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Arylnaphthalide lignans from Cleistanthus collinus.

Chimmani Ramesh1, Nasi Ravindranath, Tejomoortula Siva Ram

  • 1Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabal, India. biswanathdas@yahoo.com

Chemical & Pharmaceutical Bulletin
|November 6, 2003
PubMed
Summary

Researchers identified new arylnaphthalide lignans from Cleistanthus collinus, including a novel compound, cleistanone. These compounds, including cleistanone and its derivative, demonstrated significant cytotoxicity against MT(2) cell lines.

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Area of Science:

  • Natural Product Chemistry
  • Phytochemistry
  • Organic Chemistry

Background:

  • Cleistanthus collinus is a plant species known for its rich chemical constituents.
  • Arylnaphthalide lignans represent a class of natural products with diverse biological activities.
  • Previous studies have indicated the presence of various lignans in Cleistanthus species.

Purpose of the Study:

  • To isolate and characterize chemical constituents from the aerial parts of Cleistanthus collinus.
  • To identify novel arylnaphthalide lignans and elucidate their structures.
  • To evaluate the cytotoxic potential of the isolated compounds.

Main Methods:

  • Phytochemical investigation involving extraction and chromatographic separation techniques.
  • Structure elucidation using comprehensive spectral data analysis (NMR, MS).

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  • Chemical transformations and partial synthesis for structural confirmation.

    • Main Results:

    • Isolation of six arylnaphthalide lignans: cleistanone (1), diphyllin (2), cleistanthins A (3), C (4), D (5), and 4-O-(3"-O-methyl-beta-D-glucopyranosyl)-diphyllin (6).
    • Identification of cleistanone (1) as a new arylnaphthalide lignan with an alkoxy group on the lactone ring.
    • Demonstration of cytotoxic activity of cleistanone (1) and its acetyl derivative (7) against MT(2) cell lines.

    Conclusions:

    • The chemical examination of Cleistanthus collinus yielded a new arylnaphthalide lignan, cleistanone.
    • The structural characterization was confirmed through spectral data, chemical methods, and partial synthesis.
    • The isolated compounds, particularly cleistanone and its derivative, show promising cytotoxic effects, warranting further investigation.