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Antibiotics from basidiomycetes

XIV. Isolation and biological characterization of hypnophilin, pleurotellol, and pleurotellic acid from Pleurotellus hypnophilus (Berk.) Sacc.

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Abstract

Three new antibiotically active metabolites were isolated from cultures of the fungus Pleurotellus hypnophilus. The structures which are closely related to the coriolins were elucidated by spectroscopic methods. Hypnophilin (1) has a hirsutane sceleton whereas pleurotellol (2) and pleurotellic acid (3) are sesquiterpenoids with novel hirsutane skeletons. The common structural feature of all three metabolites is an α-methylene ketone moiety. The antibiotics inhibited the growth of several bacteria as well as of some fungi. In cells of the ascitic form of Ehrlich carcinoma RNA and DNA syntheses were more affected than protein synthesis. The mode of action was compared with the antimicrobial and cytotoxic effects of complicatic acid (4) and other α-methylene ketones and lactones from higher plants. All the compounds tested reacted rapidly with cysteine to form adducts which were almost devoid of biological activity.

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Abbreviations

ECA-cells:

Ehrlich carcinoma ascitic cells

MIC:

Minimal inhibitory concentration

MNNG:

N-methyl-N′-nitro-N-nitrosoguanidine

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Antibiotics from Basidiomycetes. XIII. T. Anke, W. H. Watson, B. M. Giannetti, and W. Steglich: The alliacols A and B from Marasmius alliaceus (Jacq. ex Fr.) Fr. J. Antibiotics, submitted

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Kupka, J., Anke, T., Giannetti, BM. et al. Antibiotics from basidiomycetes. Arch. Microbiol. 130, 223–227 (1981). https://doi.org/10.1007/BF00459523

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  • DOI: https://doi.org/10.1007/BF00459523

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