Solid Phase Synthesis of Marine Cyclopeptide Phakellistatin 13

Abstract

The synthesis of the naturally occurring marine cyclopeptide phakellistatin 13 has been achieved by solid phase peptide synthesis (SPPS). A general method was described to synthesize the cyclic peptide by a two-step solid-phase/solution synthesis strategy. The linear peptide was assembled by standard Fmoc chemistry on solid-phase and subsequently cyclized in solution phase to yield fully protected cyclic heptapeptide. After removing the protected groups, phakellistatin 13 was obtained and purified by semi-preparative reverse phase high-performance RP-HPLC, and its structure was confirmed by NMR and HR-ESI-MS.