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Chemistry of Natural Compounds

, Volume 11, Issue 2, pp 147–149 | Cite as

The structure of the products of transformation of suberosin and their possible biogenesis

  • A. Z. Abyshev
Article
  • 32 Downloads

Summary

When suberosin is allowed to stand in chloroform at room temperature with access of atmospheric oxygen, photooxidation takes place with the formation of at least three substances: (II), C15H16O4, mp 172–174°C; (III), C15H16O5, mp 184–185°C; and (IV).

It has been established by NMR and mass spectroscopy and also by their chemical properties, that (II) is 6-(3′-hydroxyisopent-2′-en-1′-yl)-7-methoxycoumarin (trans-suberenol) and (III) is 6-(1′,2′-epoxy-3′-hydroxyisopentyl)-7-methoxycoumarin (lophopterol). The nature of (IV) has not yet been determined.

It has been shown experimentally that no such oxidation takes place with an isomer of (I) — osthole (IX). A scheme for the biogenesis of coumarins in the organism of the plant investigated has been put forward.

Keywords

Coumarin Glacial Acetic Acid Atmospheric Oxygen HMDS Chloroform Solution 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1976

Authors and Affiliations

  • A. Z. Abyshev

There are no affiliations available

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