Journal
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY
Volume 79, Issue 1-2, Pages 225-235Publisher
SPRINGER
DOI: 10.1007/s10847-013-0348-4
Keywords
Silver(I); Nimesulide; beta-Cyclodextrin; Inclusion chemistry; NOESY NMR
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Funding
- FAPESP (Sao Paulo State Research Foundation, Brazil) [proc. 2012/08230-2]
- CAPES
- CNPq
- Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP) [12/08230-2] Funding Source: FAPESP
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The present work describes the preparation and characterization of inclusion systems involving beta-CD and the silver(I) nimesulide coordination complex (Ag-NMS), prepared by kneading (K) and co-evaporation (CE) methods. Solid state characterization by DSC, XRD and IR vibrational spectroscopic measurements provided remarkable evidences of the formation of true inclusion systems. Solution measurements provided information about the inclusion mode. The UV-Vis spectroscopy was used to obtain the association constants by the Scatchard method, and the value obtained was 370 +/- 2 L mol(-1). The 1 H NMR spectroscopic measurements indicate a total inclusion of the guest into the cavity. A 2D NOESY experiment was carried out for the inclusion complex. The spectrum shows that hydrogens 3-6 of the cyclodextrin clearly correlate with the protons of the phenoxy ring of nimesulide in the Ag-NMS coordination compound, which confirms the formation of the inclusion complex. The antibacterial activities of the Ag-NMS and CE-[(Ag-NMS)center dot beta-CD] inclusion system were evaluated by the well diffusion method over Escherichia coli and Pseudomonas aeruginosa (Gram-negative) and Staphylococcus aureus (Grampositive) pathogenic bacterial strains. The observed data shows the significant antibacterial activity of the Ag-NMS coordination complex, and no activity for the inclusion complex under the same considered conditions.
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