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Isolation of -cyatha-3,12-diene, a common biosynthetic intermediate of cyathane diterpenoids, from an erinacine-producing basidiomycete, Hericium erinaceum, and its formation in a cell-free system

Kenmoku, H.; Kato, N.; Shimada, M.; Omoto, M.; Mori, A.; Mitsuhashi, W.; Sassa, T.

Tetrahedron Letters 42(42): 7439-7442, 15 October

2001


ISSN/ISBN: 0040-4039
DOI: 10.1016/s0040-4039(01)01550-7
Accession: 035190550

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Cyatha-3,12-diene, a diterpene hydrocarbon having a 5-6-7-membered tricyclic skeleton, has been isolated for the first time from an erinacine-producing basidiomycete, Hericium erinaceum YB4-6237. This hydrocarbon had been formulated by Ayer et al. as a common biosynthetic intermediate of cyathane diterpenoids. Its stereo-structure, including the absolute configuration, has been unambiguously confirmed by its semi-synthesis from erinacine P, and its cell-free conversion from all-trans-geranylgeranyl diphosphate was demonstrated.

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