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1. ChemInform Abstract: 5-Acyloxy-5-hydroxymethyltetrahydro-2-furancarboxylate as a Novel Template for Protein Kinase C (PKC) Binding

Author

Su-Yeon Kim, Jeewoo Lee, Peter M. Blumberg, Sang-Yoon Lee, Victor E. Marquez, Nancy E. Lewin, Ji-Hye Kang, Lionel S. Best, and Kee-Chung Han

Subjects
chemistry.chemical_classification, chemistry.chemical_compound, chemistry, Stereochemistry, Moiety, Ether, General Medicine, Pharmacophore, PKC binding, Phorbol ester, Alkyl, Protein kinase C, Binding affinities
Abstract

A series of alkyl tetrahydrofuran-2-carboxylates (1–4) bearing a new set of three pharmacophoric groups were tested as protein kinase C (PKC) ligands. The compounds were synthesized from commercially available glycidyl 4-methoxyphenyl ether. The correlation between their binding affinities for PKC-α and a conformational fit to phorbol ester indicates they mimic a pharmacophore model comprising the C20–OH, C3–CO and C9–OH rather than that including the C13–CO moiety.

Published
2010
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