期刊
CHEMISTRY-AN ASIAN JOURNAL
卷 9, 期 11, 页码 3196-3206出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201402672
关键词
drug delivery; gels; hydrogen bonds; self-assembly; supramolecular chemistry
资金
- DBT, New Delhi [BT/01/CEIB/V/13]
- CSIR, New Delhi [09/080(0802)/2012-EMR-I]
- DBT under CEIB program in the Department of Organic Chemistry, IACS, Kolkata
Indomethacin (IND), which is a well-known nonsteroidal anti-inflammatory drug (NSAID), was conjugated with various naturally occurring amino acids. Most of these bioconjugates were capable of gelling pure water, a solution of NaCl (0.9 wt%), and phosphate-buffered saline (pH 7.4), as well as a few organic solvents. The gels were characterized by table-top and dynamic rheology, and electron microscopy. Variable-temperature H-1 NMR spectroscopy studies on a selected gel were performed to gain insights into the self-assembly process during gel formation. Both 1D and 2D hydrogen-bonded networks were observed in the single-crystal structures of two of the gelators. Plausible biological applications of the hydrogelators were evaluated with the ultimate aim of drug delivery in a self-delivery fashion. All hydrogelators were stable in phosphate-buffered saline at pH 7.4 at 37 degrees C, and biocompatible in mouse macrophage RAW 264.7 cell line (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay). Two of the most biocompatible hydrogelators displayed an anti-inflammatory response comparable to that of the parent drug IND in prostaglandin E-2 assay. Release of the bioconjugates into the bulk solvent interfaced with the corresponding hydrogels indicated their plausible future application in drug delivery.
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