부산대학교 도서관

The introduction of anti-cancer agents paclitaxel (Taxol) and docetaxel (Taxotere) has revolutionized the treatment of cancer. More recently, other taxoids, have been developed, with improved antitumor efficiency. However, despite the hope and promise that these agents have engendered, their poor water-solubility is a serious problem in intravenous administration. To overcome this problem, we have developed a new water-soluble prodrug strategy. For the first time the successful application of O-N intramolecular "acyloxy" migration in the prodrug design wass demonstrated. O-N Intramolecular acyloxy migration can be provided under aqueous conditions and without side products formation such as previously reported oxazolidone or product of carbonate hydrolysis. This migration also occurred as a common reaction of hydroxyamino acids, namely carbonate protective groups migrate to produce amino-protected carbamate derivatives of hydroxyamino acids with high efficiency and purity.