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Structural Characterization and Antimicrobial Evaluation ofAtractyloside, Atractyligenin, and 15-DidehydroatractyligeninMethyl Ester

Brucoli, Federico and Borrello, Maria Teresa (2012) Structural Characterization and Antimicrobial Evaluation ofAtractyloside, Atractyligenin, and 15-DidehydroatractyligeninMethyl Ester. Journal of Natural Products, 75 (6). pp. 1070-1075. ISSN 0163-3864

Item Type: Article

Abstract

e report thefirst complete structure elucida-tion of theent-kaurane diterpenoid glycoside atractyloside (1)by means of NMR and X-ray diffractometry techniques.Extensive one- and two-dimensional NMR experiments wereemployed to assign the proton and carbon signals of1, andcrystallography experiments established the configurations ofall stereogenic centers. Furthermore, we present a novelsemisynthetic route for the preparation of the highly cytotoxicaglycone derivative of1, 15-didehydroatractyligenin methylester (3). All compounds were tested for their antibioticactivity againstEnterococcus faecalis,Escherichia coli, and several strains ofStaphylococcus aureus, includingfluoroquinolone-resistant (SA1199B) and two epidemic MRSA (EMRSA-15 and -16) strains. Compound3exhibited moderate activity against allof theStaph. aureusstrains with an MIC value of 128 mg/L

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More Information

Depositing User: Teresa Borrello

Identifiers

Item ID: 17419
Identification Number: https://doi.org/10.1021/np300080w
ISSN: 0163-3864
URI: http://sure.sunderland.ac.uk/id/eprint/17419
Official URL: https://pubs.acs.org/doi/10.1021/np300080w

Users with ORCIDS

ORCID for Maria Teresa Borrello: ORCID iD orcid.org/0000-0003-1365-1358

Catalogue record

Date Deposited: 11 Mar 2024 13:09
Last Modified: 11 Mar 2024 13:15

Contributors

Author: Maria Teresa Borrello ORCID iD
Author: Federico Brucoli

University Divisions

Faculty of Health Sciences and Wellbeing > School of Pharmacy and Pharmaceutical Sciences

Subjects

Sciences > Chemistry
Sciences

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