Platinum(II) ring-fused chlorins as efficient theranostic agents: Dyes for tumor-imaging and photodynamic therapy of cancer.

Abstract

The discovery of Pt-chlorin-type theranostic agents is described. Luminescent Pt(II) 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-fused chlorins, with different degrees of hydrophilicity, have been synthesized and their in vitro photocytotoxicity against human melanoma, oesophageal and bladder carcinomas was studied. A di(hydroxymethyl)-substituted chlorin was identified as a privileged molecule to explore imaging-guided photodynamic therapy. In addition to the high activity as PDT agent and absence of cytotoxicity per se, this molecule showed the ideal photophysical and photochemical properties. In vivo studies using a A375 melanoma mouse model, proved the extraordinary properties of this chlorin as a luminescent probe and the ability to impair tumor growth, making image guided treatment and follow up a possibility.

• Authors: Mafalda Laranjo, Márcia Campos Aguiar, Nelson A M Pereira, Gonçalo Brites, Bruno F O Nascimento, Ana F Brito, João Casalta-Lopes, Ana Cristina Gonçalves, Ana Bela Sarmento-Ribeiro, Marta Pineiro, Maria Filomena Botelho, Teresa M V D Pinho E Melo
• Journal: European journal of medicinal chemistry (Eur J Med Chem) Vol. 200 Pg. 112468 (Aug 15 2020) ISSN: 1768-3254 [Electronic] France
• PMID: 32512486 (Publication Type: Journal Article)
• Copyright: Copyright © 2020 Elsevier Masson SAS. All rights reserved.

Chemical References

• Antineoplastic Agents
• Coordination Complexes
• Fluorescent Dyes
• Porphyrins
• chlorin
• Platinum

Topics

• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Cell Line, Tumor
• Cell Proliferation (drug effects)
• Coordination Complexes (chemical synthesis, chemistry, pharmacology)
• Dose-Response Relationship, Drug
• Drug Screening Assays, Antitumor
• Esophageal Neoplasms (drug therapy, pathology)
• Fluorescent Dyes (chemical synthesis, chemistry, pharmacology)
• Humans
• Melanoma (drug therapy, pathology)
• Molecular Structure
• Optical Imaging
• Photochemotherapy
• Platinum (chemistry, pharmacology)
• Porphyrins (chemistry, pharmacology)
• Structure-Activity Relationship
• Urinary Bladder Neoplasms (drug therapy, pathology)