0000000000547046
AUTHOR
Antoine Eggenspiller
Design of Porphyrin-dota-Like Scaffolds as All-in-One Multimodal Heterometallic Complexes for Medical Imaging
A series of four multimodal ligands incorporating one porphyrin moiety and one or more dota-like macrocycles all-in-one in the same molecular architecture have been synthesized and full characterized. The corresponding gadolinium(III) complexes were also synthesized and heterometallic complexes incorporating both gadolinium(III) and copper(II) ions were prepared as potential MRI/PET multimodal contrast agents. One ligand (L4) includes an amine moiety that can be activated for easy conversion into an isothiocyanate group for further anchoring to a biological vector. Preliminary relaxivity, cytotoxicity, and MRI studies showed that the complexes developed in this work are very promising medic…
B,B-Diporphyrinbenzyloxy-BODIPY dyes: synthesis and antenna effect.
B,B-Diporphyrinbenzyloxy-BODIPY derivatives have been prepared in high yields, and the photophysical properties are reported. Singlet energy transfers from BODIPY to the porphyrin units have been analyzed.
New potential bimodal imaging contrast agents based on DOTA-like and porphyrin macrocycles
A bifunctional chelator featuring (DO3A-AM)-Porphyrin units has been prepared. The high-field relaxivity of the Gd complex is similar to those of currently available contrast agents clearly showing that the first coordination sphere remains identical to the parent molecule [Gd(DO3A-AM)(H2O)], with one coordinated water molecule.
Synthesis and Photodynamics of Fluorescent Blue BODIPY-Porphyrin Tweezers Linked by Triazole Rings
Novel zinc porphyrin tweezers in which two zinc porphyrins were connected with π-conjugated boron dipyrromethenes (BDP meso-Por(2) and BDP β-Por(2)) through triazole rings were synthesized to investigate the photoinduced energy transfer and electron transfer. The UV-vis spectrum of BDP β-Por(2) which has less bulky substituents than BDP meso-Por(2) exhibits splitting of the Soret band as a result of the interaction between porphyrins of BDP β-Por(2) in the excited state. Such interaction between porphyrins of both BDP β-Por(2) and BDP meso-Por(2) is dominant at room temperature, while the coordination of the nitrogen atoms of the triazole rings to the zinc ions of the porphyrins occurs at l…
Efficient photoinduced electron transfer in a porphyrin tripod-fullerene supramolecular complex via pi-pi interactions in nonpolar media.
A novel porphyrin tripod (TPZn(3)) was synthesized via "click chemistry". Three porphyrin moieties of TPZn(3) are geometrically close and linked by a flexible linker. The electron-transfer oxidation of TPZn(3) results in intramolecular pi-dimer formation between porphyrin moieties as indicated by electrochemical, vis-NIR, and ESR measurements. The cyclic voltammogram of TPZn(3) exhibited stepwise one-electron oxidation processes of three porphyrin moieties in the range from 0.58 to 0.73 V (vs SCE in CH(2)Cl(2)). When TPZn(3) was oxidized by tris(2,2'-bipyridyl)-ruthenium(III) ([Ru(bpy)(3)](3+)), the oxidized species (TPZn(3))(n+) (0n/= 3) exhibited a charge resonance band in the NIR region …
CCDC 882546: Experimental Crystal Structure Determination
Related Article: Antoine Eggenspiller, Clément Michelin, Nicolas Desbois, Philippe Richard, Jean-Michel Barbe, Franck Denat, Cynthia Licona, Christian Gaiddon, Amira Sayeh, Philippe Choquet, Claude P. Gros|2013|Eur.J.Org.Chem.|2013|6629|doi:10.1002/ejoc.201300678