Abstract
Two protoporphyrin IX (PpIX) adamantane derivatives were synthesized and then metallated with zinc. The Zn-PpIX derivatives, exhibiting a high singlet oxygen quantum yield, were tested for their photodynamic activity against the HT-29 cell line. In order to enhance their water-solubility and their cellular bioavailability, these photosensitizers were encapsulated into the hydrophobic cavity of cyclodextrins (CD) previously attached to cellulose nanocrystals (CNCs) via electrostatic interactions. Under illumination, the encapsulated adamantanyl-porphyrins exerted an enhanced in vitro cytotoxicity, as compared with the corresponding free photosensitizers.
Keywords:
Cellulose nanocrystals; Colorectal cancer; Nanoparticles; Photodynamic therapy; Porphyrins.
Copyright © 2021 Elsevier Ltd. All rights reserved.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Adamantane / chemistry
-
Adamantane / pharmacology*
-
Antineoplastic Agents / chemical synthesis
-
Antineoplastic Agents / chemistry
-
Antineoplastic Agents / pharmacology*
-
Cell Proliferation / drug effects
-
Cell Survival / drug effects
-
Cellulose / chemistry
-
Cellulose / pharmacology*
-
Cyclodextrins / chemistry
-
Cyclodextrins / pharmacology*
-
Dose-Response Relationship, Drug
-
Drug Design
-
Drug Screening Assays, Antitumor
-
HT29 Cells
-
Humans
-
Molecular Structure
-
Nanoparticles / chemistry
-
Photochemotherapy*
-
Photosensitizing Agents / chemical synthesis
-
Photosensitizing Agents / chemistry
-
Photosensitizing Agents / pharmacology*
-
Protoporphyrins / chemistry
-
Protoporphyrins / pharmacology*
-
Structure-Activity Relationship
Substances
-
Antineoplastic Agents
-
Cyclodextrins
-
Photosensitizing Agents
-
Protoporphyrins
-
zinc protoporphyrin
-
Cellulose
-
Adamantane