Papyracillic acid, a new penicillic acid analogue from the ascomycete Lachnum papyraceum

The ascomycete Lachnum papyraceum is an efficient producer of bioactive and chlorinated metabolites, in which chlorine to some extent can be exchanged for bromine in fermentations to which bromide has been added. However, large amounts of bromide (100 mM CaBr 2 alter the secondary metabolism of the...

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Bibliographic Details
Published inTetrahedron Vol. 52; no. 30; pp. 10249 - 10254
Main Authors Shan, Rudong, Anke, Heidrun, Stadler, Marc, Sterner, Olov
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 22.07.1996
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
MUTAGENICITY
MYCOTOXINS
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Summary:The ascomycete Lachnum papyraceum is an efficient producer of bioactive and chlorinated metabolites, in which chlorine to some extent can be exchanged for bromine in fermentations to which bromide has been added. However, large amounts of bromide (100 mM CaBr 2 alter the secondary metabolism of the fungus, and it produces papyracillic acid as the main metabolite. Papyracillic acid is a new bioactive 1,6-dioxaspiro[4,4]nonene derivative in equilibrium with the open-chain form, and related to the mycotoxin penicillic acid. Papyracillic acid ( 4) is a new bioactive fungal metabolite related to the mycotoxin penicillic acid ( 12).
ISSN:0040-4020
1464-5416
DOI:10.1016/0040-4020(96)00559-5