Design, Synthesis, and Characterization of Novel Thiol-Derivatized Ibuprofen Monolayer Protected Gold ClustersReport as inadecuate




Design, Synthesis, and Characterization of Novel Thiol-Derivatized Ibuprofen Monolayer Protected Gold Clusters - Download this document for free, or read online. Document in PDF available to download.

Journal of NanomaterialsVolume 2013 2013, Article ID 931815, 8 pages

Research Article

Department of Pharmacy, Chia Nan University of Pharmacy and Science, Tainan 71710, Taiwan

Drug Discovery and Development Center, Chia Nan University of Pharmacy and Science, Tainan 71710, Taiwan

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 80708, Taiwan

Received 24 December 2012; Revised 31 January 2013; Accepted 14 February 2013

Academic Editor: Zhenhui Kang

Copyright © 2013 Kuan-Han Lee et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

A series of new thiol-derivatized ibuprofen monolayer protected gold clusters have been prepared by amidation of ibuprofen with alkyl alcohol or aminophenol affording the carboxamides, N-hydroxyalkyl amide 2, and N-hydroxyphenyl amide 6, which were then tosylated with p-toluenesulfonyl chloride at hydroxyl group to give 3 and 7. Reactions of 3 and 7 with NaSH afforded the mercapto derivatives 4 and 8. Conducting Brust’s reaction with a 3 : 1 mole ratio of thiolate ibuprofen- yielded polydisperse thiol-derivatized ibuprofen-MPCs 5 and 9. All compounds have been identified by NMR, MS, UV, and IR spectroscopies. Compounds 4 and 8 and the MPCs 5 and 9 have been investigated by using the method of

H NMR spectroscopy. The broadening of the signals from 0.8 to 2.0 ppm in

H NMR spectrum of MPCs 5 and 9 confirmed the success of the conjugation of thiol-containing derivatives with nanogold cluster.





Author: Kuan-Han Lee, Yu-Sheng Lin, and Po-Jui Huang

Source: https://www.hindawi.com/



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