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Alkaloids from Delphinium staphisagria.

J G Díaz1, J G Ruiz, G de La Fuente

  • 1Instituto de Bio-Orgánica A. González, CSIC, Universidad de La Laguna, Ctra a la Esperanza 2, 38206, La Laguna-Tenerife, Spain. jglezd@ull.ed

Journal of Natural Products
|September 9, 2000
PubMed
Summary

Researchers identified three novel diterpenoid alkaloids and eight known alkaloids from Delphinium staphisagria aerial parts. Structure elucidation utilized advanced NMR techniques, expanding knowledge of these complex natural products.

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Area of Science:

  • Natural Product Chemistry
  • Organic Chemistry
  • Pharmacognosy

Background:

  • Delphinium staphisagria is a plant source of various biologically active alkaloids.
  • Diterpenoid alkaloids represent a significant class of natural products with diverse chemical structures.
  • Previous phytochemical investigations have identified numerous alkaloids from this species.

Purpose of the Study:

  • To isolate and characterize new diterpenoid alkaloids from the aerial parts of Delphinium staphisagria.
  • To elucidate the structures of these novel compounds using comprehensive spectroscopic methods.
  • To report the NMR data for known alkaloids isolated in this study.

Main Methods:

  • Phytochemical investigation involving extraction and isolation techniques.

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  • Structure elucidation of new alkaloids using 1D and 2D Nuclear Magnetic Resonance (NMR) spectroscopy (1H COSY, HMQC, HMBC, ROESY).
  • Comparison of spectroscopic data with known compounds.

    • Main Results:

    • Isolation of three new diterpenoid alkaloids: isoazitine (1), 19-oxodihydroatisine (2), and 22-O-acetyl-19-oxodihydroatisine (3).
    • Identification of eight known alkaloids: azitine (4), dihydroatisine (5), delphinine, neoline, bullatine C, chasmanine, 14-acetylchasmanine, and atisinium chloride (7).
    • Complete structural assignment of the new alkaloids based on NMR data.

    Conclusions:

    • The study expands the known chemical diversity of diterpenoid alkaloids from Delphinium staphisagria.
    • The identified compounds may serve as leads for further pharmacological investigations.
    • The reported NMR data contribute to the characterization of these alkaloid structures.