Thio and Nitrogen Analogues of Acronycine

  • Geewananda, Y.A. (Program for Collaborative Research in the Pharmaceutical Sciences, Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois) ;
  • Gunawardana, P. (Program for Collaborative Research in the Pharmaceutical Sciences, Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois) ;
  • Cordell, Geoffrey A. (Program for Collaborative Research in the Pharmaceutical Sciences, Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois)
  • Published : 1995.06.01

Abstract

The thio, thio acetyl, oxime, and several hydrazone and azine derivatives of the antitumor alkaloid acronycine (1) were prepared. NMR spectroscopy was used to study the configurations around the C=N double bond in these acronycine derivatives. In the hydrazones and azines of acronycine the N-N bond assumes a syn configuration to the $C_6-OCH_3$ group, while the NO bond in the oxime and the N-N bond in noracronycine hydrazone and azines assumes an anti configuration.

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