Antimicrobial Isoflavans and Other Metabolites of Dalea jamesii
Document Type
Article
Department or Administrative Unit
Chemistry
Publication Date
3-2-2023
Abstract
The phytochemical investigation of extracts of Dalea jamesii root and aerial portions led to the isolation of ten phenolic compounds. Six previously undescribed prenylated isoflavans, summarily named ormegans A – F (1 – 6), were characterized, along with two new arylbenzofurans (7, 8), a known flavone (9), and a known chroman (10). The structures of the new compounds were deduced by NMR spectroscopy, supported by HRESI mass spectrometry. The absolute configurations of 1 – 6 were determined by circular dichroism spectroscopy. Compounds 1 – 9 exhibited in vitro antimicrobial activities, causing 98% or greater growth inhibition at concentrations as low as 2.5 – 5.1 µM against methicillin-resistant Staphylococcus aureus, vancomycin-resistant Enterococcus faecalis, and Cryptococcus neoformans. Interestingly, the most active compound was the dimeric arylbenzofuran 8 (> 90% growth inhibition at 2.5 µM) against both methicillin-resistant S. aureus and vancomycin-resistant E. faecalis, tenfold more active than its corresponding monomer (7).
Recommended Citation
Belofsky, G., Ahn, H., Zapata, M., Wilcox, D., Salomon, C. E., & Spiegel, P. C. (2023). Antimicrobial isoflavans and other metabolites of dalea jamesii. Planta Medica, ahead of print. https://doi.org/10.1055/a-2013-3008
Journal
Planta Medica
Rights
© 2023. Thieme. All rights reserved.
Comments
This article was originally published in Planta Medica. The full-text article from the publisher can be found here.
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