STRUCTURE OF THE NATURAL ANTIBIOTIC IONOPHORE CP-54, 883

The structural formula of the novel antibiotic ionophore CP-54, 883 is deduced by systematic reduction from its 13C and 1H NMR spectra. The molecule consists of a polyether ring network and side chain terminated by an aromatic ring containing a phenoxy and two chlorine substituents. Based partly on...

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Veröffentlicht in:Journal of antibiotics 1987/11/25, Vol.40(11), pp.1496-1505
Hauptverfasser: BORDNER, JON, WATTS, PAUL C., WHIPPLE, EARL B.
Format: Artikel
Sprache:eng
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Zusammenfassung:The structural formula of the novel antibiotic ionophore CP-54, 883 is deduced by systematic reduction from its 13C and 1H NMR spectra. The molecule consists of a polyether ring network and side chain terminated by an aromatic ring containing a phenoxy and two chlorine substituents. Based partly on an assumed analogy to corresponding regions of the similar structure nigericin-A1, the configurations about the sixteen asymmetric carbons are also derived. A belated crystal structure determination confirms, with the exception of one configuration assumed from nigericin-A1, the conclusions drawn, and shows that the anionic charge is in the phenoxy group, rather than the carboxylic acid function.
ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.40.1496