AI Article Synopsis
- Closo-1-Me-2-Iodobutyl-1,2-closo-dicarborane reacts with l-dopa methyl ester, yielding carboranyl l-dopa methyl esters at a 54% yield when sodium hydroxide is present.
- The decapitation of closo-carboranes using sodium hydroxide in an ethanol and deionized water mixture results in highly water-soluble carboranyl levodopa with a 64% yield.
- The new compounds were characterized through various analytical techniques, and the water-soluble carboranyl levodopa demonstrated promising anti-tumor efficacy in vitro using slow neutron beams.
Article Abstract
Reactions of closo-1-Me-2-Iodobutyl-1,2-closo-dicarborane, 1-Me-2-I(CH)-CBH, with l-dopa methyl ester can produce carboranyl l-dopa methyl esters in 54% yield in the presence of sodium hydroxide. The appended closo-carboranes can be decapitated with sodium hydroxide in a mixed solvent of ethanol and deionized water to produce highly water-soluble carboranyl levodopa in 64% yield. All the new compounds were characterized by H, C, B NMR, FT-IR spectroscopy and elemental analysis. The highly water soluble carboranyl levodopa 4 shows promising efficacy of anti-tumors in vitro in the presence of slow neutron beams.
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| http://dx.doi.org/10.1016/j.bioorg.2019.103090 | DOI Listing |
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Synthesis and in vitro anti-tumor activity of carboranyl levodopa.
Bioorg Chem
September 2019
Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, IL 60115, USA. Electronic address:
Article Synopsis
- Closo-1-Me-2-Iodobutyl-1,2-closo-dicarborane reacts with l-dopa methyl ester, yielding carboranyl l-dopa methyl esters at a 54% yield when sodium hydroxide is present.
- The decapitation of closo-carboranes using sodium hydroxide in an ethanol and deionized water mixture results in highly water-soluble carboranyl levodopa with a 64% yield.
- The new compounds were characterized through various analytical techniques, and the water-soluble carboranyl levodopa demonstrated promising anti-tumor efficacy in vitro using slow neutron beams.
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