Article

Antitumor agents. 274. A new synthetic strategy for E-ring SAR study of antofine and cryptopleurine analogues.

Natural Products Research Laboratories, Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, North Carolina 27599-7568, USA.
Organic Letters (impact factor: 5.86). 03/2010; 12(7):1416-9. DOI:10.1021/ol902819j pp.1416-9
Source: PubMed

ABSTRACT A new versatile synthetic methodology for the synthesis of enantiomerically pure natural phenanthroindolizidines and phenanthroquinolizidines has been established and described. Natural products R-antofine and R-cryptopleurine, as well as a novel E-ring expanded analogue 13c (E7), 12-oxo-S-antofine (17), and 12N-methyl-12-aza-S-antofine (18) were synthesized with the new method. This strategy will greatly facilitate future SAR studies on the natural alkaloids with E-ring variations.

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Keywords

E-ring variations
 
future SAR studies
 
new method
 
new versatile synthetic methodology
 
phenanthroquinolizidines
 
R-cryptopleurine