TY - JOUR

T1 - Photopharmacological compounds based on azobenzenes and azoheteroarenes

T2 - principles of molecular design, molecular modelling, and synthesis

AU - Ryazantsev, Mikhail N.

AU - Strashkov, Daniil M.

AU - Nikolaev, Dmitrii M.

AU - Shtyrov, Andrey A.

AU - Panov, Maxim S.

N1 - Publisher Copyright: © 2021 Uspekhi Khimii, ZIOC RAS, Russian Academy of Sciences and IOP Publishing Limited

PY - 2021/8

Y1 - 2021/8

N2 - 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 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.

AB - 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 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.

KW - FREE-ENERGY CALCULATIONS

KW - ENVIRONMENTALLY FRIENDLY APPROACH

KW - CIS-TRANS ISOMERIZATION

KW - AZO DYES

KW - OPTICAL CONTROL

KW - FORCE-FIELD

KW - THERMAL-ISOMERIZATION

KW - MEDICINAL CHEMISTRY

KW - ELECTRONIC-SPECTRA

KW - AROMATIC-AMINES

UR - http://www.scopus.com/inward/record.url?scp=85112605347&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/7b55b920-dd1f-3dc4-b5ae-8b0b6fc38e9b/

U2 - 10.1070/rcr5001

DO - 10.1070/rcr5001

M3 - Review article

AN - SCOPUS:85112605347

VL - 90

SP - 868

EP - 893

JO - Russian Chemical Reviews

JF - Russian Chemical Reviews

SN - 0036-021X

IS - 7

ER -