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Dihydroxynortropane alkaloids from calystegine-producing plants.

N Asano1, K Yokoyama, M Sakurai

  • 1Faculty of Pharmaceutical Sciences, Hokuriku University, Ho-3 Kanagawa-machi, Kanazawa 920-1181, Japan. naoki22@po.incl.ne.jp

Phytochemistry
|June 9, 2001
PubMed
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Three dihydroxynortropanes were isolated from calystegine-producing plants in the Convolvulaceae and Solanaceae families. Specific compounds like 2alpha,7beta-dihydroxynortropane were found in Convolvulaceae, while 3alpha,7beta-dihydroxynortropane was identified in Solanaceae.

Area of Science:

  • Phytochemistry
  • Natural Product Chemistry
  • Plant Biochemistry

Background:

  • Calystegines are tropane alkaloids found in plants.
  • Nortropanes are a class of alkaloids with potential biological activity.
  • Plant-derived alkaloids are a rich source of novel chemical compounds.

Purpose of the Study:

  • To isolate and identify dihydroxynortropanes from plants in the Convolvulaceae and Solanaceae families.
  • To determine the distribution of specific dihydroxynortropanes within these plant families.

Main Methods:

  • Isolation of alkaloids from plant extracts.
  • Spectroscopic analysis (e.g., NMR, MS) for structure elucidation.
  • Chromatographic techniques for separation and purification.

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Main Results:

  • Three dihydroxynortropanes were isolated: 2alpha,7beta-dihydroxynortropane, 2alpha,3beta-dihydroxynortropane, and 3alpha,7beta-dihydroxynortropane.
  • 2alpha,7beta-Dihydroxynortropane was found in six Convolvulaceae species, including Calystegia soldanella.
  • Calystegia soldanella also contained 2alpha,3beta-dihydroxynortropane, while 3alpha,7beta-dihydroxynortropane was isolated from Duboisia leichhardtii (Solanaceae).

Conclusions:

  • The distribution of dihydroxynortropanes varies between the Convolvulaceae and Solanaceae families.
  • Specific nortropane structures show distinct patterns of occurrence in these plant families.
  • Further research may explore the biosynthesis and biological roles of these isolated compounds.