Naturally occurring compounds related to phenalenone. Part 8. Structure and synthesis of demethylherqueichrysin

Abstract
The isolation of herqueichrysin from Penicillium herquei and its conversion into atrovenetin (1b) are described. The structure of demethylherqueichrysin (3a)(8,9-dihydro-2,3,4,7-tetrahydroxy-6,8,8,9-tetramethylphenaleno[1,2-b]furan-1-one) is established by synthesis from 9-hydroxy-6,7,8-trimethoxy-4-methyl-3-(3-methylbut-2-enyloxy)-phenalen-1-one (6). The isolation of partially racemised atrovenetin (1b) and deoxyherqueinone (1a) from P. herquei is also described.

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