A substance, C
30H
48O
5, of m.p. 216∼217°, [α]
24D +38.20°, obtained as the main component of Cimicifuga acerina, had been named cimicifugol and its structural studies were being carried out. Later, however, this substance was found to be identical with cimigenol, obtained by Corsano and other,
2, 3)and expressed by formula (I), by direct comparison. I forms a monoacetate (II) of m.p. 200∼201°, [α]
24D+45.55°, C
32H
50O
6, a diacetate (III), C
34H
52O
7, of m.p. 199∼200°, [α]
24D+67.21°, another diacetate (IV), C
37H
52O
7, of m.p. 222∼223.5°, [α]
15D+37.15°, a monoketo compound (V), C
30H
46O
5, of m.p. 206°, and a diketo compound (VI), C
30H
44O
5, of m.p. 212∼213°, Dehydration of III gives a compound (XII), C
34H
50O
6, of m.p. 220∼221.5°, whose catalytic reduction affords a dihydro compound (XIII), C
34H
52O
6, of m.p. 191∼192°. α, β-Unsaturated ketone compound (VIII), C
30H
44O
5, of m.p. 202∼204°, was obtained from V, and an intramolecular rearrangement product (IX), C
30H
46O
4, of m.p. 206∼207°, from I. From these reactions and other observations, the chemical structure of I would be appropriately formulated as (I).
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