Daunomycin spectra

These phenolic hydroxyls have been observed in the proton NMR spectrum of N-acetyldaunomycin in chloroform solution (83) though they are broadened out due to rapid exchange with solvent in the spectrum of daunomycin in H2O solution. We can therefore compare the H-6 and H-ll ring B hydroxyl chemical shifts of 12.3 and 11.5 ppm for the Nuc/D = 5.9 daunomycin poly(dA-dT) complex in aqueous solution (Figure 25) with the values of 13.86 and 13.15 ppm observed for N-acetyldaunomycin in nonpolar solution (83). 

Figure 25. The 360-MHz correlation proton NMR spectra of the daunomycin poly(dA-dT) complex in /M NaCl, lOmNi cacodylate, lOmM EDTA, 80% HaO— 20% 2H 20. Spectrum A corresponds to the Nuc/D = 11.8 complex, pH 6.0 at 67°C and Spectrum B corresponds to the Nuc/D = 5.9 complex, pH 6.05 at 57°C. The strong resonance corresponds to thymidine H-3 proton of the nucleic acid while the weaker resonances (designated hy asterisks) corresponds to hydroxyl protons at Positions 9 and 11 on Ring B of the anthracycline ring of daunomycin...

Anthracyclines - Adriamycin (ADR 20) has continued to be the dominant force in the expanding use of chemotherapeutic agents. Its wide spectrum of activity coupled with its dose-limiting cardiac toxicity continue to stimulate the search for structurally modified agents with improved biological profiles. Recent reviews on daunomycin (DNR 21),ADR and related antibiotics have appeared that discuss their chemistry and pharmacology. N-Trifluoroacetyladriamycin-14-valerate (AD-32 22), unlike the basic anthracyc lines, ADR and DNR, has been shown not to... 

It was quickly established that adriamycin had broad-spectrum antitumour activity and it is still widely used for the treatment of many solid tumours and childhood leukaemia in particular. The other anthracyclines have more limited activities, although daunomycin is the drug of choice (in... 

Adriamycin probably has the widest spectrum of activity of any current antitumour drug but its cardiotoxicity limits the total cumulative dose which can be administered the analogues of adriamycin and daunomycin clinically evaluated to date (for example rubidazone and duborimycin) show no clear advantage over adriamycin. Considerable progress has been made in the study of the actions of... 

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