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Peer-reviewedCC BY 4.0International Journal of Molecular Sciences

Novel Chlorin Derivatives with a Modified Exocycle E: A Study of Spectral and Biological Properties

  • Viktor A. Pogorilyy1
  • Julia S. Kartava1
  • Tanaka F. Tandare1
  • Victoria V. Shchelkova1,2
  • Nikita V. Suvorov1
  • Yuriy L. Vasil’ev1,3
  • Sergey S. Dydykin3
  • Ivan Varga3,4
  • Michael A. Grin1
4 affiliations
  1. 1Institute of Fine Chemical Technologies, MIREA-Russian Technological University, 86 Vernadsky Avenue, Moscow 119571, Russia
  2. 2Russian State University Named After A. N. Kosygin (Technologies. Design. Art), str Malaya Kaluzhskaya 1, Moscow 115035, Russia
  3. 3Department of Operative Surgery and Topographic Anatomy, I.M. Sechenov First Moscow State Medical University (Sechenov University), str Trubetskaya 8\2, Moscow 119435, Russia
  4. 4Institute of Histology and Embryology, Faculty of Medicine, Comenius University in Bratislava, Sasinkova 4, 811 08 Bratislava, Slovakia
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Abstract

For the first time, new natural chlorin derivatives containing tetrahydropyridine and thioimide exocycles have been synthesized. The spectral characteristics of the synthesized compounds were studied: for the thioimide, a bathochromic displacement of the long-wave absorption maximum (by 33 nm) is shown, and the tetrahydropyridine derivative has a hypsochromic displacement of the Q2-band (by 52 nm) compared to the original purpurinimide. For the resulting sulfur-containing derivative, an increase in the quantum yield of singlet oxygen generation with almost complete fluorescence quenching was found, while for the tetrahydropyridine, singlet oxygen generation was reduced by half, while fluorescence increased five-fold. Both synthesized compounds had a high phototoxicity activity for both Gram-positive and Gram-negative strains of bacteria, which indicates their potential as photosensitizers for antimicrobial photodynamic therapy.

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Cite

BibTeXRIS
BibTeX
@article{pogorilyy2026novel,
  title = {{Novel Chlorin Derivatives with a Modified Exocycle E: A Study of Spectral and Biological Properties}},
  author = {Viktor A. Pogorilyy and Julia S. Kartava and Tanaka F. Tandare and Victoria V. Shchelkova and Nikita V. Suvorov and Yuriy L. Vasil’ev and Sergey S. Dydykin and Ivan Varga and Michael A. Grin},
  journal = {International Journal of Molecular Sciences},
  year = {2026},
  month = nov,
  doi = {10.3390/ijms27219845},
  url = {https://www.mdpi.com/1422-0067/27/21/9845},
  note = {CC BY 4.0},
}
RIS
TY  - JOUR
TI  - Novel Chlorin Derivatives with a Modified Exocycle E: A Study of Spectral and Biological Properties
AU  - Viktor A. Pogorilyy
AU  - Julia S. Kartava
AU  - Tanaka F. Tandare
AU  - Victoria V. Shchelkova
AU  - Nikita V. Suvorov
AU  - Yuriy L. Vasil’ev
AU  - Sergey S. Dydykin
AU  - Ivan Varga
AU  - Michael A. Grin
PY  - 2026
DA  - 2026/11/03
JO  - International Journal of Molecular Sciences
DO  - 10.3390/ijms27219845
UR  - https://www.mdpi.com/1422-0067/27/21/9845
AB  - For the first time, new natural chlorin derivatives containing tetrahydropyridine and thioimide exocycles have been synthesized. The spectral characteristics of the synthesized compounds were studied: for the thioimide, a bathochromic displacement of the long-wave absorption maximum (by 33 nm) is shown, and the tetrahydropyridine derivative has a hypsochromic displacement of the Q2-band (by 52 nm) compared to the original purpurinimide. For the resulting sulfur-containing derivative, an increase in the quantum yield of singlet oxygen generation with almost complete fluorescence quenching was found, while for the tetrahydropyridine, singlet oxygen generation was reduced by half, while fluorescence increased five-fold. Both synthesized compounds had a high phototoxicity activity for both Gram-positive and Gram-negative strains of bacteria, which indicates their potential as photosensitizers for antimicrobial photodynamic therapy.
SN  - 1422-0067
ER  -