This new compound was characterized by 1H, 13C, and 11B NMR spectroscopy, FT-IR spectroscopy, and elemental analyses to confirm its molecular composition. The reaction of potassium salt of sinomenie, which is generated from the deprotonation of sinomenine ( 1) using potassium carbonate in a solvent of N, N-dimethyl formamide, with 4-methylcarboranyl- n-butyl iodide, ( 2) forms methylcarboranyl- n-butyl sinomenine ( 3) in 54.3% yield as a new product.
Accordingly, methylcarboranyl- n-butyl sinomenine shows a high potential in the treatment of rheumatoid arthritis (RA) in the presence of slow neutrons. In comparison with pristine sinomenine and carborane precursors, the calculations of molecular docking with matrix metalloproteinases (MMPs) and methylcarboranyl- n-butyl sinomenine showed improved interactions.
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