Synthesis and antitumor activity of spergualin analogues. II. Chemical modification of the spermidine moiety.

Abstract

Chemical modifications of the spermidine moiety of an antitumor antibiotic, spergualin (Ia), and the structure-activity relationship are described. Replacement of spermidine with other polyamines decreased the antitumor activity against mouse leukemia L1210. Analogues containing an oxidized spermidine moiety that probably formed during oxidation with amine oxidase were inactive. Spermidine is indispensable for the antitumor activity. A facile method for the synthesis of glyoxyloyl polyamine, a key intermediate of spergualin-related compounds, is also reported.

Cite this paper

@article{Umeda1987SynthesisAA, title={Synthesis and antitumor activity of spergualin analogues. II. Chemical modification of the spermidine moiety.}, author={Yuzo Umeda and Maki Moriguchi and H Kuroda and Tadashi Nakamura and Akihiro Fujii and Hisae Iinuma and T Takeuchi and Hamao Umezawa}, journal={The Journal of antibiotics}, year={1987}, volume={40 9}, pages={1303-15} }