The First Solid-phase Synthesis and Structural Studies on Phakellistatin 15

Autor:	Farzana Shaheen, Muhammad Asad Ziaee, Syed Abid Ali, Shabana U. Simjee, Aqeel Ahmed, M. Iqbal Choudhary
Předmět:	lcsh:Chemistry lcsh:QD241-441 solid-phase synthesis lcsh:QD1-999 lcsh:Organic chemistry lcsh:Botany phakellistatin Cyclic peptide safety-catch linker lcsh:QK1-989
Zdroj:	ResearcherID Records of Natural Products, Vol 10, Iss 4, Pp 397-406 (2016)
Popis:	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.
Databáze:	OpenAIRE
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