Boron Schiff bases derived from α-amino acids as nucleoli/cytoplasm cell-staining fluorescent probes in vitro

Abstract

Boron Schiff bases derived from amino acids show nucleoli and cytoplasm staining fluorescent probes with good photostability and low cytotoxicity, which make them candidates to be used in medical diagnosis.

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

“…The 11 B NMR spectra of 4a , 4b and 4c display one broad resonance signal from 4.65 to 5.77 ppm, indicative of tetracoordinate boron atoms bearing Schiff bases. 29 Likewise, the 11 B resonance positions are deshielded in comparison to phenyl boronic acid ( 11 B = 9.30 ppm) as a consequence of the increase of electron density on B atoms. In the 13 C NMR spectra of the organoboron esters (Fig.…”

Far‐Red and Near‐Infrared Boron Schiff Bases (BOSCHIBAs) Dyes Bearing Anionic Boron Clusters

“…As usual, all reactions were monitored by 11 B NMR spectroscopy and compared with their parent species. [56][57][58][59][60] To finish, 3 and 4 were isolates as [NBu 4 ] + salts, whereas 5 and 6 were obtained as [NMe 4 ] + salts.…”

“…[5] The Boron Schiff Bases (BOSCHIBAs) have been gained tremendous attention due to nonlinear optical, [6] fluorescent properties, [7] fabrication of OLEDs, [8] and biological applications. [9] Recently, our research group has reported that BOSCHIBAs derived from 2-hydroxynaphthalenes and anilines (Figure 1A) [10] or amino acids (Figure 1C) [11] exhibited fluorescent staining in vitro (B16F10 cells), less cytotoxicity, good photostability, easy and low-cost synthesis. Remarkably, both B and C derivatives showed good aqueous solubility and the potential to be functionalized for further investigations due to aryl-OH and carboxylic acid groups as we have previously reported on organotin derivatives (vide infra).…”

A visible-light activated ROS generator multilayer film for antibacterial coatings

“…17–20 Alternatively, boron complexes of Schiff bases are attractive because of their synthetic simplicity and excellent photophysical properties. 21,22 Coordination of boron to the electron-rich organic chelates leads to electron delocalization from the organic chelate to the empty p-orbital of boron, thereby inducing planarity and imparting stability to the boron complex. 23–29 Boron coordination also results in red-shifted absorption and emission as compared to the corresponding chelating units.…”