Y. Hashidoko et al., (+)-4-epi-alpha-bisabolol as a major sesquiterepene constituent in the leaves of two Rosa rugosa hybrids, Martin Frobisher and Vanguard, BIOS BIOT B, 64(4), 2000, pp. 907-910
During an investigation of the sesquiterpene phases and contents in leaves
of several Rosa rugosa hybrids (hybrid rugosas), Martin Frobisher and Vangu
ard were found to accumulate a large amount of (+)-4-epi-alpha-bisabolol(1)
as a single constituent. Although glandular trichomes of Martin Frobisher
on the leaves are dense, this R. rugosa hybrid produces none of the carota-
1,4-dienaldehyde (2) or bisaborosaol A (3) that are both found as represent
ative sesquiterpenes of the carotane and bisabolane classes, respectively,
in a glandular trichome exudate of wild-type R. rugosa. Compound 1 was also
apparent as a nearly single constituent detectable by GC in the leaf const
ituents of Vanguard possesses sparse glandular trichomes on the leaf. Marti
n Frobisher and Vanguard had likely lost their capability to form carotane-
type sesquiterpenes and had also lost their activity to oxygenate the C-7 a
llyl methyl carbon of compound 1 to convert 3. The presence of (+)-4-epi-al
pha-bisabolol-accumulating R. rugosa hybrids is significant when considerin
g the sesquiterpene biogenesis of Rosa rugosa.