Total synthesis and anticancer activity of a cyclic heptapeptide from marine sponge using water soluble peptide coupling agent EDC

Abstract

Present investigation comprises of synthesis of a novel proline containing cyclic heptapeptide – Euryjanicin A, which was previously isolated from the marine sponge – Prosuberites laughlini. Naturally isolated cyclic heptapeptide was synthesized using solution phase peptide technique. All the coupling reactions were performed at room temperature via 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC) – coupling reagent and triethylamine (Et3N) – base. The chemical structure of the finally synthesized cyclic heptapeptide was elucidated using FTIR, 1H & 13C NMR and mass spectral data, as well as elemental analyses. The newly synthesized peptide was subjected to anticancer activity against HeLa (Human Colon) cancer cell line and showed potent anticancer activity. Keywords: Marine natural product, Euryjanicin A – cyclic heptapeptide, Solution phase synthesis, Anticancer activity