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Article

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

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.
Keywords: antibiotic; antitumor; cyclic tetrapeptide; cyclic tripeptide antibiotic; antitumor; cyclic tetrapeptide; cyclic tripeptide
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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. https://doi.org/10.3390/md13053029

AMA 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. Marine Drugs. 2015; 13(5):3029-3045. https://doi.org/10.3390/md13053029

Chicago/Turabian Style

Chakraborty, Subrata, Dar-Fu Tai, Yi-Chun Lin, and Tzyy-Wen Chiou. 2015. "Antitumor and Antimicrobial Activity of Some Cyclic Tetrapeptides and Tripeptides Derived from Marine Bacteria" Marine Drugs 13, no. 5: 3029-3045. https://doi.org/10.3390/md13053029

APA Style

Chakraborty, S., Tai, D.-F., Lin, Y.-C., & Chiou, T.-W. (2015). Antitumor and Antimicrobial Activity of Some Cyclic Tetrapeptides and Tripeptides Derived from Marine Bacteria. Marine Drugs, 13(5), 3029-3045. https://doi.org/10.3390/md13053029

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