The conformation of dimethyl actinocynilbis(L-threonate), a model compound of actinomycin, has been derived from an analysis of infrared (ir), nuclear magnetic resonance (nmr), and preliminary X-ray data. Around the phenoxazone group the structure presents features different from those of the natural occurring antibiotic, which account for significant differences in ir, nmr, and circular dichroism (CD) spectra. Both the compounds interact with DNA by a similar intercalation mechanism, but the model compound lacks biological activity. As a result of this analysis, evidence was found of some structural features, besides the ability of intercalation, which control the antibiotic properties of actinomycin.
A model compound of actinomycin. Conformation of dimethyl actinocynilbis (L-threonate) / B., Anastasi; F., Ascoli; Costantino, Paolo; DE SANTIS, Pasquale; Savino, Maria; R., Rizzo. - In: BIOCHEMISTRY. - ISSN 0006-2960. - STAMPA. - 12:(1973), pp. 1834-1837. [10.1021/bi00733a027]
A model compound of actinomycin. Conformation of dimethyl actinocynilbis (L-threonate).
COSTANTINO, Paolo;DE SANTIS, Pasquale;SAVINO, Maria;
1973
Abstract
The conformation of dimethyl actinocynilbis(L-threonate), a model compound of actinomycin, has been derived from an analysis of infrared (ir), nuclear magnetic resonance (nmr), and preliminary X-ray data. Around the phenoxazone group the structure presents features different from those of the natural occurring antibiotic, which account for significant differences in ir, nmr, and circular dichroism (CD) spectra. Both the compounds interact with DNA by a similar intercalation mechanism, but the model compound lacks biological activity. As a result of this analysis, evidence was found of some structural features, besides the ability of intercalation, which control the antibiotic properties of actinomycin.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
