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Molecules 2017, 22(5), 783; doi:10.3390/molecules22050783

Inclusion Complexes of a New Family of Non-Ionic Amphiphilic Dendrocalix[4]arene and Poorly Water-Soluble Drugs Naproxen and Ibuprofen

1
Department of Chemistry, Islamia College University, Peshawar 25120, Khyber Pukhtunkhwa, Pakistan
2
Department of Chemistry, Sarhad University of Science and Technology, Peshawar 25120, Khyber Pukhtunkhwa, Pakistan
3
Department of Chemistry, College of Science, King Saud University, Riyadh 11495, Saudi Arabia
*
Authors to whom correspondence should be addressed.
Academic Editors: Peter Cragg and Carl Redshaw
Received: 12 April 2017 / Revised: 9 May 2017 / Accepted: 9 May 2017 / Published: 11 May 2017
(This article belongs to the Special Issue Calixarenes, Pillararenes, and Cucurbiturils)
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Abstract

The inclusion complexes of a new family of nonionic amphiphilic calix[4]arenes with the anti-inflammatory hydrophobic drugs naproxen (NAP) and ibuprofen (IBP) were investigated. The effects of the alkyl chain’s length and the inner core of calix[4]arenes on the interaction of the two drugs with the calix[4]arenes were explored. The inclusion complexes of Amphiphiles 1ac with NAP and IBP increased the solubility of these drugs in aqueous media. The interaction of 1ac with the drugs in aqueous media was investigated through fluorescence, molecular modeling, and 1H-NMR analysis. TEM studies further supported the formation of inclusion complexes. The length of lipophilic alkyl chains and the intrinsic cyclic nature of cailx[4]arene derivatives 1ac were found to have a significant impact on the solubility of NAP and IBP in pure water. View Full-Text
Keywords: amphiphilic calix[4]arene; naproxen; ibuprofen; solubility; inclusion complexes amphiphilic calix[4]arene; naproxen; ibuprofen; solubility; inclusion complexes
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MDPI and ACS Style

Khan, K.; Badshah, S.L.; Ahmad, N.; Rashid, H.U.; Mabkhot, Y. Inclusion Complexes of a New Family of Non-Ionic Amphiphilic Dendrocalix[4]arene and Poorly Water-Soluble Drugs Naproxen and Ibuprofen. Molecules 2017, 22, 783.

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