Tetrahedron

Medium benzene-fused oxacycles with the 5-fluorouracil moiety: synthesis, antiproliferative activities and apoptosis induction in breast cancer cells

…, JA Marchal, I Suárez, A Aránega, D Choquesillo…

Index: Saniger, Estrella; Campos, Joaquin M.; Entrena, Antonio; Marchal, Juan A.; Suarez, Ines; Aranega, Antonia; Choquesillo, Duane; Niclos, Juan; Gallo, Miguel A.; Espinosa, Antonio Tetrahedron, 2003 , vol. 59, # 29 p. 5457 - 5467

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Citation Number: 41

Abstract

On the basis of the increase in lipophilicity, novel benzannelated six-and seven-membered derivatives have been synthesized, starting from 2-hydroxybenzyl alcohols, 2- hydroxybenzaldehydes, and catechol. The X-ray structure of (RS)-1-(2, 3-dihydro-5H-1, 4- benzodioxepin-3-yl)-5-fluorouracil (5) is presented and compared with its conformational analysis at the semiempirical (AM1) and ab initio (6-31G∗) levels and NOE effects. A good ...