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Beilstein J. Org. Chem. 2018, 14, 1281–1286, doi:10.3762/bjoc.14.109
Graphical Abstract
Figure 1: Cryptophycin-1 (1) and -52 (2).
Scheme 1: Synthesis of modified unit B (13 and 14). Reagents and conditions: (a) 1) TsCl, DMAP, Et3N, CH2Cl2,...
Scheme 2: Synthesis of cryptophycin analogues 22, 23 and 24. Reagents and conditions: (a) 4-DMAP, 2,4,6-trich...
Figure 2: Binding mode of 2, showing the interaction to the vinca domain peptide binding pocket (blue). Hydro...
Figure 3: Docking of 22 to the vinca domain of β-tubulin. Surface and backbone of β-tubulin are shown in blue...
Figure 4: Docking of 24 to β-tubulin. Surface and backbone of β-tubulin are shown in blue, GDP in yellow. H-b...