Design and synthesis of zinc protoporphyrin IX-adamantane/cyclodextrin/cellulose nanocrystals complexes for anticancer photodynamic therapy.
Adamantane
/ chemistry
Antineoplastic Agents
/ chemical synthesis
Cell Proliferation
/ drug effects
Cell Survival
/ drug effects
Cellulose
/ chemistry
Cyclodextrins
/ chemistry
Dose-Response Relationship, Drug
Drug Design
Drug Screening Assays, Antitumor
HT29 Cells
Humans
Molecular Structure
Nanoparticles
/ chemistry
Photochemotherapy
Photosensitizing Agents
/ chemical synthesis
Protoporphyrins
/ chemistry
Structure-Activity Relationship
Cellulose nanocrystals
Colorectal cancer
Nanoparticles
Photodynamic therapy
Porphyrins
Journal
Bioorganic & medicinal chemistry letters
ISSN: 1464-3405
Titre abrégé: Bioorg Med Chem Lett
Pays: England
ID NLM: 9107377
Informations de publication
Date de publication:
01 06 2021
01 06 2021
Historique:
received:
31
01
2021
revised:
28
03
2021
accepted:
04
04
2021
pubmed:
13
4
2021
medline:
18
9
2021
entrez:
12
4
2021
Statut:
ppublish
Résumé
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.
Identifiants
pubmed: 33845130
pii: S0960-894X(21)00250-X
doi: 10.1016/j.bmcl.2021.128024
pii:
doi:
Substances chimiques
Antineoplastic Agents
0
Cyclodextrins
0
Photosensitizing Agents
0
Protoporphyrins
0
zinc protoporphyrin
15442-64-5
Cellulose
9004-34-6
Adamantane
PJY633525U
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
128024Informations de copyright
Copyright © 2021 Elsevier Ltd. All rights reserved.