Exploring the pharmaceutical potential of ammonium organotrifluoroborate functional group: Comprehensive chemical, metabolic, and plasma stability evaluation.
Salvatore VillaniDaniela ImperioLuigi PanzaLaura ConfalonieriSilvia FallariniSilvio AprileErika Del GrossoPublished in: European journal of medicinal chemistry (2024)
Boronated carbohydrate derivatives have good potential for targeting malignant cells in Boron Neutron Capture Therapy (BNCT) due to their preferential glucose uptake. In particular, with the introduction of the ammonium trifluoroborate moiety, boronated sugars can function as both BNCT agents and Positron Emission Tomography (PET) tracers. Their 18 F radiolabeling allows real-time tracking of biodistribution. This study evaluates the chemical, metabolic, and plasma stability of ammonium trifluoroborates for pharmaceutical purposes using LC-HRMS, presenting stability data under various conditions -acidic, basic, pseudophysiological, and oxidative- and highlighting degradation products and mechanisms. The data are supported by 1 H NMR and 19 F NMR. Metabolic and plasma stabilities, along with preliminary toxicological data (MTT assays), are also provided to better predict the clinical applicability of these compounds.
Keyphrases
- positron emission tomography
- computed tomography
- electronic health record
- ionic liquid
- pet imaging
- magnetic resonance
- big data
- high resolution
- pet ct
- induced apoptosis
- stem cells
- solid state
- metabolic syndrome
- high throughput
- signaling pathway
- mesenchymal stem cells
- mass spectrometry
- adipose tissue
- type diabetes
- endoplasmic reticulum stress
- insulin resistance
- bone marrow
- blood glucose
- cancer therapy
- blood pressure
- climate change
- simultaneous determination
- drug delivery
- cell therapy
- glycemic control