@article {210,
	title = {Design, synthesis, and evaluation of stable and taste-free erythromycin proprodrugs},
	journal = {Journal of Medicinal Chemistry},
	volume = {48},
	number = {11},
	year = {2005},
	note = {Times Cited: 5},
	pages = {3878-3884},
	abstract = {Erythromycin A is normally formulated for children as its 2{\textquoteright}-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{\textquoteright}-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.},
	isbn = {0022-2623},
	url = {<Go to ISI>://WOS:000229443700026},
	author = {Bhadra, P. K. and Morris, Gareth A. and Barber, Jill}
}
