<?xml version="1.0" encoding="UTF-8"?><xml><records><record><source-app name="Biblio" version="6.x">Drupal-Biblio</source-app><ref-type>17</ref-type><contributors><authors><author><style face="normal" font="default" size="100%">Bhadra, P. K.</style></author><author><style face="normal" font="default" size="100%">Morris, Gareth A.</style></author><author><style face="normal" font="default" size="100%">Barber, Jill</style></author></authors></contributors><titles><title><style face="normal" font="default" size="100%">Design, synthesis, and evaluation of stable and taste-free erythromycin proprodrugs</style></title><secondary-title><style face="normal" font="default" size="100%">Journal of Medicinal Chemistry</style></secondary-title></titles><dates><year><style  face="normal" font="default" size="100%">2005</style></year></dates><urls><web-urls><url><style face="normal" font="default" size="100%"><Go to ISI>://WOS:000229443700026</style></url></web-urls></urls><number><style face="normal" font="default" size="100%">11</style></number><volume><style face="normal" font="default" size="100%">48</style></volume><pages><style face="normal" font="default" size="100%">3878-3884</style></pages><isbn><style face="normal" font="default" size="100%">0022-2623</style></isbn><language><style face="normal" font="default" size="100%">eng</style></language><abstract><style face="normal" font="default" size="100%">Erythromycin A is normally formulated for children as its 2'-ethyl succinate, a taste-free prodrug. Unfortunately, the prodrug hydrolyzes at a measurable rate in the medicine bottle, leading to the vile-tasting erythromycin. We have prepared derivatives of erythromycin B as putative paediatric prodrugs, taking advantage of the much improved acid stability of erythromycin B relative to erythromycin A. Thus, erythromycin B enol ether ethyl succinate is very poorly soluble in water, and its hydrolysis is undetectable in conditions resembling the medicine bottle. In acid, however, it converts rapidly to erythromycin B 2'-ethyl succinate, and this is in turn hydrolyzed to erythromycin B in neutral and basic conditions. Derivatives of erythromycin B enol ether are therefore proposed as taste-free proprodrugs of erythromycin B.</style></abstract><accession-num><style face="normal" font="default" size="100%">WOS:000229443700026</style></accession-num><notes><style face="normal" font="default" size="100%">Times Cited: 5</style></notes></record></records></xml>