Inclusion complex of a new propiconazole derivative with β-cyclodextrin: NMR, ESI–MS and preliminary pharmacological studies

Publication date: May 2011 Source:Results in Pharma Sciences, Volume 1, Issue 1 Author(s): Narcisa Marangoci , Mihai Mares , Mihaela Silion , Adrian Fifere , Cristian Varganici , Alina Nicolescu , Calin Deleanu , Adina Coroaba , Mariana Pinteala , Bogdan C. Simionescu A novel inclusion complex of the propiconazole nitrate (NO3PCZ) with β-cyclodextrin (β-CD) was prepared by treatment of propiconazole (PCZ) with an acidic nitrating agent. The formation of NO3PCZ and its inclusion complex with β-CD has been studied by NMR, ESI–MS, TGA, DSC methods. Using the undecoupled signal in the HMBC correlation spectra, almost identical coupling constants of CH from trizolic ring of PCZ and NO3PCZ compounds (1J(HC)3=207Hz, 1J(CH)5=214Hz, for PCZ; 1J(HC)3=208Hz and 1J(CH)5=215Hz, for NO3PCZ) were determined, confirming that the geometry of the heterocyclic skeleton is identical in both the forms. The 1:1 stoichiometry of the complex was determined by ESI–MS and was confirmed using Scott's equation in DMSO and Higuchi and Connors equation in water. The solubility curve obtained for NO3PCZ in presence of β-CD in distilled water was constructed, resulting in a solubility diagram of AL type. Solubility of NO3PCZ in water was determined by DLS studies. The results showed that NO3PCZ was encapsulated within the β-CD cavity with a binding constant of 330 M-1 in DMSO and 975 M-1 in water. Preliminary pharmacological studies showed higher antifungal activities for NO3PCZ and i...
Source: Results in Pharma Sciences - Category: Drugs & Pharmacology Source Type: research