentration of SM and SMT, the absorption maximum of both sulfa drugs was completely lost whereas BSA and adenine absorbance was decreased at the same wavelength; i.e., in varying concentration of sulfa drugs, no remarkable spectral shift was noticed in BSA and adenine except a decrease in the intensity.…”

Section: Absorption Spectroscopic Studiesmentioning

confidence: 99%

“…This approach originally developed to illuminate the structure and the excited state behavior of organic molecules and drugs included in cyclodextrin macrocycles through experimental and theoretical [20][21][22][23][24][25][26] explorations. In the view of increasing attention directed toward the importance of investigating interaction between proteins and drugs, we present in this work utilizing UV-visible and fluorescence spectroscopy, cyclic voltammetry and molecular docking studies for investigating the interaction between SM/SMT with BSA/adenine.…”

Section: Introductionmentioning

confidence: 99%

Binding of Sulfamerazine and Sulfamethazine to Bovine Serum Albumin and Nitrogen Purine Base Adenine: A Comparative Study

Rajendiran

Thulasidhasan

2015

ILCPA

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ABSTRACT. Quenching of bovine serum albumin (BSA) and DNA base (adenine) by sulfamerazine (SM) and sulfamethazine (SMT) was studied using UV-visible, fluorescence cyclic voltammetry and molecular docking methods. A strong fluorescence quenching reaction of SM and SMT to BSA/adenine was observed and the quenching mechanism was suggested as static. Both drugs can bind to BSA and adenine with stoichiometric ratio of 1:1 and the protein -drug complexes are stabilized mainly by hydrogen bonds and van der Waals interaction. Compared to SM, SMT contributes substantially higher binding efficiency with BSA/adenine. With addition of drug solution to the adenine/BSA, the oxidation and the reduction peaks shifted towards high and low potentials, respectively. R o , J, r and E values in the BSA-drugs are higher than that of adeninedrug molecules suggest that binding of the sulfa drugs with BSA is higher than adenine -drug molecules. Docking method specify that bioactive site of sulfa drugs moiety, the aniline group is interacted with the BSA molecules.

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“…In the last decade, CDs have been widely used to form inclusion complexes with various drugs for different purposes, the investigation of such interaction with unstudied drugs or existing ones is of great importance; this includes the subject of this work, namely triterpenes acid-based drugs [ 12 - 13 ] . Among the CDs, β-CD is the most commonly used, based on its low cost, availability, and complex-forming capacity.…”

Section: Introductionmentioning

confidence: 99%

Host-guest interaction of β-cyclodextrin with isomeric ursolic acid and oleanolic acid: physicochemical characterization and molecular modeling study

et al. 2017

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Ursolic acid (UA) and oleanolic acid (OA) are insoluble drugs. The objective of this study was to encapsulate them into β-cyclodextrin (β-CD) and compare the solubility and intermolecular force of β-CD with the two isomeric triterpenic acids. The host-guest interaction was explored in liquid and solid state by ultraviolet-visible absorption,1 H NMR, phase solubility analysis, and differential scanning calorimetry, X-ray powder diffractometry, and molecular modeling studies. Both experimental and theoretical studies revealed that β-CD formed 1: 1 water soluble inclusion complexes and the complexation process was naturally favorable. In addition, the overall results suggested that ring E with a carboxyl group of the drug was encapsulated into the hydrophobic CD nanocavity. Therefore, a clear different inclusion behavior was observed, and UA exhibited better affinity to β-CD compared with OA in various media due to little steric interference, which was beneficial to form stable inclusion complex with β-CD and increase its water solubility effectively.

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Investigation of inclusion complexes of sulfamerazine with α- and β-cyclodextrins: An experimental and theoretical study

Cited by 31 publications

References 27 publications

Docking and physico-chemical properties of α- and β-cyclodextrin complex containing isopulegol: a comparative study

Docking and physico-chemical properties of α- and β-cyclodextrin complex containing isopulegol: a comparative study

Binding of Sulfamerazine and Sulfamethazine to Bovine Serum Albumin and Nitrogen Purine Base Adenine: A Comparative Study

Host-guest interaction of β-cyclodextrin with isomeric ursolic acid and oleanolic acid: physicochemical characterization and molecular modeling study

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