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Thio and nitrogen analogues of acronycine

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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 asyn configuration to the C6-OCH3 group, while the N-O bond in the oxime and the N-N bond in noracronycine hydrazone and azines assumes ananti configuration.

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Geewananda, Y.A., Gunawardana, P. & Cordell, G.A. Thio and nitrogen analogues of acronycine. Arch. Pharm. Res. 18, 195–202 (1995). https://doi.org/10.1007/BF02979195

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