Antibacterial activity of diketopiperazines isolated from a marine fungus using t-Butoxycarbonyl group as a simple tool for purification

Mostafa Rateb*, Bahaa El-Dien M. El-Gendy

*Corresponding author for this work

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Nine diketopiperazines were characterized from the culture of marine fungal isolate MR2012 which based on DNA amplification and sequencing of the fungal internal transcribed spacer (ITS) region was identified as Aspergillus fumigatus. The isolated fungal metabolites 4–12 were unambiguously identified as a series of simple and re-arranged diketopiperazines by analysis of spectroscopic data. t-Butoxycarbonyl group (BOC) derivatization was used to separate the intractable mixture of 4 and 5. When all compounds were evaluated for antimicrobial activity against gram positive bacteria, the isolated metabolites showed moderate to weak effects, while the semisynthetic derivatives 4a and 5a displayed strong activity comparable to the positive control, tetracycline against gram positive bacteria.

Original languageEnglish
Pages (from-to)3125-3128
JournalBioorganic & Medicinal Chemistry Letters
Volume25
Issue number16
DOIs
Publication statusPublished - 15 Aug 2015
Externally publishedYes

Fingerprint

Diketopiperazines
Gram-Positive Bacteria
Metabolites
Fungi
Purification
Bacteria
Aspergillus fumigatus
Aspergillus
Tetracycline
DNA Sequence Analysis
Amplification
Derivatives
DNA

Cite this

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abstract = "Nine diketopiperazines were characterized from the culture of marine fungal isolate MR2012 which based on DNA amplification and sequencing of the fungal internal transcribed spacer (ITS) region was identified as Aspergillus fumigatus. The isolated fungal metabolites 4–12 were unambiguously identified as a series of simple and re-arranged diketopiperazines by analysis of spectroscopic data. t-Butoxycarbonyl group (BOC) derivatization was used to separate the intractable mixture of 4 and 5. When all compounds were evaluated for antimicrobial activity against gram positive bacteria, the isolated metabolites showed moderate to weak effects, while the semisynthetic derivatives 4a and 5a displayed strong activity comparable to the positive control, tetracycline against gram positive bacteria.",
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Antibacterial activity of diketopiperazines isolated from a marine fungus using t-Butoxycarbonyl group as a simple tool for purification. / Rateb, Mostafa; El-Gendy, Bahaa El-Dien M. .

In: Bioorganic & Medicinal Chemistry Letters, Vol. 25, No. 16, 15.08.2015, p. 3125-3128.

Research output: Contribution to journalArticle

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AU - El-Gendy, Bahaa El-Dien M.

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