Synthesis, Characterization, and Biological Activity Studies on Fanlizhicyclopeptide A

Document Type: Research article

Authors

1 Laboratory of Peptide Research and Development, School of Pharmacy, Faculty of Medical Sciences, The University of the West Indies, St. Augustine, Trinidad & Tobago, West Indies.

2 Research Scholar, Department of Pharmacy, Mewar University, Gangrar, Chittorgarh, Rajasthan, India.

Abstract

The synthesis of a proline-rich cyclic heptapeptide, fanlizhicyclopeptide A (8), previously
isolated from the fruits of Annona squamosa (sugar-apples), is described via coupling of
tetrapeptide l-prolyl-l-tyrosyl-l-leucyl-l-proline methyl ester with tripeptide Boc-glycyl-lvalyl-
l-proline followed by cyclization of the linear fragment having seven amino acid units.
Structure of the synthesized cyclooligopeptide was confirmed by the means of chemical and
spectroscopic methods including FTIR, 1H NMR, 13C NMR, FABMS and further, subjected to
the anthelmintic, antibacterial and the antifungal activity studies. Bioactivity results indicated
that the newly synthesized cyclic peptide displayed potent anthelmintic activity against the three
earthworm species Megascoplex konkanensis, Pontoscotex corethruses and Eudrilus eugeniae
at 2 mg/mL and remarkable anti-dermatophytic activities against Trichophyton mentagrophytes
and Microsporum audouinii at concentration of 6 μg/mL.

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