Indolyl imine substituted BODIPY systems; synthesis, photophysical, and biological properties
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60076658%3A12310%2F23%3A43906674" target="_blank" >RIV/60076658:12310/23:43906674 - isvavai.cz</a>
Result on the web
<a href="https://www.sciencedirect.com/science/article/pii/S0040402023001497?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0040402023001497?via%3Dihub</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.tet.2023.133367" target="_blank" >10.1016/j.tet.2023.133367</a>
Alternative languages
Result language
angličtina
Original language name
Indolyl imine substituted BODIPY systems; synthesis, photophysical, and biological properties
Original language description
In the study, 4,6-dimethoxy-2,3-diphenylindole-7-carbaldheyde 2, served as a valuable precursor for the reaction with both aniline and BODIPY-linked aniline, generated novel indolyl-imine Schiff base ligands 3 and 7. These indolyl-imine ligand systems were then employed to create the corresponding N-N six -membered boron complexes, 4 (precursor) and 8. The structure of novel compounds were confirmed by 1H and 13C NMR, and high-resolution mass spectrometry. The final evidences of indolyl-imine 7 and its corresponding boron complex 8 were further supported by the single X-ray crystal structures. Single crystal X-ray diffraction analysis revealed the formation of short "C-H center dot center dot center dot F", "C-H center dot center dot center dot p", "C-H center dot center dot center dot O" and "C-H center dot center dot center dot B" interactions, which led to the impressive supramolecular tubular-like (7) and helical (8) self -assemblies. The investigations of the UV-Vis absorption and fluorescence emission properties of the targeted compounds 4, 7 and 8 were carried out using absorption and fluorescence emission (2D and 3D) spectroscopic techniques. Fluorescence properties of the targeted compounds were found to be solvent -dependent. DFT optimized structures and the TD-DFT calculations were in alignment with the experi-mental studies. Additionally, the cytotoxic properties of the target compounds were examined in human breast cancer cells, MCF-7 in vitro as preliminary biological study.(c) 2023 Elsevier Ltd. All rights reserved.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10403 - Physical chemistry
Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2023
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Tetrahedron Letters
ISSN
0040-4039
e-ISSN
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Volume of the periodical
137
Issue of the periodical within the volume
MAY 12 2023
Country of publishing house
GB - UNITED KINGDOM
Number of pages
10
Pages from-to
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UT code for WoS article
000986849800001
EID of the result in the Scopus database
2-s2.0-85151457937