C. Tri terpenoids
31
holothurinogenin (63b), and 25-methoxyholothurinogenin (praslinogenin)
(74)—albeit in very low yield.
The same authors (Habermehl and Volkwein, 1971) make the sensible
suggestion to discontinue the confusing and no longer needed trivial names in
this series of compounds and derive all names by standard nomenclature from
the parent compound holostanol (76), which in turn is identical with 3ß,20a F -
dihydroxy-5a-lanostan-18-carboxylic acid-(18 -> 20)-lactone.
0
γ
0
χΙ^χ^χ
f
^
llllllH
Η
76
The structures of all eight holothurinogenins had been interrelated and/or
directly compared; all experimental evidence was consistent with the structural assignments; and Chanley et al. (1966) had ascertained the key features
of 22,25-oxidoholothurinogenin (63a) and its deoxy analog (63b) by multiple
experimental routes. Yet a direct interrelation of this new group of triterpenoids
with a lanostane derivative was highly desirable because the holothurinogenins were assumed to be variants of the lanosterol structural type. This
interrelation was performed by Roller et al. (1969, 1970). The simplest known
^
mm H
HO
73a
HO v
Γ^^^^
/xjf
^^^^
^
IIIIIIH
f
iimiH
/^H
AH
77
78