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Phytoalexins from hairy roots of
Hyoscyamus albus treated with methyl jasmonate.
Kuroyanagi
M, Arakawa
T, Mikami
Y, Yoshida
K, Kawahar
N, Hayashi
T, Ishimaru
H.
School of Bioresources, Hiroshima Prefectural
University, 562, Nanatsukacyo, Syobara-shi, Hiroshima, 727-0023,
Japan.
The treatment of hairy roots of Hyoscyamus albus with
copper sulfate (Cu2+) and methyl jasmonate (JAMe) produced several
phytoalexins having the vetispyrane skeleton. Lubimin and solavetivone
were isolated after treatment with Cu2+. Seven sesquiterpenoid
phytoalexins were isolated from the culture medium after treatment with
JAMe, including lubimin, solavetivone, 3-hydroxysolavetivone and four
new compounds (1-4). Structures of the new compounds were elucidated to
be (3R,4S,5R,7S,9R)-3-hydroxy-9-tigloyloxysolavetivone (1),
(3R,4S,5R,7S,9R)-3-hydroxy-9-(3-methylbutenoyloxy)-solavetivone (2),
(3R,4S,5R,7S,9R)-3-hydroxy-9-isobutanoyloxysolavetivone (3); and
(3R,4S,5R,7S,9R)-3,9-dihydroxysolavetivone (4). The induction pattern of
phytoalexins in hairy roots treated with JAMe was different in those
treated with Cu2+, and co-treatment with JAMe and Cu2+ gave only
solavetivone.
PMID: 9868154 [PubMed - indexed for MEDLINE]
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