Abstract

On the basis of molecular variations on isosteric replacements from the prototype 1-(2,3-dihydro-5 H-1,4-benzodioxepin-3-yl)-5-fluorouracil a series of 3-(2,3-dihydro-5 H-4,1-benzoxathiepin-3-yl)-uracil or -thymine O, N-acetals was prepared. The nature of the cis- and trans-sulfoxide isomers was established by means of their conformational analyses carried out with Sybyl and after comparing the theoretical results with the 1H NMR responses of the target molecules. ( RS)-3-(1,1-Dioxo-2,3-dihydro-5 H-4,1-benzoxathiepin-3-yl)thymine and (1 S*,3 S*)-1-(1-oxo-3,5-dihydro-2 H-4,1-benzoxathiepin-3-yl)thymine were found to be inhibitors of the MCF-7 cell growth.

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