title: Prodrug strategies based on intramolecular cyclization reactions.
abstract: Several new prodrug systems for amines, alcohols, and peptides are reviewed. The design of these new prodrug systems takes advantage of several facile intramolecular cyclization reactions, that permit separate manipulation of the release kinetics independent of the structural features of the drug moiety. Such systems can be used for the preparation of esterase-, phosphatase-, and redox-sensitive prodrugs of amines and alcohols and esterase-sensitive cyclic prodrugs of peptides and peptide mimetics.
authors.affiliation: Department of Chemistry, North Carolina State University, Raleigh 27695-8204, USA.
authors.forename: D
authors.initials: D
authors.lastname: Shan
authors.forename: M G
authors.initials: MG
authors.lastname: Nicolaou
authors.forename: R T
authors.initials: RT
authors.lastname: Borchardt
authors.forename: B
authors.initials: B
authors.lastname: Wang
mesh_terms: D000818:Animals; D002219:Carbamates / Q000138:chemical synthesis / Q000378:metabolism; D003374:Coumarins / Q000138:chemical synthesis; D003500:Cyclization; D006801:Humans; D007783:Lactones / Q000138:chemical synthesis; D009150:Mustard Compounds / Q000138:chemical synthesis / Q000378:metabolism; D011355:Prodrugs / Q000138:chemical synthesis* / Q000378:metabolism
chemical_list: D002219:Carbamates; D003374:Coumarins; D007783:Lactones; D009150:Mustard Compounds; D011355:Prodrugs