Novel Amphiphilic α-Helix Mimetics Based on a Bis-benzamide Scaffold
2009; American Chemical Society; Volume: 11; Issue: 19 Linguagem: Inglês
10.1021/ol901785v
ISSN1523-7060
AutoresSrinivasa Marimganti, Murthy N. Cheemala, Jung‐Mo Ahn,
Tópico(s)Carbohydrate Chemistry and Synthesis
ResumoTo mimic amphiphilic α-helices, a new scaffold was designed based on a bis-benzamide that places four side-chain functional groups found at the i, i+2, i+5, and i+7 positions of a helix. Its two hydrogen bonds fix the conformation and provide accurate bifacial arrangement of the four substituents, simultaneously representing two opposing helical sides. An efficient synthetic route was achieved for the construction of bis-benzamides, and their superior α-helix mimicry was confirmed by X-ray crystallography.
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