LIQUID-CHROMATOGRAPHIC INVESTIGATION OF QUINOXALINE ANTIBIOTICS AND THEIR ANALOGS BY MEANS OF ULTRAVIOLET DIODE-ARRAY DETECTION

Numerical formats for evaluation of spectral purity and for spectral comparison of ultraviolet diode-array detector data, together with library search routines, were applied to the liquid chromatographic analysis of echinomycin, triostin A and their systhetic and biosynthetic analogues. Samples of monoquinoline and bisquinoline analogues of echinomycin were found to contain echinomycin and the other respective analogue. Triostin A and its undermethylated systhetic analogues, des-N-tetramethyltriostin A (TANDEM) and [MeCys3,MeCys7]-TANDEM, were each composed of two or more components. Triostin A primarily consisted of a major chromatographic component and a minor component with very similar ultraviolet spectral features. TANDEM exhibited three chromatographic components with nearly identical ultraviolet spectral characteristics. Apparent conformational interconversion of at least two forms of the [MeCys3,MeCys7]-TANDEM analogue was observed by reversed-phase liquid chromatography. An activation energy of 15 kcal/mol was estimated for the interconversion based upon an Arrhenius plot of the data. © 1990.