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Mar. Drugs 2015, 13(5), 3029-3045; doi:10.3390/md13053029

Antitumor and Antimicrobial Activity of Some Cyclic Tetrapeptides and Tripeptides Derived from Marine Bacteria

1
Department of Chemistry, National Dong Hwa University, Hualien 974, Taiwan
2
Department of Life Science, National Dong Hwa University, Hualien 974, Taiwan
*
Author to whom correspondence should be addressed.
Academic Editor: Peter Duggan
Received: 21 April 2015 / Revised: 22 April 2015 / Accepted: 6 May 2015 / Published: 15 May 2015
(This article belongs to the Special Issue Marine Peptides and Their Mimetics)
View Full-Text   |   Download PDF [351 KB, uploaded 15 May 2015]   |  

Abstract

Marine derived cyclo(Gly-l-Ser-l-Pro-l-Glu) was selected as a lead to evaluate antitumor-antibiotic activity. Histidine was chosen to replace the serine residue to form cyclo(Gly-l-His-l-Pro-l-Glu). Cyclic tetrapeptides (CtetPs) were then synthesized using a solution phase method, and subjected to antitumor and antibiotic assays. The benzyl group protected CtetPs derivatives, showed better activity against antibiotic-resistant Staphylococcus aureus in the range of 60–120 μM. Benzyl group protected CtetPs 3 and 4, exhibited antitumor activity against several cell lines at a concentration of 80–108 μM. However, shortening the size of the ring to the cyclic tripeptide (CtriP) scaffold, cyclo(Gly-l-Ser-l-Pro), cyclo(Ser-l-Pro-l-Glu) and their analogues showed no antibiotic or antitumor activity. This phenomenon can be explained from their backbone structures. View Full-Text
Keywords: antibiotic; antitumor; cyclic tetrapeptide; cyclic tripeptide antibiotic; antitumor; cyclic tetrapeptide; cyclic tripeptide
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Chakraborty, S.; Tai, D.-F.; Lin, Y.-C.; Chiou, T.-W. Antitumor and Antimicrobial Activity of Some Cyclic Tetrapeptides and Tripeptides Derived from Marine Bacteria. Mar. Drugs 2015, 13, 3029-3045.

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