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).
Original language | English (US) |
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Pages (from-to) | 754-763 |
Number of pages | 10 |
Journal | Planta Medica |
Volume | 89 |
Issue number | 7 |
DOIs | |
State | Published - Oct 5 2022 |
Bibliographical note
Funding Information:Plant material was originally collected with funding provided by the National Institutes of Health, National Center for Complementary and Integrative Health under award R15AT008546.
Publisher Copyright:
© 2022 Georg Thieme Verlag. All rights reserved.
Keywords
- Cryptococcus neoformans
- Dalea jamesii
- Fabaceae
- MRSA
- VRE
- arylbenzofuran
- circular dichroism
- isoflavan
PubMed: MeSH publication types
- Journal Article