New luminescent organoboron esters based on damnacanthal: one-pot multicomponent synthesis, optical behavior, cytotoxicity, and selectivity studies against MDA-MBA-231 breast cancer cells

García-López, María C.; Herrera, Ángel Muñoz; Estupiñan, Roberto; Gonzalez, Vianey; Cáceres-Castillo, David; Bojórguez, Emanuel; Martínez, Pedro César Cantú; Jiménez-Barrera, Rosa Martha; Chan, Rodrigo C.

doi:10.1039/d2nj03959a

Cited by 2 publications

(1 citation statement)

References 34 publications

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“…Further tetracoordinated boron atoms bearing Schiff bases 119 can be synthesized via a three-component condensation reaction starting from damnacanthal as a biogenic component in a remarkably rapid manner (Supplementary Material S43) (Garcia-Lopez et al, 2022).…”

Section: Metalcomplex Dyesmentioning

confidence: 99%

Multicomponent synthesis of chromophores – The one-pot approach to functional π-systems

Brandner

Müller²

2023

Front. Chem.

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Multicomponent reactions, conducted in a domino, sequential or consecutive fashion, have not only considerably enhanced synthetic efficiency as one-pot methodology, but they have also become an enabling tool for interdisciplinary research. The highly diversity-oriented nature of the synthetic concept allows accessing huge structural and functional space. Already some decades ago this has been recognized for life sciences, in particular, lead finding and exploration in pharma and agricultural chemistry. The quest for novel functional materials has also opened the field for diversity-oriented syntheses of functional π-systems, i.e. dyes for photonic and electronic applications based on their electronic properties. This review summarizes recent developments in MCR syntheses of functional chromophores highlighting syntheses following either the framework forming scaffold approach by establishing connectivity between chromophores or the chromogenic chromophore approach by de novo formation of chromophore of interest. Both approaches warrant rapid access to molecular functional π-systems, i.e. chromophores, fluorophores, and electrophores for various applications.

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Section: Metalcomplex Dyesmentioning

confidence: 99%

Multicomponent synthesis of chromophores – The one-pot approach to functional π-systems

Brandner

Müller²

2023

Front. Chem.

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Multicomponent Synthesis of New Fluorescent Boron Complexes Derived from 3-Hydroxy-1-phenyl-1H-pyrazole-4-carbaldehyde

Savickienė,

Bieliauskas,

Belyakov

et al. 2024

Molecules

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Novel fluorescent pyrazole-containing boron (III) complexes were synthesized employing a one-pot three-component reaction of 3-hydroxy-1-phenyl-1H-pyrazole-4-carbaldehyde, 2-aminobenzenecarboxylic acids, and boronic acids. The structures of the novel heterocyclic compounds were confirmed using 1H-, 13C-, 15N-, 19F-, and 11B-NMR, IR spectroscopy, HRMS, and single-crystal X-ray diffraction data. The photophysical properties of the obtained iminoboronates were investigated using spectroscopic techniques, such as UV–vis and fluorescence spectroscopies. Compounds display main UV–vis absorption maxima in the blue region, and fluorescence emission maxima are observed in the green region of the visible spectrum. It was revealed that compounds exhibit fluorescence quantum yield up to 4.3% in different solvents and demonstrate an aggregation-induced emission enhancement effect in mixed THF–water solutions.

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New luminescent organoboron esters based on damnacanthal: one-pot multicomponent synthesis, optical behavior, cytotoxicity, and selectivity studies against MDA-MBA-231 breast cancer cells

Abstract: Two new fluorescent nitro-substituted organoboron esters derived from damnacanthal were synthetized by the condensation reaction via one-pot multicomponent reaction (3-MCRs) in just 20 minutes with quantitive yields. Both organoboron esters...

Cited by 2 publications

References 34 publications

Multicomponent synthesis of chromophores – The one-pot approach to functional π-systems

Multicomponent synthesis of chromophores – The one-pot approach to functional π-systems

Multicomponent Synthesis of New Fluorescent Boron Complexes Derived from 3-Hydroxy-1-phenyl-1H-pyrazole-4-carbaldehyde

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