Article

Absolute configurations of C34 and C35 of antibiotic niphimycin A.

Department of Pharmaceutical Technology and Biochemistry, Gdańsk University of Technology, Gdańsk, Poland.
Magnetic Resonance in Chemistry (impact factor: 1.44). 05/2012; 50(5):347-9. DOI:10.1002/mrc.3796 pp.347-9
Source: PubMed

ABSTRACT The relative configurations of four stereogenic centers of the C33-C42 fragment of niphimycin A were assigned as 2S*, 3R*, 4S* and 6S*, based upon (1)H NMR analysis with double-quantum filtered COSY and nuclear Overhauser spectroscopy experiments. These data were then correlated with absolute configurations at C36 and C38 of niphimycin A, which were declared previously as 36S and 38S [3]. This allowed for the assignment of the absolute configurations at C34 and C35 of niphimycin A as 34S and 35R.

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Keywords

1)H NMR analysis
 
double-quantum filtered COSY
 
nuclear Overhauser spectroscopy experiments
 
relative configurations
 
stereogenic centers
 

Tomasz Laskowski