title: Approaches for the synthesis of functionalized cryptophycins.
abstract: The first syntheses of bioactive cryptophycins functionalized at unit D were accomplished in a one-pot Staudinger reduction/cyclization step. An azido precursor for the lower part of the backbone was introduced to minimize protective group chemistry and enable a very convenient synthesis of cryptophycin-52 and unit D cryptophycin analogues containing an ester or a free carboxylic acid for bioconjugations. Both new cryptophycin derivatives show high biological activity in cytotoxicity assays.
authors.affiliation: Department of Chemistry, Organic and Bioorganic Chemistry, Bielefeld University, Universitätsstrasse 25, 33615 Bielefeld, Germany.
authors.forename: Benedikt
authors.initials: B
authors.lastname: Sammet
authors.forename: Tobias
authors.initials: T
authors.lastname: Bogner
authors.forename: Markus
authors.initials: M
authors.lastname: Nahrwold
authors.forename: Christine
authors.initials: C
authors.lastname: Weiss
authors.forename: Norbert
authors.initials: N
authors.lastname: Sewald
mesh_terms: D047630:Depsipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D047630:Depsipeptides; C088419:cryptophycin