Supramolecular photochemistry of drugs in biomolecular environments.
In this tutorial review we illustrate how the interaction of photoactive drugs/potential drugs with proteins or DNA in supramolecular complexes can determine the course of the reactions initiated by the drug absorbed photons, evidencing the mechanistic differences with respect to the solution conditions. We focus on photoprocesses, independent of oxygen, that lead to chemical modification of the biomolecules, with formation of new covalent bonds or cleavage of existing bonds. Representative systems are mainly selected from the literature of the last decade. The photoreactivity of some aryl propionic acids, (fluoro)quinolones, furocoumarins, metal coordination complexes, quinine-like compounds, naphthaleneimides and pyrenyl-peptides with proteins or DNA is discussed. The use of light for biomolecule photomodification, historically relevant to biological photosensitization processes and some forms of photochemotherapy, is nowadays becoming more and more important in the development of innovative methods in nanomedicine and biotechnology.
Istituto per la Sintesi Organica e la Fotoreattività, CNR, via Gobetti 101, 40129 Bologna, Italy. sandra.monti@isof.cnr.it ilse.manet@isof.cnr.it.
Sandra
S
Monti
Ilse
I
Manet
D056831:Coordination Complexes / Q000737:chemistry; D004247:DNA / Q000737:chemistry* / Q000378:metabolism; D011564:Furocoumarins / Q000737:chemistry; D008027:Light; D056004:Molecular Dynamics Simulation; D004364:Pharmaceutical Preparations / Q000737:chemistry*; D011422:Propionates / Q000737:chemistry; D011506:Proteins / Q000737:chemistry* / Q000378:metabolism; D015363:Quinolones / Q000737:chemistry
D056831:Coordination Complexes; D011564:Furocoumarins; D004364:Pharmaceutical Preparations; D011422:Propionates; D011506:Proteins; D015363:Quinolones; D004247:DNA