Donor‐Acceptor (Perylenethienyl)Ethylenes as Singlet Oxygen‐Photogenerating Viral Inhibitors**
The development of broad-spectrum antiviral drugs effective against a wide range of viruses is of significant practical importance. Derivatives of perylene, a pentacyclic aromatic hydrocarbon, demonstrate pronounced antiviral activity. These compounds act primarily as membrane-active singlet oxygen photogenerators, disrupting virions and inhibiting their fusion with the host cell membrane. Modification of the perylene core allows for chemical diversification of antiviral photosensitizers. Additionally, achieving a bathochromic shift of the absorption band is crucial for effective treatment of superficial lesions, as it facilitates deeper tissue penetration of therapeutic light. In this work, donor-acceptor perylenylethylenes and (perylenethienyl)ethylenes were synthesized and evaluated for their spectral properties, singlet oxygen photogeneration, and inhibitory activity against vesicular stomatitis virus (VSV), a representative enveloped virus. Incorporation of a thiophene moiety into the molecule significantly enhanced both the singlet oxygen generation ability and the antiviral activity. These findings provide useful insights into the relationship between the structure, spectral/photochemical properties, and biological activity of perylene-based photosensitizers.
Authors
- Alexey V. Ustinov (ORCID: https://orcid.org/0000-0002-9893-4498)
- Vera A. Alferova (ORCID: https://orcid.org/0000-0002-8961-5890)
- Vladimir A. Brylev (ORCID: https://orcid.org/0000-0001-5866-5484)
- Timofei D. Nikitin (ORCID: https://orcid.org/0000-0002-7043-6681)
- Maxim S. Krasilnikov (ORCID: https://orcid.org/0000-0002-0580-1101)
- V. Ya. Denisov
- Daniil A. Gvozdev (ORCID: https://orcid.org/0000-0002-3509-7944)
- Vladimir A. Korshun (ORCID: https://orcid.org/0000-0001-9436-6561)
- Evgeny L. Gulyak (ORCID: https://orcid.org/0000-0003-1272-1553)
- Stepan Petrovich Chumakov (ORCID: https://orcid.org/0000-0003-2866-5277)
- Roman V. Mazur
- Evgeny A. Bersenev
- Polina S. Orinicheva
- Yan I. Nikolaenko
Institutions
- Sechenov University (RU)
- Lomonosov Moscow State University (RU)
- Institute of Bioorganic Chemistry (RU)
- Moscow State University (TJ)
Publication Details
- Journal
- ChemBioChem
- Published
- 2025-03-11
- DOI
- https://doi.org/10.1002/cbic.202401019
- Citations
- 1
- Primary Topic
- Photodynamic Therapy Research Studies
- Type
- article
- Field-Weighted Citation Impact
- 1.52