Abstract
Clumps of white crystals present in 40-day-old malt agar cultures of Holwaya mucida were isolated as long white needles by crystallization from ethanol following short extraction with chloroform. The levorotary compound ([α] 21289 =-193.8°) was recognized as a γ-lactone (C17H20O5) by infrared and mass spectrometry. It was identified as 7α-methoxy-3a, 10b-dimethyl-1, 2, 3, 3aα, 5aα, 7, 10bβ, 10cα-octahydro-4H, 9H-furo[2′, 3′, 4′ : 4, 5]naphtho[2, 1-c]pyran-4, 9-dione, a labdane-derived compound known as antibiotic LL-Z1271α. Preparative thin-layer chromatography of the mother liquor afforded 2 minor metabolites. One was identified as LL-Z1271γ, the demethylated analogue of LL-Z1271α. The other one named LL-Z1271δ, was recognized as a compound related to α and γ: its structure could not be fully elucidated.
H. mucida (anamorph: Crinula calciiformis) has no taxonomic relationship with two other LL-Z1271α producing species viz. Acrostalagmus sp. (= Acremonium cf. atrogriseum) and Oidiodendron truncatum.
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van Eijk, G.W., Roeijmans, H.J. & van der Aa, H.A. Labdane diterpene derivatives from Holwaya mucida . Antonie van Leeuwenhoek 54, 325–330 (1988). https://doi.org/10.1007/BF00393523
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DOI: https://doi.org/10.1007/BF00393523