Β, C 2 7 Sterols
65
established by X-ray techniques (Huber and Hoppe, 1965), Hampshire and
Horn (1966) proposed for crustecdysone a structure of 20-hydroxyecdysone.
Horn and co-workers (1966) also succeeded in isolating crustecdysone from
the pupae of an insect, the oak-silk moth Antherea pernyi. Shortly afterward
Galbraith and Horn (1966) demonstrated the occurrence of active moulting
hormones in the wood of the Australian timber tree Podocarpus elatus. Many
other plant sources of these hormones have since been reported.
In their full paper Horn et al. (1968) disclosed the details of their complex
isolation procedure of crustecdysone from the crayfish and cite confirmatory
evidence for its structure (8). A synthesis of crustecdysone was reported by
Hüppi and Siddall (1967).
OH
I OH
H O
v / ^ 4 ^ \ ^
I I i ÖH
ο
8
7. 2-DEOXYCRUSTECDYSONE
By processing 3000 kg of crayfish waste the Australian group (Galbraith
et al, 1968) succeeded in isolating 200 ^g of a second less polar crustacean
moulting hormone. From spectral data and by comparison of relative acetylation rates it was concluded that 2-deoxycrustecdysone (9) was the most likely
structure of this hormone.
OH
%
I OH
I
I ÖH
ο
9
65
established by X-ray techniques (Huber and Hoppe, 1965), Hampshire and
Horn (1966) proposed for crustecdysone a structure of 20-hydroxyecdysone.
Horn and co-workers (1966) also succeeded in isolating crustecdysone from
the pupae of an insect, the oak-silk moth Antherea pernyi. Shortly afterward
Galbraith and Horn (1966) demonstrated the occurrence of active moulting
hormones in the wood of the Australian timber tree Podocarpus elatus. Many
other plant sources of these hormones have since been reported.
In their full paper Horn et al. (1968) disclosed the details of their complex
isolation procedure of crustecdysone from the crayfish and cite confirmatory
evidence for its structure (8). A synthesis of crustecdysone was reported by
Hüppi and Siddall (1967).
OH
I OH
H O
v / ^ 4 ^ \ ^
I I i ÖH
ο
8
7. 2-DEOXYCRUSTECDYSONE
By processing 3000 kg of crayfish waste the Australian group (Galbraith
et al, 1968) succeeded in isolating 200 ^g of a second less polar crustacean
moulting hormone. From spectral data and by comparison of relative acetylation rates it was concluded that 2-deoxycrustecdysone (9) was the most likely
structure of this hormone.
OH
%
I OH
I
I ÖH
ο
9