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Determination of the absolute configuration of the chiral biaryl system in the streptonigrin antibiotics by exciton coupled circular dichroic spectroscopy

✍ Scribed by Shaun Tennant; Rodney W. Rickards

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 906 KB
Volume: 53
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(97)10008-4

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✦ Synopsis

The absolute configuration of the chiral phenylpyridyl segment of the Actinomyccte antibiotic streptonigrin (1) is defined as R by analysis of the exciton coupled circular dichroic spectra of selected derivatives. The absolute configuration of the co-occurring 10'-O-demethylstreptonigrin ( 2) is assigned as R by chiroptical correlation with streptonigrin. Circular dichroic spectroscopy indicates that the related phenylpyridone streptonigrone ( 5) is either achiral or a racemate.

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