These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
Synthesis and Spectral Properties of Gem-Dimethyl Chlorin Photosensitizers
preprintsubmitted on 23.03.2020, 18:21 and posted on 24.03.2020, 06:42 by zoi melissari, harry sample, Brendan Twamley, René M. Williams, Mathias O.. Senge
Chlorins that bear a gem-dimethyl group, which attributes their resistance to oxidation, are of interest for applications in photomedicine. Herein, we present the synthesis and the photophysical properties of two geminal-dimethyl chlorins (dihydroporphyrins) and their free base counterparts that act as efficient singlet oxygen generators and thus exhibit potential for use in photodynamic therapy (PDT) as anticancer or antimicrobial agents upon further derivatization. A complete characterization of their spectral and photophysical properties is accompanied by density functional calculations (DFT) as well as time dependent (TD) DFT to investigate the features of the frontier molecular orbitals. To demonstrate the potential of these compounds, standard palladium mediated reaction yielded a porphyrin-chlorin dyad in moderate yield.
Science Foundation Ireland (IvP 13/IA/1894)
Marie Skłodowska-Curie Grant Agreement No. 764837
Email Address of Submitting Authorsengem@tcd.ie
InstitutionTrinity College Dublin, The University of Dublin
ORCID For Submitting Author0000-0002-7467-1654
Declaration of Conflict of InterestThe authors declare no conflict of interest
Version NotesVersion 1.0
Read the published paper