Chlorophyll a in Cyclodextrin Supramolecular Complexes as a Natural Photosensitizer for Photodynamic Therapy (PDT) Applications

Paola Semeraro, Guglielmina Chimienti, Emiliano Altamura, Paola Fini, Vito Rizzi, Pinalysa Cosma

Mater Sci Eng C Mater Biol Appl. 2018 Apr 1;85:47-56.

PMID: 29407156

Abstract:

Chlorophyll a (Chl a), an amphipathic porphyrin, was employed as natural photosensitizer for photodynamic therapy applications. Due to its lacking solubility in water and high tendency to aggregate, Chl a was included into different modified cyclodextrins (CDs) to form stable water-soluble supramolecular complexes. To achieve this aim, 2-Hydroxypropyl-β-cyclodextrin (2-HP-β-CD), 2-Hydroxypropyl-γ-cyclodextrin (2-HP-γ-CD), Heptakis(2,6-di-o-methyl)-β-cyclodextrin (DIMEB) and Heptakis(2,3,6-tri-o-methyl)-β-cyclodextrin (TRIMEB) were used. The chemical physical properties of Chl a/CD complexes in cellular medium were studied by means of UV-Vis absorption spectroscopy. Results demonstrated the good aptitude of 2-HP-γ-CD, and more particularly of 2-HP-β-CD, to solubilize the Chl a in cell culture medium in monomeric and photoactive form. Then, Chl a/2-HP-β-CD and Chl a/2-HP-γ-CD complexes were evaluated in vitro on human colorectal adenocarcinoma HT-29 cell line, and cytotoxicity and intracellular localization were respectively assessed. Further tests, such as phototoxicity, ROS generation, intracellular localization and mechanism of cell death were then focused exclusively on Chl a/2-HP-β-CD system. This complex exhibited no dark toxicity and a high phototoxicity toward HT-29 cells inducing cell death via necrotic mechanism. Therefore, it is possible to affirm that Chl a/2-HP-β-CD supramolecular complex could be a promising and potential formulation for applications in photodynamic therapy.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP128446344	(2-Hydroxypropyl)-γ-cyclodextrin		128446-34-4	Price
AP55216110	Heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin		55216-11-0	Price

Catalog Number

Product Name

Structure

CAS Number

Price

AP128446344

(2-Hydroxypropyl)-γ-cyclodextrin

128446-34-4

Price

AP55216110

Heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin

55216-11-0

Price

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