Acylation of novobiocin by carboxylic acid anhydrides: Preparation and characterization of semi-synthetic novenamines

Yifat Berkov-Zrihen, Roi Rutenberg, Micha Fridman*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The acylation of novobiocin by carboxylic acid anhydrides leading to preparation of three families of semi-synthetic acylated novenamine analogues is reported. ESI-MS was used to monitor the reaction progress and enabled the isolation of intermediate compounds that provided insights into the sequence of acylation steps during the reaction. The chemoselectivity of the reaction depends on the carboxylic acid anhydride. The potential of the acylated novenamine analogues as leads for the development of antibacterial agents is discussed.

Original languageEnglish
Pages (from-to)2306-2312
Number of pages7
JournalTetrahedron
Volume68
Issue number10
DOIs
StatePublished - 11 Mar 2012

Funding

FundersFunder number
Tel Aviv University

    Keywords

    • Aminocoumarins
    • Novenamine
    • Noviose
    • Novobiocin
    • Semi-synthetic aminocoumarins

    Fingerprint

    Dive into the research topics of 'Acylation of novobiocin by carboxylic acid anhydrides: Preparation and characterization of semi-synthetic novenamines'. Together they form a unique fingerprint.

    Cite this