Tomentediline A: A isoquinoline alkaloids with undescribed carbon skeleton from Corydalis tomentella

Phytochemistry. 2025 Jan:229:114282. doi: 10.1016/j.phytochem.2024.114282. Epub 2024 Sep 11.

Abstract

Two undescribed isoquinolines (1-2), including one undescribed carbon skeleton isoquinoline together with six known ones (4-9) as well as an undescribed amide (3) and three known ones (10-12) were isolated from C. tomentella. Their planar structures and absolute configurations were elucidated by extensive analyses of UV, NMR, HRESIMS, DP4+ statistical analysis and ECD calculations, respectively. Tomentediline A (1) is an isoquinoline alkaloid dimer that forms an undescribed carbon carbon bond at the C-13 position of (2H)-protoberberine in a natural product discovered for the first time. Meantime, 1 exerted moderate cytotoxicity against the U251 cell lines, indicating that the undescribed dimer skeleton of isoquinoline compound has the potential for anti-glioma.

Keywords: Alkaloid dimers; Corydalis tomentella; Cytotoxicity; Isoquinoline; Papaveraceae.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Carbon / chemistry
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Corydalis* / chemistry
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Isoquinolines* / chemistry
  • Isoquinolines* / isolation & purification
  • Isoquinolines* / pharmacology
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Isoquinolines
  • Alkaloids
  • Antineoplastic Agents, Phytogenic
  • isoquinoline
  • Carbon