Supported synthesis of oxoapratoxin A.
A new synthesis of an oxazoline analogue of apratoxin A has been performed using a solid support. The efficient synthesis of the polyketide part on gram scale and the serine vinylogue is described. The use of chlorotrityl resin allowed the construction of two linear precursors corresponding to two different cyclization sites. This study describes a facile synthesis of analogues for future SAR studies of this potent antitumor compound.
Gilles
Arnaud
A
IBMM, UMR-CNRS 5247, Université Montpellier 1, 34095 Montpellier cedex 5, France.
Martinez
Jean
J
Cavelier
Florine
F
D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D003500:Cyclization; D047630:Depsipeptides / Q000138:chemical synthesis*; D018942:Macrolides; D010080:Oxazoles / Q000737:chemistry*; D012694:Serine
D000970:Antineoplastic Agents; D047630:Depsipeptides; D018942:Macrolides; D010080:Oxazoles; C442201:apratoxin A; D012694:Serine