Literature DB >> 21975565

Novel 1-indanone Thiosemicarbazone Antiviral Candidates: Aqueous Solubilization and Physical Stabilization by Means of Cyclodextrins.

Romina J Glisoni1,2, Diego A Chiappetta1,2, Albertina G Moglioni2,3, Alejandro Sosnik4,5.   

Abstract

PURPOSE: To investigate cyclodextrin-mediated solubilization and physical stabilization of novel 1-indanone thiosemicarbazone (TSC) candidate drugs that display extremely high self-aggregation and precipitation tendency in water.
METHODS: TSC/CD complexes were produced by co-solvent method, and TSC/CD phase-solubility diagrams were obtained by plotting TSC concentration as a function of increasing CD concentration. Size, size distribution, and zeta-potential of the different TSC/CD complexes and aggregates were fully characterized by dynamic light scattering. The morphology of the structures was visualized by atomic force microscopy.
RESULTS: Results indicated the formation of Type A inclusion complexes; the solubility of different TSCs was enhanced up to 215 times. The study of physical stability revealed that, as opposed to free TSCs that self-aggregate, crystallize, and precipitate in water very rapidly, complexed TSCs remain in solution for at least 1 week. On the other hand, a gradual size growth was observed. This phenomenon stemmed from the self-aggregation of the TSC/CD complex.
CONCLUSIONS: 1-indanone TSC/CD inclusion complexes improved aqueous solubility and physical stability of these new drug candidates and constitute a promising technological approach towards evaluation of their activity against the viruses hepatitis B and C.

Entities:  

Keywords:  1-indanone thiosemicarbazone antiviral candidates; inclusion complexes; native and modified cyclodextrins; self-assembly; water-solubilization

Year:  2011        PMID: 21975565     DOI: 10.1007/s11095-011-0599-y

Source DB:  PubMed          Journal:  Pharm Res        ISSN: 0724-8741            Impact factor:   4.200


  34 in total

1.  A Calorimetric Study of the Influence of Temperature on the Self-Association of Amphiphilic Antidepressant Drugs in Aqueous Solution.

Authors: 
Journal:  J Colloid Interface Sci       Date:  2000-07-15       Impact factor: 8.128

2.  Alternative oral exemestane formulation: improved dissolution and permeation.

Authors:  Burçin Yavuz; Erem Bilensoy; Imran Vural; Murat Sumnu
Journal:  Int J Pharm       Date:  2010-08-03       Impact factor: 5.875

Review 3.  Pharmaceutical applications of cyclodextrins. 1. Drug solubilization and stabilization.

Authors:  T Loftsson; M E Brewster
Journal:  J Pharm Sci       Date:  1996-10       Impact factor: 3.534

4.  Spectral characteristics of tramadol in different solvents and beta-cyclodextrin.

Authors:  A Anton Smith; R Manavalan; K Kannan; N Rajendiran
Journal:  Spectrochim Acta A Mol Biomol Spectrosc       Date:  2009-07-01       Impact factor: 4.098

Review 5.  Self-assembled cyclodextrin aggregates and nanoparticles.

Authors:  Martin Messner; Sergey V Kurkov; Phatsawee Jansook; Thorsteinn Loftsson
Journal:  Int J Pharm       Date:  2009-12-04       Impact factor: 5.875

6.  Triamterene-beta-cyclodextrin systems: preparation, characterization and in vivo evaluation.

Authors:  Alka Pravin Mukne; M S Nagarsenker
Journal:  AAPS PharmSciTech       Date:  2004-03-29       Impact factor: 3.246

7.  Impact of chlorpromazine self-association on its apparent binding constants with cyclodextrins: Effect of SBE(7)-beta-CD on the disposition of chlorpromazine in the rat.

Authors:  Michelle P McIntosh; Nathania Leong; Kasiram Katneni; Julia Morizzi; David M Shackleford; Richard J Prankerd
Journal:  J Pharm Sci       Date:  2010-07       Impact factor: 3.534

Review 8.  Cyclodextrin-based aggregates and characterization by microscopy.

Authors:  Yifeng He; Pei Fu; Xinghai Shen; Hongcheng Gao
Journal:  Micron       Date:  2007-07-07       Impact factor: 2.251

9.  Self-assembly of beta-cyclodextrin in water. Part 1: Cryo-TEM and dynamic and static light scattering.

Authors:  Massimo Bonini; Simona Rossi; Göran Karlsson; Mats Almgren; Pierandrea Lo Nostro; Piero Baglioni
Journal:  Langmuir       Date:  2006-02-14       Impact factor: 3.882

10.  Synthesis and structure-activity relationship study of potent trypanocidal thio semicarbazone inhibitors of the trypanosomal cysteine protease cruzain.

Authors:  Xiaohui Du; Chun Guo; Elizabeth Hansell; Patricia S Doyle; Conor R Caffrey; Tod P Holler; James H McKerrow; Fred E Cohen
Journal:  J Med Chem       Date:  2002-06-20       Impact factor: 7.446

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  1 in total

1.  Evaluation of free radical scavenging capacity of methoxy containing-hybrids of thiosemicarbazone-triazole and their influence on glucose transport.

Authors:  Ademola O Ayeleso; Jitcy S Joseph; Oluwafemi O Oguntibeju; Emmanuel Mukwevho
Journal:  BMC Pharmacol Toxicol       Date:  2018-12-06       Impact factor: 2.483

  1 in total

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