Mikhail Panfilov

@nioch.nsc.ru

N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch of Russian Academy of Sciences

Mikhail Panfilov


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https://researchid.co/m.panfilov
11

Scopus Publications

Scopus Publications

  • Photoinduced Formation of BODIPY Radical Cation in Meso-Methyl-BODIPY Photocage: Direct Evidence with Chemically Induced Dynamic Nuclear Polarization Technique
    Nikolay Polyakov, Mikhail Panfilov, Andrey Komarovskikh, Nataliya Osik, Alexander Moskalensky, Alexey Vorob’ev, Olga Selyutina
    Chempluschem, 2026
    Light‐responsive molecules that can release drugs upon light absorption have attracted significant interest in chemistry and biology. BODIPY‐based photoremovable protecting groups, or photocages, have recently emerged as especially promising tools in this respect. However, the exact photorelease mechanism is still not fully understood. We study the photochemical decomposition of meso‐Methyl‐BODIPY‐conjugated epinephrine using 1H nuclear magnetic resonance and chemically induced dynamic nuclear polarization (CIDNP) techniques. After irradiation, epinephrine was detected only in trace amounts, whereas its oxidation product, adrenochrome, was the predominant product. Surprisingly, the CIDNP study has shown that the electron transfer (ET) in this reaction does not proceed from epinephrine to the BODIPY moiety, but rather occurs between two BODIPY cores. To validate this hypothesis, we applied the CIDNP method to detect photoinduced ET between two model BODIPY molecules in solution. In addition, the radical cation of BODIPY has been detected for the first time by CIDNP under photolysis in the presence of the electron acceptor–chloranil. The hyperfine interaction (HFI) constants of the BODIPY radical cation were estimated from the CIDNP spectrum, and they are in agreement with the HFI constant predicted by density functional theory calculations. Due to high enhancement coefficients, the CIDNP technique allows for to detection of polarized BODIPY products at very low concentrations.
  • Exploring light scattering as a streamlined approach to cell system evaluation
    Mariia Naumenko, Mikhail Panfilov, Denis Polivtsev, Petr Laktionov, Sergey Kulemzin, Alexander Moskalensky
    Journal of Quantitative Spectroscopy and Radiative Transfer, 2025
  • Prototype of Implant for Nitric Oxide Release Controlled by Infrared Radiation in Therapeutic Window
    Natalia A. Virts, Tatyana Yu. Karogodina, Mikhail A. Panfilov, Alexey Yu. Vorob'ev, Alexander E. Moskalensky
    Journal of Biophotonics, 2025
    Local therapeutic action and targeted drug release are promising approaches compared to traditional systemic drug administration. This is especially relevant for nitric oxide (NO), as its effects change dramatically depending on concentration and cellular context. Materials capable of releasing NO in deep tissues in a controlled manner might open new therapeutic opportunities. Light‐sensitive NO donors represent a fascinating class of compounds with significant potential for precise and controlled NO release. However, most of them are sensitive to visible light, with only a few examples absorbing in a near‐infrared therapeutic window. Here, we present the proof‐of‐concept of soft implants consisting of the photon upconverting core and the outer shell loaded with visible‐light triggered NO donor. The separation into two compartments results in efficient energy harvesting by the dye and effective NO release under 980 nm infrared irradiation. Such implants could be used in smart therapies implying well‐controlled and localized NO release.
  • Reducing the Formation of Toxic Byproducts During the Photochemical Release of Epinephrine
    Mikhail A. Panfilov, Ezhena S. Starodubtseva, Tatyana Yu. Karogodina, Alexey Yu. Vorob’ev, Alexander E. Moskalensky
    Journal of Xenobiotics, 2025
    Engineered light-sensitive molecules offer a sophisticated toolkit for the manipulation of biological systems with both spatial and temporal precision. Notably, artificial “caged” compounds can activate specific receptors solely in response to light exposure. However, the uncaging process can lead to the formation of potentially harmful byproducts. For example, the photochemical release of adrenaline (epinephrine) is accompanied by the formation of adrenochrome, which has neuro- and cardiotoxic effects. To investigate this effect in detail, we synthesized and compared two “caged” epinephrine analogs. The first was a classical compound featuring an ortho-nitrobenzyl protecting group attached to the amino group of epinephrine. The second analog retained the ortho-nitrobenzyl group but included an additional carbamate linker. The photolysis of both compounds was conducted under identical conditions, and the resulting products were analyzed using UV–Vis spectroscopy, chromatography, and NMR techniques. Surprisingly, while the classical compound led to the formation of adrenochrome, the carbamate-type caged epinephrine did not produce this byproduct, resulting in the clean release of the active substance. Subsequently, we assessed the novel compound in an in vitro platelet activation assay. The results demonstrated that the uncaging of epinephrine significantly enhances platelet activation, making it a valuable tool for advanced signaling studies.
  • Adrenochrome formation during photochemical decomposition of “caged” epinephrine derivatives
    Ezhena S. Starodubtseva, Tatyana Yu. Karogodina, Mikhail A. Panfilov, Dmitriy G. Sheven, Olga Yu. Selyutina, Alexey Yu. Vorob’ev, Alexander E. Moskalensky
    Photochemical and Photobiological Sciences, 2024
  • Nitric Oxide Photorelease from Silicone Films Doped with N-Nitroso BODIPY
    Natalia A. Virts, Tatyana Yu. Karogodina, Mikhail A. Panfilov, Alexey Yu. Vorob’ev, Alexander E. Moskalensky
    Journal of Functional Biomaterials, 2024
    Nitric oxide (NO) is a unique biochemical mediator involved in the regulation of vital processes. Light-controllable NO releasers show promise in the development of smart therapies. Here, we present a novel biocompatible material based on polydimethylsiloxane (PDMS) doped with BODIPY derivatives containing an N-nitroso moiety that is capable of the photoinduced generation of NO. We study the green-light-induced NO-release properties with the following three methods: electrochemical gas-phase sensor, liquid-phase sensor, and the Griess assay. Prolonged release of NO from the polymer films after short irradiation by narrow-band LED light sources and a laser beam is demonstrated. Importantly, this was accompanied by no or little release of the parent compound (BODIPY-based photodonor). Silicone films with the capability of controllable and clean NO release can potentially be used as a highly portable NO delivery system for different therapeutic applications.
  • Meso-Aminomethyl-BODIPY as a Scaffold for Nitric Oxide Photo-Releasers
    Mikhail A. Panfilov, Tatyana Yu. Karogodina, Anastasiya A. Sibiryakova, Irina S. Tretyakova, Alexey Yu. Vorob'ev, Alexander E. Moskalensky
    Chemistryselect, 2023
    Nitric oxide (NO) is a unique biochemical mediator involved in the regulation of vital processes. Its short lifetime in physiological conditions and local action impede direct application in medicine because highly targeted NO‐delivery systems are required. Light‐controllable NO releasers are promising for the development of smart therapies. Here we present simply prepared meso‐aminomethyl BODIPY (4,4‐difluoro‐4‐bora‐3a,4a‐diaza‐s‐indacene) derivatives containing N‐nitroso moiety, which show the photoinduced generation of NO in a solution. These compounds can additionally generate singlet oxygen, and NO/1O2 generation efficiency can be tuned by substituents. As an example of NO‐mediated effect, we demonstrate light‐dependent inhibition of platelet activation in vitro. The presented compounds could serve as the basis for the development of novel hybrid therapeutic methods.
  • Photocontrolled release of nitric oxide for precise management of NO concentration in a solution
    E.O. Zhermolenko, T.Yu. Karogodina, A.Yu. Vorobev, M.A. Panfilov, A.E. Moskalensky
    Materials Today Chemistry, 2023
  • Photophysical properties of BODIPYs with sterically-hindered nitrophenyls in meso-position
    Mikhail A. Panfilov, Tatyana Yu. Karogodina, Yao Songyin, Oleg Yu. Karmatskih, Alexey Yu. Vorob'ev, Irina S. Tretyakova, Evgeni M. Glebov, Alexander E. Moskalensky
    Journal of Luminescence, 2022
  • Design and synthesis of new acridone-based nitric oxide fluorescent probe
    Mikhail Panfilov, Darya Chernova, Irina Khalfina, Alexander Moskalensky, Aleksey Vorob’ev
    Molecules, 2021
    Nitric oxide (NO) is an important signaling molecule involved in a wide range of physiological and pathological processes. Fluorescent imaging is a useful tool for monitoring NO concentration, which could be essential in various biological and biochemical studies. Here, we report the design of a novel small-molecule fluorescent probe based on 9(10H)acridone moiety for nitric oxide sensing. 7,8-Diamino-4-carboxy-10-methyl-9(10H)acridone reacts with NO in aqueous media in the presence of O2, yielding a corresponding triazole derivative with fivefold increased fluorescence intensity. The probe was shown to be capable of nitric oxide sensing in living Jurkat cells.
  • Synthesis of 3-and 2,3-substituted pyrazolo[1,5-a][1,10]phenanthrolines
    Viktoriya А. Sannikova, Igor R. Filippov, Oleg Yu. Karmatskikh, Mikhail А. Panfilov, Rodion V. Andreev, Aleksey Yu. Vorob’ev
    Chemistry of Heterocyclic Compounds, 2020