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Peptides N-Connected to Hydroxycoumarin and cinnamic acid derivatives: Synthesis and Fluorescence Spectroscopic, Antioxidant and Antimicrobial Properties

Abstract

The tripeptide Tyr-Gly-Ser and a series of conjugations to coumarin, cinnamic and gallic acid were synthesized in salt form and their antioxidant and antimicrobial activities were investigated. The N-connecting hydroxycoumarin, cinnamic and gallic acid derivatives to peptide and using of BBr3 as demethylating agent on peptide was reported. Their activity was investigated based on the conjugated moiety structures. Studying of their activities showed that, conjugated tripeptides 7,8-dihydroxycoumarin-peptide (17), caffeic acid-peptide (22) and gallic acid-peptide (28) were found to be superior to ascorbic acid with respect to their antioxidant activity, and 12, 14, 24, and 25 exhibited the most antimicrobial activity in the series compared to amoxicillin. Additionally, incredible florescence intensity and brightness of 17 in water and DMSO compare to other synthesized compounds, qualified this peptide as a suitable probe in human body.

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Publication details

The article was received on 22 Jan 2018, accepted on 13 Apr 2018 and first published on 13 Apr 2018


Article type: Paper
DOI: 10.1039/C8NJ00383A
Citation: New J. Chem., 2018, Accepted Manuscript
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    Peptides N-Connected to Hydroxycoumarin and cinnamic acid derivatives: Synthesis and Fluorescence Spectroscopic, Antioxidant and Antimicrobial Properties

    H. Golshadi Ghaleshahi, S. Balalaie and A. aliahmadi, New J. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8NJ00383A

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