First Total Synthesis and Biological Potential of a Heptacyclopeptide of Plant Origin

Abstract

Abstract Synthesis of a natural glycine‐rich heptacyclopeptide ‐ mahafacyclin A ( 7 ) was accomplished by solution‐phase technique of peptide synthesis via coupling of tetrapeptide unit Boc‐ L ‐Thr‐ L ‐Ile‐ L ‐Leu‐Gly‐OH with tripeptide unit L ‐Val‐ L ‐Phe‐Gly‐OMe followed by cyclization of linear heptapeptide fragment. Structure of the newly synthesized cyclopolypeptide was confirmed by means of chemical, spectroscopic analyses and subjected to antibacterial, antifungal and anthelmintic activity studies. Bioactivity results showed potent antifungal and anthelmintic activities of the synthesized peptide against dermatophytes T. mentagrophytes , M. audouinii and earthworm species M. konkanensis , P. corethruses and E. eugeniea .