Mucoadhesive S-protected thiolated cyclodextrin-iodine complexes: a promising strategy to prolong mucosal residence time of iodine

Author:

Asim Mulazim H12,Jalil Aamir1,Shahzadi Iram1,Khan Momin3,Matuszczak Barbara4,Bernkop-Schnürch Andreas1

Affiliation:

1. Department of Pharmaceutical Technology, Center for Chemistry & Biomedicine, Institute of Pharmacy, University of Innsbruck, Innrain 80/82, Innsbruck 6020, Austria

2. Department of Pharmaceutics, Faculty of Pharmacy, University of Sargodha, Sargodha 40100, Pakistan

3. Department of Microbiology, Institute of Basic Medical Sciences, Khyber Medical University, Peshawar 25100, Pakistan

4. Center for Chemistry & Biomedicine, Department of Pharmaceutical Chemistry, Institute of Pharmacy, University of Innsbruck, Innrain 80/82, Innsbruck 6020, Austria

Abstract

Aim: The purpose of this study was to develop S-protected thiolated α-cyclodextrin–iodine complexes providing prolonged mucosal residence time and sustained release of the antimicrobial agent. Materials & methods: First, L-cysteine was conjugated with 2-mercaptonicotinic acid to generate cysteine-2-mercaptonicotinic acid (Cys-MNA). Subsequently, α-CD was oxidized with NaIO4 and Cys-MNA was bound to the resulting aldehyde groups via reductive amination. Finally, iodine was incorporated into complex. Result: S-protected thiolated α-CD displayed 3804 μmol/g MNA groups. The inclusion constant (KC) between iodine and S-protected thiolated α-CD was 5.37 × 104 M-1. In vitro release of iodine was around 15% per hour, whereas mucoadhesive properties showed 38-fold improvement in mucoadhesion. The complex did not show cytotoxicity at a concentration of 0.5% (m/v). In addition, complexes exhibited pronounced antimicrobial activity against Staphylococcus aureus and Escherichia coli. Conclusion: According to these results, S-protected thiolated α-CD-iodine complex might be a promising novel formulation for the mucosal use of iodine.

Publisher

Future Medicine Ltd

Subject

Microbiology (medical),Microbiology

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