Investigations into a biomimetic approach toward CP-225,917 and CP-263,114.
A biosynthesis of the structurally complex nonadride CP-225,917 (1) is outlined. A key step in this proposal is the dimerization of a C(16) anhydride derived from the condensation of lauric acid and oxaloacetic acid. An important element of this step is a templating effect imposed by two thioester linkages, reminiscent of a polyketide or fatty acid synthase pathway. On the basis of this principle, the dimerization of two C(11) anhydrides, templated by a 1,n-diol tether, leading to the core structure of CP-225,917 and CP-263,114 was investigated.
Sulikowski
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GA
Department of Chemistry, Texas A&M University, College Station, Texas 77842, USA.
Agnelli
F
F
Corbett
R M
RM
D004791:Enzyme Inhibitors / Q000737:chemistry / Q000378:metabolism*; D013186:Farnesyl-Diphosphate Farnesyltransferase / Q000037:antagonists & inhibitors; D008299:Maleic Anhydrides / Q000737:chemistry / Q000378:metabolism*; D018716:Molecular Mimicry; D015394:Molecular Structure; D013057:Spectrum Analysis
C104959:CP 225917; C104957:CP 263114; D004791:Enzyme Inhibitors; D008299:Maleic Anhydrides; D013186:Farnesyl-Diphosphate Farnesyltransferase