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Seiricardines B and C, phytotoxic sesquiterpenes from three species ofSeiridiumpathogenic for cypress

Authors
Journal
Phytochemistry
0031-9422
Publisher
Elsevier
Publication Date
Volume
33
Issue
1
Identifiers
DOI: 10.1016/0031-9422(93)85398-b
Keywords
  • Cupressus Sempervirens
  • Cypress
  • Seiridium Cardinale
  • S. Cupressi
  • S. Unicorne
  • Cypress Canker Disease
  • Phytotoxins
  • Sesquiterpenes
  • Se
Disciplines
  • Medicine

Abstract

Abstract Seiricardines B and C, two tricyclic toxic sesquiterpenes, were isolated from culture filtrates of Seiridium cardinale, S. cupressi and S. unicorne, three fungi associated with canker disease of cypress ( Cupressus sempervirens) in the Mediterranean area. These new toxic compounds are produced in addition to the already known toxins: seiridin, iso-seiridin, seiricuprolide, cyclopaldic acid and seiricardine A. Seiricardine B and C are epimeric diastereomers; their structures and those of some key derivatives were established by spectral studies. Assayed on severed twigs of cypress, seiricardine B and C caused leaf chlorosis followed by browning, and chloros tomato and bean cuttings they caused chlorosis and necrosis, and chlorosis, respectively. After injection of seiricardine B and C into cortical tissues hypertrophic reaction of the tissues adjacent to the site of injection and a reddish discolouration of distal leaves, and a red dening and longitudinal observed. In the antimicrobial assay, seiricardine B, in comparison to seiricardine C, showed a higher inhibitory effect on mycelial growth of three te

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