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Antibacterial Prenylated Acylphloroglucinols from Psorothamnus fremontii
University of Mississippi, USA;China Pharmaceut University, Peoples Republic of China.
University of Mississippi, USA.
University of Mississippi, USA.
University of Mississippi, USA.ORCID iD: 0000-0002-8849-9883
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2015 (English)In: Journal of natural products (Print), ISSN 0163-3864, E-ISSN 1520-6025, Vol. 78, no 11, p. 2748-2753Article in journal (Refereed) Published
Abstract [en]

Psorothatins A-C (1-3), three antibacterial prenylated acylphloroglucinol derivatives, were isolated from the native American plant Psorothamnus fremontii. They feature an unusual alpha,beta-epoxyketone functionality and a beta-hydroxy-alpha,beta-unsaturated ketone structural moiety. The latter forms a pseudo-six-membered heterocyclic ring due to strong intramolecular hydrogen bonding, as indicated by the long-range proton-carbon correlations in the NMR experiments. Psorothatin C (3) was the most active compound against methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecium, with IC50 values in the range 1.4-8.8 mu g/mL. The first total synthesis of 3 described herein permits future access to structural analogues with potentially improved antibacterial activities.

Place, publisher, year, edition, pages
American Chemical Society (ACS), 2015. Vol. 78, no 11, p. 2748-2753
Keywords [en]
Psorothamnus fermontii, phenyl proponoids
National Category
Chemical Sciences
Research subject
Chemistry, Medical Chemistry
Identifiers
URN: urn:nbn:se:lnu:diva-73805DOI: 10.1021/acs.jnatprod.5b00721ISI: 000366005800031PubMedID: 26469557OAI: oai:DiVA.org:lnu-73805DiVA, id: diva2:1203682
Available from: 2018-05-04 Created: 2018-05-04 Last updated: 2018-05-04Bibliographically approved

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Ganji, Suresh

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