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Article Abstract
The reaction of mercaptoacetic acid esters with pentachloro-2-nitro-1,3-butadiene provides the appropriate precursors for the synthesis of 2,3,4-trisubstituted benzo[]quinolines. These heterocycles are easily accessible via a single-step reaction with naphthalen-1-amine or anthracen-1-amine as the precursor. Due to the steric bulk and high electron density ring, the ring closure of benzo[]quinolines takes place exclusively. Such highly substituted annelated pyridine systems can be modified in subsequent, selective reactions to build up new -heterocycles with promising microbiological properties. The antibacterial and antiproliferative assays against four mammalian cell lines demonstrate that some of the sulfur-substituted benzo[]quinoline analogs display potent phenotypic bioactivities in the single-digit micromolar range.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10058827 | PMC |
| http://dx.doi.org/10.3390/molecules28062479 | DOI Listing |
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