Evaluation of semisynthetic chlorophyll-a derivatives as photosensitizers in fibroblast cells

Andréia da Cruz Rodrigues; Bruno Andrade Ono; Erika Toneth Ponce Ayala; Cristina Kurachi; Kleber Thiago de Oliveira; Sebastião Pratavieira; Marciana Pierina Uliana

doi:10.1117/12.3005281

12 March 2024 Evaluation of semisynthetic chlorophyll-a derivatives as photosensitizers in fibroblast cells

Andréia da Cruz Rodrigues, Bruno Andrade Ono, Erika Toneth Ponce Ayala, Cristina Kurachi, Kleber Thiago de Oliveira, Sebastião Pratavieira, Marciana Pierina Uliana

Author Affiliations +

Proceedings Volume 12823, Optical Methods for Tumor Treatment and Detection: Mechanisms and Techniques in Photodynamic Therapy XXXII; 128230B (2024) https://doi.org/10.1117/12.3005281
Event: SPIE BiOS, 2024, San Francisco, California, United States

Conference Poster

Abstract

In this study, we present the evaluation in fibroblast cells of photosensitizers semi-synthesized derived from chlorophyll a (as described in literature). The process began with the extraction of methyl-pheophorbide a (1), which was then reacted with primary aliphatic amines (butylamine, hexylamine, and octylamine) to yield molecules 2 to 4. Additionally, purpurin-18 methyl ester (5) was obtained through the oxidation of methyl pheophorbide a (1). By adding different aliphatic amines (butylamine, hexylamine, and octylamine) into the anhydride ring of 5, products 6 to 8 were obtained. Compounds 2-4 and 6-8 exhibited absorption bands around 660nm. The effectiveness of photosensitizers relies on their ability to selectively target damaged cells without harming healthy cells. Therefore, an evaluation of photosensitizers (2- 4, 6-8, and chlorin-e6) against HFF-1 fibroblast cells was performed. Testing two different concentrations (1 and 10μM), it was observed that, under dark conditions, the photosensitizers were primarily non-toxic as they did not significantly reduce cell viability and were close to the control group's viability. Furthermore, the impact of photodynamic therapy (PDT) on cell viability was analyzed by using a light fluence of 30J/cm². The lower polarity of the compounds (more lipophilic) improved the efficiency of the photosensitizers. In conclusion, this study highlights the successful development of cost-effective photosensitizers with potential applications in PDT. The evaluation against HFF-1 fibroblast cells showed promising results, indicating these photosensitizers could be further investigated for the selective treatment of damaged cells without causing harm to healthy cells.

(2024) Published by SPIE. Downloading of the abstract is permitted for personal use only.

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Andréia da Cruz Rodrigues, Bruno Andrade Ono, Erika Toneth Ponce Ayala, Cristina Kurachi, Kleber Thiago de Oliveira, Sebastião Pratavieira, and Marciana Pierina Uliana "Evaluation of semisynthetic chlorophyll-a derivatives as photosensitizers in fibroblast cells", Proc. SPIE 12823, Optical Methods for Tumor Treatment and Detection: Mechanisms and Techniques in Photodynamic Therapy XXXII, 128230B (12 March 2024); https://doi.org/10.1117/12.3005281

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