Five new isocoumarins from Sonoran desert plant-associated fungal strains Paraphaeosphaeria quadriseptata and Chaetomium chiversii

E. M Kithsiri Wijeratne, Priyani A. Paranagama, Leslie Gunatilaka

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

Five new isocoumarins, paraphaeosphaerins A-C and chaetochiversins A and B, biogenetically related to monocillin I and radicicol, have been isolated from solid agar cultures of Paraphaeosphaeria quadriseptata and Chaetomium chiversii, two fungal strains living in association with the Sonoran desert plants, Opuntia leptocaulis and Ephedra fasciculata, respectively. A new chroman-4-one, aposphaerin C, was also isolated from P. quadriseptata. Their structures and stereochemistry were elucidated using a combination of 1H and 13C homo- and hetero-nuclear 2D NMR techniques, 1H NMR analysis of Mosher's esters, and chemical correlations.

Original languageEnglish (US)
Pages (from-to)8439-8446
Number of pages8
JournalTetrahedron
Volume62
Issue number36
DOIs
StatePublished - Sep 4 2006

Fingerprint

Isocoumarins
Ephedra
Chromans
Chaetomium
Opuntia
Agar
Esters
Nuclear magnetic resonance
Stereochemistry
Association reactions
monorden
Proton Magnetic Resonance Spectroscopy
monocillin I

Keywords

  • Aposphaerin C
  • Chaetochiversins
  • Chaetomium chiversii
  • Endophytic and rhizosphere fungi
  • Paraphaeosphaeria quadriseptata
  • Paraphaeosphaerins
  • Structure elucidation

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Five new isocoumarins from Sonoran desert plant-associated fungal strains Paraphaeosphaeria quadriseptata and Chaetomium chiversii. / Wijeratne, E. M Kithsiri; Paranagama, Priyani A.; Gunatilaka, Leslie.

In: Tetrahedron, Vol. 62, No. 36, 04.09.2006, p. 8439-8446.

Research output: Contribution to journalArticle

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