Solvent Induced Conversion of a Self‐Assembled Gyrobifastigium to a Barrel and Encapsulation of Zinc‐Phthalocyanine within the Barrel for Enhanced Photodynamic Therapy

Author:

Abdul Rinshad Valiyakath1,Sahoo Jagabandhu2,Venkateswarulu Mangili1,Hickey Neal3,De Mrinmoy2,Sarathi Mukherjee Partha1ORCID

Affiliation:

1. Department of Inorganic and Physical Chemistry Indian Institute of Science Bangalore 560012 India

2. Department of Organic Chemistry Indian Institute of Science Bangalore 560012 India

3. Department of Chemical and Pharmaceutical Sciences University of Trieste Trieste 34127 Italy

Abstract

AbstractA rare gyrobifastigium architecture (GB) was constructed by self‐assembly of a tetradentate donor (L) with PdII acceptor in DMSO. The GB was converted to its isomeric tetragonal barrel (MB) upon treatment with water. The hydrophobic cavity of MB has been explored for the encapsulation of zinc‐phthalocyanine (ZnPc), which is an excellent photosensitizer for photodynamic therapy (PDT). However, the poor water‐solubility and aggregation tendency are the main reasons for the suboptimal PDT performance of free ZnPc in the aqueous medium. Effective solubilization of ZnPc in an aqueous medium was achieved by encapsulating it in the cavity of MB. The inclusion complex (ZnPc⊂MB) showed enhanced singlet oxygen generation in water. Higher cellular uptake and anticancer activity of the ZnPc⊂MB compared to free ZnPc on HeLa cells indicate that encapsulation of ZnPc in an aqueous host is a potential strategy for enhancement of its PDT activity in water.

Publisher

Wiley

Subject

General Medicine

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