Kannaka, Kento published the artcileSynthesis of an amphiphilic tetrazine derivative and its application as a liposomal component to accelerate release of encapsulated drugs, Name: Picolinonitrile, the main research area is amphiphilic tetrazine derivative liposomal; Amphiphilic material; Bioorthogonal chemistry; Controlled release; Drug delivery system; Liposome; Tetrazine.
Tetrazine irreversibly reacts with dienophiles, and its derivatives find wide applications in the fields of biochem. and biophysics. We have synthesized an amphiphilic tetrazine derivative (2-hexadecyl-N-(6-(6-(pyridin-2-yl)-1,2,4,5-tetrazine-3-yl)pyridin-3-yl)octadecanamide; 1), which has a hydrophilic tetrazine structure and hydrophobic alkyl chains. Liposomes composed of compound 1 and 1-palmitoyl-2-oleoylphosphatidylcholine (POPC) (PTz-liposome) were prepared In search of a new drug delivery system (DDS), we investigated the viability of inverse electron-demand Diels-Alder, a reaction between tetrazine and 2-norbornene, on the surface of the liposomes to change membrane fluidity and promote spatial and temporal controlled release of the encapsulated drugs. Compound 1 was synthesized with a yield of 71%. MS anal. after incubation of 2-norbornene with PTz-liposome revealed the binding of 2-norbornene to tetrazine. Indium-111-labeled diethylenetriaminepentaacetic acid (111In-DTPA) was encapsulated inside PTz-liposome to evaluate the leakage of free 111In-DTPA from the liposomes quant. After 24 h of adding 2-norbornene, the release percentage for PTz-liposome was significantly higher than that for the control liposome (without tetrazine structure). Furthermore, the membrane fluidity of the PTz-liposome was increased by adding 2-norbornene. These results suggested that the combination of dienophile and liposome containing a newly synthesized tetrazine derivative can be used as a controlled release DDS carrier.
Bioorganic & Medicinal Chemistry published new progress about Controlled-release drug delivery systems. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Name: Picolinonitrile.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts