Synthetic and pharmacological studies on a natural cyclopeptide from Gypsophila arabica
Author(s) -
Rajiv Dahiya,
Hemendra Gautam
Publication year - 2010
Publication title -
journal of medicinal plants research
Language(s) - English
Resource type - Journals
ISSN - 1996-0875
DOI - 10.5897/jmpr10.525
Subject(s) - chemistry , tripeptide , peptide , antimicrobial , stereochemistry , biological activity , cyclic peptide , hydantoin , organic chemistry , biochemistry , in vitro
The present study deals with the synthesis of a novel proline-rich cyclopeptide - gypsin B 7 via coupling of tripeptide units Boc-l-Tyr-l-Phe-l-Pro-OH and Gly-l-Leu-l-Pro-OMe utilizing two different carbodiimides, followed by cyclization of linear polypeptide fragment. Structure elucidation of newly synthesized peptide was done on basis of FT-IR, 1H-NMR, 13C-NMR, ESI-MS/MS data. From biological evaluation, it was concluded that cyclic hexapeptide 7 exhibited potent antidermatophyte activity against pathogenic Microsporum audouinii andTrichophyton mentagrophytes. Also, good bioactivity against pathogenicCandida albicans and gram-negative bacteria, and moderate antihelmintic activity against three species of earthworms was observed for newly synthesized cyclohexapeptide. Key words: Gypsophila arabica, cyclic hexapeptide, gypsin B, peptide coupling, antimicrobial activity, antihelmintic activity.
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