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Photopharmacological compounds based on azobenzenes and azoheteroarenes: principles of molecular design, molecular modelling, and synthesis

Mikhail Nikolaevich Ryazantsev 1, 2
Mikhail Nikolaevich Ryazantsev
, 
Daniil Mikhailovich Strashkov 2
Daniil Mikhailovich Strashkov
, 
Dmitrii Mikhailovich Nikolaev 2
Dmitrii Mikhailovich Nikolaev
, 
Andrey Andreevich Shtyrov 1
Andrey Andreevich Shtyrov
, 
Maksim Sergeevich Panov 1
Maksim Sergeevich Panov
1 Institute of Chemistry, St. Petersburg State University
2 Peter the Great St. Petersburg Polytechnic University, Institute of Biomedical Systems and Biotechnologies, Saint Petersburg, Russian Federation
10.1070/RCR5001
Published 30 November 2020
Review , RCR5001, Volume 90, Issue 7, 868-893
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Ryazantsev M. N. et al. Photopharmacological compounds based on azobenzenes and azoheteroarenes: principles of molecular design, molecular modelling, and synthesis // Russian Chemical Reviews. 2020. Vol. 90. No. 7. pp. 868-893.
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Ryazantsev M. N., Strashkov D. M., Nikolaev D. M., Shtyrov A. A., Panov M. S. Photopharmacological compounds based on azobenzenes and azoheteroarenes: principles of molecular design, molecular modelling, and synthesis // Russian Chemical Reviews. 2020. Vol. 90. No. 7. pp. 868-893.
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TY - JOUR
DO - 10.1070/RCR5001
UR - https://rcr.colab.ws/publications/10.1070/RCR5001
TI - Photopharmacological compounds based on azobenzenes and azoheteroarenes: principles of molecular design, molecular modelling, and synthesis
T2 - Russian Chemical Reviews
AU - Ryazantsev, Mikhail Nikolaevich
AU - Strashkov, Daniil Mikhailovich
AU - Nikolaev, Dmitrii Mikhailovich
AU - Shtyrov, Andrey Andreevich
AU - Panov, Maksim Sergeevich
PY - 2020
DA - 2020/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 868-893
IS - 7
VL - 90
ER -
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@article{2020_Ryazantsev,
author = {Mikhail Nikolaevich Ryazantsev and Daniil Mikhailovich Strashkov and Dmitrii Mikhailovich Nikolaev and Andrey Andreevich Shtyrov and Maksim Sergeevich Panov},
title = {Photopharmacological compounds based on azobenzenes and azoheteroarenes: principles of molecular design, molecular modelling, and synthesis},
journal = {Russian Chemical Reviews},
year = {2020},
volume = {90},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RCR5001},
number = {7},
pages = {868--893},
doi = {10.1070/RCR5001}
}
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Ryazantsev, Mikhail Nikolaevich, et al. “Photopharmacological compounds based on azobenzenes and azoheteroarenes: principles of molecular design, molecular modelling, and synthesis.” Russian Chemical Reviews, vol. 90, no. 7, Nov. 2020, pp. 868-893. https://rcr.colab.ws/publications/10.1070/RCR5001.
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Keywords

azobenzenes
heteroaryl dyes
molecular photoswitches
photopharmacology

Abstract

Photopharmacology is a field of medicine and pharmacology that uses light to selectively activate or deactivate pharmaceutical agents. This approach significantly enhances and localizes the drug action and, therefore, reduces its side effects. Apart from the bioactive moiety, any photopharmacological compound should contain a photoactive group that must absorb light at the desired wavelength and reorganize the molecular structure after photoactivation. The design of an effective photopharmacological compound requires careful tuning of physical, chemical, and biological properties. The present review summarizes and analyzes the main approaches to the molecular design of photopharmacological drugs based on azobenzene or azoheteroarenes. The main ideas and methods used for tuning spectral and photochemical properties of compounds of this class are discussed. A comparative analysis of main computational methods for their \emph{in silico} screening is carried out; the most common approaches to the synthesis of azobenzenes and azoheteroarenes derivatives are systematized. Special attention is given to the methods and approaches that are specific to the molecular design of photopharmacological compounds with required physicochemical and photochemical properties.

The bibliography includes 212 references.

Funders

Russian Foundation for Basic Research
19-115-50477 Экспансия
Ministry of Education and Science of the Russian Federation
5-100

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