Glycocalixarene with luminescence for Warburg effect-mediated tumor imaging and targeted drug delivery

Abstract

Fluorescently labeled calix[4]arene glycoconjugates demonstrate multifunctional potential in both the Warburg effect mediated tumor imaging and GLUT1 targeted drug delivery. Nitrobenzoxadiazole and mannose conjugated NBD-Man-CA was found to be selectively...

Monoglycocalix[4]arene-based nanoparticles for tumor selective drug delivery via GLUT1 recognition of hyperglycolytic cancers

“…Both human normal bronchial epithelial BEAS-2B cells and the corresponding human lung cancer A549 cells were well studied as a pair of low GLUT1 expressing and high GLUT1 expressing cell models. 12–14 As shown in Fig. 4A, with the high GLUT1 expressing A549 cancer cells, incubation of 0.2 mg mL −1 (the total NP mass) Glu-cum-CA-PEG-DTX revealed a significantly high fluorescence intensity than that in the low GLUT1 BEAS-2B normal cells indicating that the accumulation of the NPs in the two cell lines takes place in a GLUT1 dependent manner.…”

“…Based on our long-term studies on glucose transporter (GLUT)-mediated tumor targeting with drug glycoconjugates, [12][13][14][15][16] we hypothesize that the monosaccharide conjugated CA amphiphilic compound could not only be self-assembled in an aqueous medium for drug encapsulation, but also the monosaccharide moiety in the CA molecule can be functional for GLUT recognition and therefore target the Warburg effect in hyperglycolytic cancers. To scientifically prove the strategy, we have designed and synthesized a series of calix [4]arene monoglycoconjugates, which are easily afforded with a simple chemical process.…”

Supramolecular Biopharmaceutical Carriers Based on Host–Guest Interactions

“…Since the growth and reproduction of cancer cells require a large increase in the uptake of glucose or other monosaccharides, Li et al designed the synthesis of nitrobenzoxadiazole labeled glycocalix [4]arenes (NBD-Gly-CAs). 35 Under physiological conditions (solventisation with water, NaCl at pH 7.4), cisplatin, 5FU and arsenic trioxide were compatible with the cavities of NBD-Gly-CAs to form host−guest inclusion complexes. Experiments show that NBD-Gly-CA can act not only as a navigator for targeting proteins but also as a custom guest molecule transporter for targeted drug delivery.…”

“…Calixarene derivatives have been designed with different functions according to the characteristics of cancer cell growth and the failure of gene and drug action. Since the growth and reproduction of cancer cells require a large increase in the uptake of glucose or other monosaccharides, Li et al designed the synthesis of nitrobenzoxadiazole labeled glycocalix[4]­arenes (NBD-Gly-CAs) . Under physiological conditions (solventisation with water, NaCl at pH 7.4), cisplatin, 5FU and arsenic trioxide were compatible with the cavities of NBD-Gly-CAs to form host–guest inclusion complexes.…”

A glycol nanomedicine via a metal-coordination supramolecular self-assembly strategy for drug release monitoring and chemo-chemodynamic therapy

“…GluCCD can target cancer cells due to the Warburg effect. 30 Under the high concentration of GSH, the released DOX and hydroxyl radicals (˙OH) produced by the Fenton-like reaction could exert efficient cancer cell-killing efficacy. 31 In addition, strong fluorescence signals from GluC could monitor the released DOX.…”