oa South African Journal of Chemistry - Synthesis and NMR elucidation of novel pentacycloundecane-derived peptides : research article
|Article Title||Synthesis and NMR elucidation of novel pentacycloundecane-derived peptides : research article|
|© Publisher:||South African Chemical Institute (SACI)|
|Journal||South African Journal of Chemistry|
|Affiliations||1 University of KwaZulu-Natal, 2 University of KwaZulu-Natal, 3 University of KwaZulu-Natal, 4 University of KwaZulu-Natal, 5 University of KwaZulu-Natal and 6 University of KwaZulu-Natal|
|Publication Date||Jan 2012|
|Pages||108 - 114|
|Keyword(s)||13C NMR, 1H NMR, 2D NMR, HIV protease inhibitors and PCU diol diaminoacid|
Herein we report the synthesis and NMR elucidation of five novel pentacycloundecane (PCU)-derived short peptides as potential HIV protease inhibitors. 1H and 13C spectral analysis show major overlapping of methine resonance of the PCU 'cage' thereby making it extremely difficult to assign the NMR signals. Attachment of short peptides to the cage at position C-8/C-11 results in conformational differences of the peptide side chains due to diastereomeric interactions between the cage skeleton and the chiral side chains. The use of two-dimensional NMR techniques proved to be highly effective in the elucidation of such systems.
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