6533b7d0fe1ef96bd125b719

RESEARCH PRODUCT

Synthesis and biological evaluation of structural variants of carbazoquinocin C

Alparslan AygünUlf Pindur

subject

Oxidative damagechemistry.chemical_compoundOxalyl chloridechemistryCellular dnaRadicalAlkaloidOrganic ChemistryCarbazoquinocin CCombinatorial chemistryBiological evaluation

description

Some new structural variants of the alkaloid carbazoquinocin C were synthesized in a few steps with good to excellent yields. The key step comprises a cyclisation reaction of appropriate 2-vinylindoles with oxalyl chloride. The carbazole-3,4-quinones are able to trap oxygen-centred radicals. In some biological/biochemical assays some of these compounds exhibit extraordinary results including inhibition of cyclooxygenase-1 and 5-lipoxygenase in the μM-range. Moreover some of the carbazoquinocin C-variants inhibit significant oxidative damage of cellular DNA in nM-range.

https://doi.org/10.1002/jhet.5570400303