Photoresponsive transformation from spherical to nanotubular assemblies: anticancer drug delivery using macrocyclic cationic gemini amphiphiles

Abstract

We developed NIR-light-responsive macrocyclic cationic gemini amphiphiles, which display various favorable properties of lipids, for example, stable spherical nanoaggregates, high phase transition temperature, and others. The NIR-light-mediated cleavage of strained...

A photo-responsive fluorescent amphiphile for target-specific and image-guided drug delivery applications

“…Subsequent ring-closing reaction via nucleophilic substitution between compound 7 and 3,5-bis(bromomethyl)-4-nitrobenzoic acid (11) resulted in the 12-membered macrocyclic compound (5 2 Z,7E)-3 5 -carboxy-1 3,53 -didodecyl-1 3,53 -dimethyl-3 2nitro-1 3 H-1,5(1,2)-diindol-1-iuma-3(1,3)-benzenacyclooctaphan-7-en-1 1 -ium (Cy3L). Finally, the acid amine coupling reaction between Cy3L and 5-amino-N-(5-sulfamoyl-1,3,4-thiadiazol-2yl)pentanamide (15) yielded the targeted Cy3CAL amphiphile. The synthesized photoresponsive amphiphile is structurally different from the naturally occurring phospholipids.…”

“…S6 †). 15 The higher T m values of only Cy3CAL and the lipid mixture containing Cy3CAL demonstrate their higher thermal stability and drug retention capability, which could be useful in drug delivery and others.…”

“…Characterization of compound 14. Synthesis of 5-amino-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl) pentanamide (15). Compound 14 was dissolved in a DCM and trifluoroacetic acid (TFA) (9 : 1) mixture and stirred for 3 h at room temperature.…”

“…A hand-held mini extruder (Avanti Polar Lipids, Alabaster, AL) with a polycarbonate membrane (diameter of 200 nm) was used to prepare small soluble aggregates at room temperature. 15,29…”

In situ construction of a cobalt oxyhydroxide loaded pyrene-based fluorescent organic nanoprobe for bioimaging of endogenous ascorbic acid in living cells

“…for the formation of nanoparticles, as the application of stimuli is not feasible in all circumstances. 9,10 The challenge lies in understanding and then exploring a simple and feasible method to fabricate bright FONs without any external stimuli.…”