Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, volume 268, pages 120638

Conjugate of meso-carboxysubstituted-BODIPY with thioterpenoid as an effective fluorescent probe: Synthesis, structure, spectral characteristics, and molecular docking

Kiselev Sergei V 2
Azizova Zulfiya R 2
Ostolopovskaya Olga V 3
Pavelyev Roman S 3
Smirnova Anastassia S 1, 4
Pestova Svetlana V 5
Izmestev Evgeny S 5
Rubtsova Svetlana A. 5
Kayumov Airat R 3
Nikitina Liliya E 2, 3
Efimov Sergey V 3
Publication typeJournal Article
Publication date2022-03-01
Quartile SCImago
Q2
Quartile WOS
Q1
Impact factor4.4
ISSN13861425
Spectroscopy
Analytical Chemistry
Atomic and Molecular Physics, and Optics
Instrumentation
Abstract
This paper is devoted to the design of a fluorescent probe based on meso-carboxysubstituted-BODIPY with a thioterpene fragment. The functional replacement of the methoxy group in the BODIPY molecule on a thioterpene fragment was carried out in order to find out the antiplatelet and anticoagulant action mechanisms of thioterpenoids and to assess the membrane and receptor factors contributions. The molecular structure of the conjugate was confirmed via UV/vis-, NMR- and MS-spectra. It is found that the probe is a high fluorescence quantum yield (to ∼ 100%) in the blue-green region at 509–516 nm. Molecular docking of all studied molecules showed that the BODIPY with terpenoid conjugation is an excellent way to increase their affinity to platelet receptor P2Y12.

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Guseva G. B. et al. Conjugate of meso-carboxysubstituted-BODIPY with thioterpenoid as an effective fluorescent probe: Synthesis, structure, spectral characteristics, and molecular docking // Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy. 2022. Vol. 268. p. 120638.
GOST all authors (up to 50) Copy
Antina E. V., Klochkov V. V., Bocharov P. S., Nikitina L. E., Khodov I. A., Efimov S., Ostolopovskaya O. V., Azizova Z. R., Kiselev S. V., Kayumov A. R., Rubtsova S. A., Izmestev E. S., Pestova S. V., Gilfanov I. R., Pavelyev R. S., Smirnova A. S., Ksenofontov A. A., Berezin M. B., Guseva G. B., Efimov S. V. Conjugate of meso-carboxysubstituted-BODIPY with thioterpenoid as an effective fluorescent probe: Synthesis, structure, spectral characteristics, and molecular docking // Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy. 2022. Vol. 268. p. 120638.
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RIS Copy
TY - JOUR
DO - 10.1016/j.saa.2021.120638
UR - https://doi.org/10.1016%2Fj.saa.2021.120638
TI - Conjugate of meso-carboxysubstituted-BODIPY with thioterpenoid as an effective fluorescent probe: Synthesis, structure, spectral characteristics, and molecular docking
T2 - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
AU - Guseva, Galina B.
AU - Antina, Elena V
AU - Berezin, Mikhail B
AU - Ksenofontov, Alexander A
AU - Smirnova, Anastassia S
AU - Pavelyev, Roman S
AU - Gilfanov, Ilmir R.
AU - Pestova, Svetlana V
AU - Izmestev, Evgeny S
AU - Rubtsova, Svetlana A.
AU - Kayumov, Airat R
AU - Kiselev, Sergei V
AU - Azizova, Zulfiya R
AU - Ostolopovskaya, Olga V
AU - Efimov, Sergey
AU - Khodov, Ilya A.
AU - Nikitina, Liliya E
AU - Bocharov, Pavel S
AU - Klochkov, Vladimir V.
AU - Efimov, Sergey V
PY - 2022
DA - 2022/03/01 00:00:00
PB - Elsevier
SP - 120638
VL - 268
SN - 1386-1425
ER -
BibTex
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BibTex Copy
@article{2022_Guseva
author = {Galina B. Guseva and Elena V Antina and Mikhail B Berezin and Alexander A Ksenofontov and Anastassia S Smirnova and Roman S Pavelyev and Ilmir R. Gilfanov and Svetlana V Pestova and Evgeny S Izmestev and Svetlana A. Rubtsova and Airat R Kayumov and Sergei V Kiselev and Zulfiya R Azizova and Olga V Ostolopovskaya and Sergey Efimov and Ilya A. Khodov and Liliya E Nikitina and Pavel S Bocharov and Vladimir V. Klochkov and Sergey V Efimov},
title = {Conjugate of meso-carboxysubstituted-BODIPY with thioterpenoid as an effective fluorescent probe: Synthesis, structure, spectral characteristics, and molecular docking},
journal = {Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy},
year = {2022},
volume = {268},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016%2Fj.saa.2021.120638},
pages = {120638},
doi = {10.1016/j.saa.2021.120638}
}
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