Design and Development of Axially Chiral Bis(naphthofuran) Luminogens as Fluorescent Probes for Cell Imaging

Abstract

Designing chiral AIEgensw ithouta ggregation-induced emission (AIE)-active molecules externally tagged to the chiral scaffold remains al ong-standing challenge for the scientific community.T he inherenta ggregation-caused quenching phenomenon associated with the axially chiral (R)-[1,1'-binaphthalene]-2,2'-diol ((R)-BINOL)s caffold, together with its marginal Stokes shift, limits its applicationa sa chiral AIE-active material. Here, in our effort to designc hiral luminogens, we have developed ad esign strategy in which 2-substitutedf urans, when appropriately fused with the BINOLs caffold,w ill generates olid-state emissive materials with high thermala nd photostability as well as colour-tunable properties. The excellent biocompatibility,t ogetherw ith the high fluorescenceq uantum yield and large Stokes shift, of one of the luminogens stimulated us to investigate its cell-imaging potential. Thel uminogen was observedt ob e well internalised and uniformlyd ispersed within the cytoplasm of MDA-MB-231 cancer cells,s howingh ighf luorescence intensity.

Rationally designed Tröger's base decorated bis-carbazoles as twisted solid-state emitting materials and dead bacterial cell imaging

“…DMSO was used to solubilize compound 4b followed by sonication for 15 min. 55,56 Compound 4b was added to the first column of wells such that the final concentration of each well was 1024 mg mL À1 . Further, 100 mL of the volume from this well (1024 mg mL À1 ) was transferred to the subsequent wells of the respective row serially, and from the last column, 100 mL of the mixture was discarded to maintain the volume of 100 mL in all the wells.…”

Synthesis and Evaluation of Anticancer Activity of Pyrazolone Appended Triarylmethanes (TRAMs)

“…[38][39][40] Analysis and review of small molecules based on TRAM with potent anticancer activities has prompted us to design a pyrazolone ring containing triarylmethanes which aligns with our ongoing research project on designing and developing bioactive molecules as well as molecules for applications in biology. [41][42][43][44][45][46][47][48][49] It was interesting to note that several compounds are known in the literature, that possess a triphenylmethyl motif, appear to be potent anticancer agents. We, therefore, created a series of pyrazolone-appended hetero triarylmethane scaffolds.…”

“…Analysis and review of small molecules based on TRAM with potent anticancer activities has prompted us to design a pyrazolone ring containing triarylmethanes which aligns with our ongoing research project on designing and developing bioactive molecules as well as molecules for applications in biology [41–49] …”

Troger's Base Derived Butterfly Shaped Contorted AIEgens for Dead Bacterial Cell‐Imaging

“…[7][8][9][10][11][12][13] However, the emergence of a phenomenon known as Aggregation Induced Emission (AIE) contrary to the ACQ phenomenon, has been a blessing and became the sole reason for the gargantuan development in the field of optoelectronic materials. [14][15][16][17][18][19] Among the several proposed theories on designing the AIE phenomenon, restriction of the π-π stacking of the fluorophores along with the restricted intermolecular motions are the two most explored concepts to rationally design novel luminogens. However, to exploit the luminescence phenomenon of the fluorophores in both the solid and as-well-as in the solution state, researchers have started exploring dual-state emitting materials that will bridge the gap between the ACQ and AIEgenic materials.…”