Biosynthesis of blazeispirol A, an unprecedented skeleton from the cultured mycelia of the fungus Agaricus blazei

Citation
M. Hirotani et al., Biosynthesis of blazeispirol A, an unprecedented skeleton from the cultured mycelia of the fungus Agaricus blazei, TETRAHEDR L, 41(32), 2000, pp. 6101-6104
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
32
Year of publication
2000
Pages
6101 - 6104
Database
ISI
SICI code
0040-4039(20000805)41:32<6101:BOBAAU>2.0.ZU;2-I
Abstract
The biosynthesis of blazeispirol A, an unprecedented skeleton, was investig ated by feeding C-13-labeled acetates, propionate and methionine, to the gr owing cultures of Agaricus blazei (Agaricaceae). C-13 NMR spectral analysis demonstrated the mevalonate origin of the spiroacetal moiety and the dihyd ronaphthalene moiety. The O-methyl and 28-methyl groups of blazeispirol A w ere labeled by feeding L-[methyl-C-13] methionine. The biosynthetic origin of blazeispirol A derived from ergosterol is discussed. (C) 2000 Elsevier S cience Ltd. All rights reserved.