Conjugate of meso-carboxysubstituted-BODIPY with thioterpenoid as an effective fluorescent probe: Synthesis, structure, spectral characteristics, and molecular docking
Galina B. Guseva
1
,
Anastassia S Smirnova
1, 2
,
Roman S Pavelyev
3
,
Svetlana V Pestova
4
,
Evgeny S Izmestev
4
,
Svetlana A. Rubtsova
4
,
Airat R Kayumov
3
,
Sergei V Kiselev
5
,
Zulfiya R Azizova
5
,
Olga V Ostolopovskaya
3
,
Ilya A. Khodov
1
,
Liliya E Nikitina
3, 5
,
Sergey V Efimov
3
Тип публикации: Journal Article
Дата публикации: 2022-03-01
scimago Q2
wos Q1
БС1
SJR: 0.664
CiteScore: 8.5
Impact factor: 4.6
ISSN: 13861425, 18733557
PubMed ID:
34840052
Spectroscopy
Analytical Chemistry
Atomic and Molecular Physics, and Optics
Instrumentation
Краткое описание
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.
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Guseva G. B., Berezin M. B., Ksenofontov A. A., Smirnova A. S., Pavelyev R. S., Pestova S. V., Izmestev E. S., Rubtsova S. A., Kayumov A. R., Kiselev S. V., Azizova Z. R., Ostolopovskaya O. V., Khodov I. A., Nikitina L. E., 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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TY - JOUR
DO - 10.1016/j.saa.2021.120638
UR - https://doi.org/10.1016/j.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 - Berezin, Mikhail B
AU - Ksenofontov, Alexander A
AU - Smirnova, Anastassia S
AU - Pavelyev, Roman S
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 - Khodov, Ilya A.
AU - Nikitina, Liliya E
AU - Efimov, Sergey V
PY - 2022
DA - 2022/03/01
PB - Elsevier
SP - 120638
VL - 268
PMID - 34840052
SN - 1386-1425
SN - 1873-3557
ER -
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@article{2022_Guseva,
author = {Galina B. Guseva and Mikhail B Berezin and Alexander A Ksenofontov and Anastassia S Smirnova and Roman S Pavelyev 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 Ilya A. Khodov and Liliya E Nikitina 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/j.saa.2021.120638},
pages = {120638},
doi = {10.1016/j.saa.2021.120638}
}