Tetrahedron

Synthesis, conformation, crystal structures and DNA cleavage abilities of tetracyclic analogs of quinocarcin

…, R Gallegos, PP Ehrlich, ME Flanagan, H Coffman…

Index: Williams, Robert M.; Glinka, Tomasz; Gallegos, Renee; Ehrlich, Paul P.; Flanagan, Mark E.; Coffman, Hazel; Park, Gyoosoon Tetrahedron, 1991 , vol. 47, # 14-15 p. 2629 - 2642

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Citation Number: 21

Abstract

Two totally synthetic, racemic analogs of quinocarcin have been designed and their crystal structures determined. Both substances effect the modest cleavage of plasmid DNA. Alteration of the conformation of the reactive oxazolidine fused to the piperazine ring by selecting the stereochemistry at C-11a through synthesis drastically attenuates the relative ability of these substances to cleave DNA.