title: Antitumor and antimicrobial activity of some cyclic tetrapeptides and tripeptides derived from marine bacteria.
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.
authors.affiliation: Department of Chemistry, National Dong Hwa University, Hualien 974, Taiwan. cpapu2000@yahoo.com.
authors.forename: Subrata
authors.initials: S
authors.lastname: Chakraborty
authors.affiliation: Department of Chemistry, National Dong Hwa University, Hualien 974, Taiwan. dftai@mail.ndhu.edu.tw.
authors.forename: Dar-Fu
authors.initials: DF
authors.lastname: Tai
authors.affiliation: Department of Life Science, National Dong Hwa University, Hualien 974, Taiwan. a30483@yahoo.com.tw.
authors.forename: Yi-Chun
authors.initials: YC
authors.lastname: Lin
authors.affiliation: Department of Life Science, National Dong Hwa University, Hualien 974, Taiwan. twchiou@mail.ndhu.edu.tw.
authors.forename: Tzyy-Wen
authors.initials: TW
authors.lastname: Chiou
mesh_terms: D000890:Anti-Infective Agents / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000494:pharmacology*; D001419:Bacteria / Q000378:metabolism*; D045744:Cell Line, Tumor; D056945:Hep G2 Cells; D006801:Humans; D008826:Microbial Sensitivity Tests / Q000379:methods; D009842:Oligopeptides / Q000494:pharmacology*; D010456:Peptides, Cyclic / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects
chemical_list: D000890:Anti-Infective Agents; D000970:Antineoplastic Agents; D009842:Oligopeptides; D010456:Peptides, Cyclic
keywords: antibiotic; antitumor; cyclic tetrapeptide; cyclic tripeptide