Synthesis and Pharmacological Studies on a Cyclooligopeptide from Marine Bacteria

A natural proline-rich tetrapeptide cyclo-prolyl-leucyl-prolyl-phenylalanyl was prepared employing solu- tion-phase method of peptide synthesis through coupling of dipeptide fragments Boc-l-Pro-l-Leu-OH and 1-Pro-l-Phe-OMe which utilizes diisopropylcarbodiimide （DIPC） as coupling agent and N-methylm...

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Bibliographic Details
Published in:Chinese journal of chemistry 2011-09, Vol.29 (9), p.1911-1916
Main Author: Rajiv, Dahiya Hemendra, Gautam
Format: Article
Language:English
Subjects:
biological activity
BOC
cytotoxicity
marine bacteria
natural product
peptides
solution phase synthesis
亮氨酸
合成方法
氨酰
海洋细菌
细胞毒性
脯氨酸
药理
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Summary:A natural proline-rich tetrapeptide cyclo-prolyl-leucyl-prolyl-phenylalanyl was prepared employing solu- tion-phase method of peptide synthesis through coupling of dipeptide fragments Boc-l-Pro-l-Leu-OH and 1-Pro-l-Phe-OMe which utilizes diisopropylcarbodiimide （DIPC） as coupling agent and N-methylmorpholine （NMM） as the base. Deprotection of linear tetrapeptide unit followed by its cyclization provided a cyclopeptide, identical in all aspects to the natural molecule. Pharmacological evaluation showed cytotoxic, antifungal and antihelmintic po- tential of synthesized peptide against Dalton＇s Lymphoma Ascites （DLA） and Ehrlich＇s Ascites Carcinoma （EAC） cell lines, pathogenic dermatophytes and earthworms.
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.201180333