Pseudoanguillosporin A and B: Two new isochromans isolated from the endophytic fungus Pseudoanguiliospom sp.

Ines Kock, Siegfried Draeger, Barbara Schulz, Brigitta Elsässer, T. Kurtán, Ágnes Kenéz, S. Antus, Gennaro Pescitelli, Piero Salvadori, John Bryan Speaknian, Joachim Rheinheinier, Karsten Krohn

Research output: Article

32 Citations (Scopus)

Abstract

Two new isochromans named pseudoanguillosporin A (2a) and B (3), together with the known cephalochromin (1), were isolated from Pseudoanguiliospom sp. The C-2 absolute configuration of 2a and 3 was deduced from its CD spectrum by the isochroman helicity rule, supported by TDDFT CD calculations. The absolute configuration of the sec-hydroxyl group of 3 was determined by the Mosher NMR method from the MPA esters of its methylated derivative. The axial chirality of 1 was assigned through exciton analysis of its CD spectrum and confirmed by ZINDO CD calculations. The metabolites showed broad antimicrobial activities.

Original languageEnglish
Pages (from-to)1427-1434
Number of pages8
JournalEuropean Journal of Organic Chemistry
Issue number9
DOIs
Publication statusPublished - márc. 2009

Fingerprint

fungi
Fungi
Hydroxyl Radical
Esters
metabolites
Chirality
Metabolites
configurations
chirality
esters
excitons
Nuclear magnetic resonance
Derivatives
nuclear magnetic resonance
LDS 751
cephalochromin

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Pseudoanguillosporin A and B : Two new isochromans isolated from the endophytic fungus Pseudoanguiliospom sp. / Kock, Ines; Draeger, Siegfried; Schulz, Barbara; Elsässer, Brigitta; Kurtán, T.; Kenéz, Ágnes; Antus, S.; Pescitelli, Gennaro; Salvadori, Piero; Speaknian, John Bryan; Rheinheinier, Joachim; Krohn, Karsten.

In: European Journal of Organic Chemistry, No. 9, 03.2009, p. 1427-1434.

Research output: Article

Kock, I, Draeger, S, Schulz, B, Elsässer, B, Kurtán, T, Kenéz, Á, Antus, S, Pescitelli, G, Salvadori, P, Speaknian, JB, Rheinheinier, J & Krohn, K 2009, 'Pseudoanguillosporin A and B: Two new isochromans isolated from the endophytic fungus Pseudoanguiliospom sp.', European Journal of Organic Chemistry, no. 9, pp. 1427-1434. https://doi.org/10.1002/ejoc.200801083
Kock, Ines ; Draeger, Siegfried ; Schulz, Barbara ; Elsässer, Brigitta ; Kurtán, T. ; Kenéz, Ágnes ; Antus, S. ; Pescitelli, Gennaro ; Salvadori, Piero ; Speaknian, John Bryan ; Rheinheinier, Joachim ; Krohn, Karsten. / Pseudoanguillosporin A and B : Two new isochromans isolated from the endophytic fungus Pseudoanguiliospom sp. In: European Journal of Organic Chemistry. 2009 ; No. 9. pp. 1427-1434.
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