Novel angular pyranocoumarins from Boronia lanceolata

Phytochemistry
1994.0

Abstract

The aerial parts of Boronia lanceolata have yielded eight coumarins. Four of these were characterized by NMR analysis as a novel series of angular pyranocoumarins 8-methyl-8-(4-methy1pent-3-eny1)-2H-benzo-[l,2-b:5,6 b']-dipyran-Zone (S-deoxyprotobruceol-I regioisomer), 8-methyl-8+-hydroperoxy-4-methylpent-2-e.nyl)-2H-benzo- [ 1,2-b:5,6-b']-dipyran-Zone (5-deoxyprotobruceol-II hydroperoxide regioisomer) and the two stereoisomers of 8 methyl-8-(3~-hydroperoxy-4-methylpent-4enyl~2H-benzo-[1,2-b:5,6-b~dipyran-2-one (S-deoxyprotobruceol-IIIhydroperoxide regioisomer). The remainder were identified as 7-hydroxy-8-geranylcoumarin, xanthyletin, demethylsuberosin and 7-hydroxy-q2-(R)-hydroxy-3-methylbut-3~nyl)~ouma~n, which also appears to be novel.

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