Toward the Synthesis and Biological Screening of a Cyclotetrapeptide from Marine Bacteria
Open Access
- 30 December 2010
- journal article
- research article
- Published by MDPI AG in Marine Drugs
- Vol. 9 (1) , 71-81
Abstract
The first synthesis of a naturally occurring tetrapeptide cyclo-(isoleucyl-prolyl-leucyl-alanyl) has been achieved using a solution-phase technique via coupling of dipeptide segments Boc-l-Pro-l-Leu-OH and l-Ala-l-Ile-OMe. Deprotection of the linear tetrapeptide unit and its subsequent cyclization gave a cyclopeptide, identical in all aspects to the naturally occurring compound. Bioactivity results indicated the antifungal and antihelmintic potential of the synthesized peptide against pathogenic dermatophytes and earthworms.Keywords
This publication has 22 references indexed in Scilit:
- Total Synthesis and Antimicrobial Activity of a Natural Cycloheptapeptide of Marine OriginMarine Drugs, 2010
- Toward the synthesis and biological evaluation of hirsutideMonatshefte für Chemie - Chemical Monthly, 2008
- Cyclic tetrapeptides from marine bacteria associated with the seaweed Diginea sp. and the sponge Halisarca ectofibrosaTetrahedron, 2008
- Synthesis and biological activity of a cyclic hexapeptide from Dianthus superbusChemical Papers, 2008
- Cyclic Peptides of the Nocardamine Class from a Marine-Derived Bacterium of the GenusStreptomycesJournal of Natural Products, 2005
- Clonostachysins A and B, New Anti-dinoflagellate Cyclic Peptides from a Marine-derived FungusThe Journal of Antibiotics, 2005
- Scytalidamides A and B, New Cytotoxic Cyclic Heptapeptides from a Marine Fungus of the Genus ScytalidiumThe Journal of Organic Chemistry, 2003
- A New Cyclic Peptide from a Marine-Derived Bacterium of the GenusNocardiopsisJournal of Natural Products, 2003
- Marine natural productsNatural Product Reports, 1998
- Chemical studies of marine bacteria: developing a new resourceChemical Reviews, 1993