New bioactive 2,3-epoxycyclohexenes and isocoumarins from the endophytic fungus Phomopsis sp. from laurus azorica

Hidayat Hussain, Nadeem Akhtar, Siegfried Draeger, Barbara Schulz, Gennaro Pescitelli, Piero Salvadori, S. Antus, T. Kurtán, Karsten Krohn

Research output: Article

56 Citations (Scopus)

Abstract

Six new metabolites, namely cycloepoxylactone (1a), cycloepoxytriol A (2), cycloepoxytriol B (3) and phomolactones A-C (4-6), were isolated from two cultures of the ethyl acetate soluble fraction of the endophytic fungus Phomopsis sp. (internal strain no. 7233). Their structures were determined by means of spectroscopic data including HREIMS, 1H NMR, 13C NMR, and 2D NMR (HMQC, HMBC, and NOESY). The absolute configurations of 1a, 4 and 5 were determined by circular dichroism and comparison of solution CD spectra with TDDFT-calculated ones. Preliminary studies showed that cycloepoxylactone (1a) has good antibacterial, antifun-gal, and algicidal activity against Bacillus megaterium, Microbotryum violaceum,and Chlorella fusca, respectively, whereas cycloepoxytriol B (3) has good algicidal activity against Chlorella fusca.

Original languageEnglish
Pages (from-to)749-756
Number of pages8
JournalEuropean Journal of Organic Chemistry
Issue number5
DOIs
Publication statusPublished - febr. 2009

Fingerprint

Laurus
Isocoumarins
Chlorella
fungi
activity (biology)
Fungi
Nuclear magnetic resonance
Bacillus megaterium
nuclear magnetic resonance
Circular Dichroism
Bacillus
metabolites
Dichroism
Bacilli
Metabolites
dichroism
acetates
configurations
isocoumarin 3

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

New bioactive 2,3-epoxycyclohexenes and isocoumarins from the endophytic fungus Phomopsis sp. from laurus azorica. / Hussain, Hidayat; Akhtar, Nadeem; Draeger, Siegfried; Schulz, Barbara; Pescitelli, Gennaro; Salvadori, Piero; Antus, S.; Kurtán, T.; Krohn, Karsten.

In: European Journal of Organic Chemistry, No. 5, 02.2009, p. 749-756.

Research output: Article

Hussain, Hidayat ; Akhtar, Nadeem ; Draeger, Siegfried ; Schulz, Barbara ; Pescitelli, Gennaro ; Salvadori, Piero ; Antus, S. ; Kurtán, T. ; Krohn, Karsten. / New bioactive 2,3-epoxycyclohexenes and isocoumarins from the endophytic fungus Phomopsis sp. from laurus azorica. In: European Journal of Organic Chemistry. 2009 ; No. 5. pp. 749-756.
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