Newer Non-ionic A2 B2 -Type Enzyme-Responsive Amphiphiles for Drug Delivery.
null KrishnaBadri ParshadKatharina AchaziChristoph BöttcherRainer HaagSunil K SharmaPublished in: ChemMedChem (2021)
A new series of nonionic gemini amphiphiles have been synthesized in a multi-step chemoenzymatic approach by using a novel A2 B2 -type central core consisting of conjugating glycerol and propargyl bromide on 5-hydroxy isophthalic acid. A pair of hydrophilic monomethoxy poly(ethylene glycol) (mPEG) and hydrophobic linear alkyl chains (C12 /C15 ) were then added to the core to obtain amphiphilic architectures. The aggregation tendency in aqueous media was studied by dynamic light scattering, fluorescence spectroscopy and cryogenic transmission electron microscopy. The nanotransport potential of the amphiphiles was studied for model hydrophobic guests, that is, the dye Nile Red and the drug Nimodipine by using UV/Vis and fluorescence spectroscopy. Evaluation of the viability of amphiphile-treated A549 cells showed them to be well tolerated up to the concentrations studied. Being ester based, these amphiphiles exhibit stimuli-responsive sensitivity towards esterases, and a rupture of amphiphilic architecture was observed in the presence of immobilized Candida antarctica lipase (Novozym 435), thus facilitating release of the encapsulated guest from the aggregate.
Keyphrases
- ionic liquid
- single molecule
- electron microscopy
- solid state
- cancer therapy
- drug delivery
- aqueous solution
- induced apoptosis
- high resolution
- energy transfer
- cell cycle arrest
- subarachnoid hemorrhage
- candida albicans
- cell proliferation
- biofilm formation
- endoplasmic reticulum stress
- cystic fibrosis
- cell death
- brain injury
- emergency department
- pseudomonas aeruginosa
- staphylococcus aureus
- human health
- mass spectrometry
- neural network
- capillary electrophoresis