{
  "abstract": "The antibacterial constituents of Rhus typhina drupes remain poorly characterized despite their traditional medicinal use to treat infections. The methanolic extract of R. typhina drupes was evaluated for its antibacterial activity. It inhibited Escherichia coli (IC50 = 12 ± 1 µg/mL) and Staphylococcus aureus (IC50 = 33 ± 8 µg/mL). The extract was subjected to partial bioassay-guided fractionation and phytochemical investigation, leading to the isolation of eighteen compounds whose structures were elucidated by mass spectrometry and nuclear magnetic resonance spectroscopy. A new lupane-type triterpenoid, 3α-hydroxy-3β,25-epoxylup-20(29)-ene (1), was identified and characterized by high-resolution mass spectrometry, IR spectroscopy, and detailed 1D and 2D NMR analyses. HMBC and NOESY correlations supported a lupane-type skeleton bearing a ring-A hemiketal functionality and established its relative stereochemistry. Antibacterial activity was assessed against E. coli and S. aureus for the six isolated compounds available in sufficient quantities for testing. Compound 1 showed activity against S. aureus (IC50 of 0.052 ± 0.004 µM), while its cytotoxicity IC50 toward human WS-1 fibroblasts was >100 µM. Hyperoside (16) was also active against S. aureus (IC50 of 0.48 ± 0.09 µM). These results identify compound 1 as a candidate for further investigation of its antibacterial properties.",
  "abstract_shown": true,
  "affiliations": [
    "Laboratoire d’Analyse et de Séparation des Essences Végétales, Centre de Recherche sur la Boréalie, Département des Sciences Fondamentales, Université du Québec à Chicoutimi, Saguenay, QC G7H 2B1, Canada"
  ],
  "article_type": null,
  "arxiv": null,
  "author_total": 9,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Marie Frissard"
    },
    {
      "affs": [
        0
      ],
      "name": "Marianne Piochon"
    },
    {
      "affs": [
        0
      ],
      "name": "Jean Legault",
      "orcid": "0000-0001-6292-6798"
    },
    {
      "affs": [
        0
      ],
      "name": "Vakhtang Mshvildadze"
    },
    {
      "affs": [
        0
      ],
      "name": "Nassim Djabou",
      "orcid": "0000-0002-6429-4082"
    },
    {
      "affs": [
        0
      ],
      "name": "Jérôme Alsarraf"
    },
    {
      "affs": [
        0
      ],
      "name": "Antoine Desportes"
    },
    {
      "affs": [
        0
      ],
      "name": "Josianne Savard"
    },
    {
      "affs": [
        0
      ],
      "name": "André Pichette",
      "orcid": "0000-0002-6760-1463"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/9rgs0qy9232ja.bib",
  "cited_by": 0,
  "doi": "10.3390/molecules31214012",
  "fulltext_url": null,
  "id": "9rgs0qy9232ja",
  "issns": [
    "1420-3049"
  ],
  "landing_url": "https://www.mdpi.com/1420-3049/31/21/4012",
  "language": null,
  "licence": "CC-BY-4.0",
  "licence_label": "CC BY 4.0",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by/4.0/",
  "metadata_licence": null,
  "native_subjects": [],
  "openalex": null,
  "pdf_url": null,
  "pmcid": null,
  "pmid": null,
  "published": "2026-11-06",
  "publisher": "MDPI AG",
  "ris": "https://research.draconitic.com/paper/9rgs0qy9232ja.ris",
  "sources": [
    {
      "first_seen": "2026-11-10T00:21:21Z",
      "native_id": "10.3390/molecules31214012",
      "source": "crossref",
      "url": "https://www.mdpi.com/1420-3049/31/21/4012"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "issn:1420-3049",
      "subfield": "general"
    }
  ],
  "title": "Phytochemical Investigation of Rhus typhina Drupes and Identification of a New Antibacterial Lupane-Type Triterpenoid",
  "title_text": "Phytochemical Investigation of Rhus typhina Drupes and Identification of a New Antibacterial Lupane-Type Triterpenoid",
  "type": "peer-reviewed",
  "updated_at": "2026-11-10T00:21:21Z",
  "url": "https://research.draconitic.com/paper/9rgs0qy9232ja",
  "venue": "Molecules",
  "versions": []
}