Synthesis and Internalization of MCHC-Chlorin Photosensitizers on Trichophyton Rubrum- A Preliminary Study

It appears that there is widespread difficulty in treating onychomycosis. Fungi are difficult to eradicate and the very dense keratin that participates in the structure of the nail, and there is still little vascularization, making it difficult for drugs to penetrate topically or systemically. Conventional treatment methods, in addition to therapeutic failures, cause undesirable side effects in most patients. The prolonged time of use reflects in the low adherence to the treatment and in the resistance of the fungus to the drug. In this sense, Photodynamic Therapy is a promising alternative for solving most of these problems. However, the technique is dependent on the photosensitization potential. The Diels Alder reaction between protoporphyrin IX dimethyl ester and maleimides provides endo adducts that completely prevent the self-aggregation of chlorins. Fluorescence resonant light scattering (RLS) and 1H NMR experiments, as well as crystallographic X-rays have demonstrated this configuration. The arrangement of synthesized chlorins avoids π stacking in the interactions between macrocycles, indicating that it is a non-aggregating photosensitizer with high quantum yield of singlet oxygen (ΦΔ) and fluorescence (Φf). Preliminary results demonstrate that this type of synthetic strategy can provide the lead for a new generation of non-aggregative chlorine photosensitizers (MCHC-Chlorin) for PDT.