Organic Nanovesicular Cargoes for Sustained Drug Delivery: Synthesis, Vesicle Formation, Controlling “Pearling” States, and Terfenadine Loading/Release Studies

Scheme 1

Synthesis of cytosine decorated to 2,6-bispyrazolyl-pyridine derivative (1). General reaction conditions: (a) as per reported procedure [13, 14]; (b) 2 (1.07 mmol), Pd(PPh₃)₂Cl₂ (0.106 mmol), PPh₃ (0.21 mmol), CuI (0.14 mmol), Et₃N/1,4 dioxane, N₂, 9-dec-yn-1-ol (1.41 mmol), 80°C, 8 h, 80%; (c) 3 (0.58 mmol), tosyl chloride (2.32 mmol), DCM/NEt₃, RT, 2 h, 75%; (d) 4 (0.24 mmol), LiBr (0.97 mmol), dry acetone, RT, 2 h, 89%; (e) N⁴-acetyl cytosine (1.40 mmol), K₂CO₃ (1.81 mmol), dry DMF, 5 (0.47 mmol), 80°C, 16 h, 55%.