JOURNAL 386
Records of Natural Products
VOLUME & ISSUE
Year: 2016 Issue: 4 July-August
Year: 2016 Issue: 4 July-August
PAGES
p.397 - 406
p.397 - 406
STATISTICS
Viewed 1992 times.
Viewed 1992 times.
AUTHORS
-
Farzana Shaheen, Muhammad Asad Ziaee, Syed Abid Ali, Shabana U. Simjee, Aqeel Ahmed and M. Iqbal Choudhary
GRAPHICAL ABSTRACT
ABSTRACT
Phakellistatin 15 (1) is a cyclic octapeptide, containing three proline moieties, all in the trans form. It is a constituent of South China Sea sponge Phakella fusca and reported to have antitumor activity. This study describes the first solid-phase total synthesis of peptide 1 by using Kenner's N-acyl sulfonamide "safety-catch" linker. The structural analysis of peptide 1 was performed by mass, NMR and CD studies. The spectral data of synthetic peptide 1 was found to be identical to that reported for natural peptide. However, the synthetic peptide was found to be inactive on human glioblastoma (U-87), pancreatic cancer (PSN-1) and human non-small cell lung cancer (NCI-H460) cells.
KEYWORDS- Cyclic peptide
- phakellistatin
- solid-phase synthesis
- safety-catch linker