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Zearaline glycoside compounds
| Details |
Inventors: Robertson, Donald E.;
Assignee: Commercial Solvents Corporation (Terre Haute, IN)
Primary Examiner: Brown; Johnnie R.
Assistant Examiner:
Attorney, Agent or Firm: Morton, Bernard, Brown, Roberts and Sutherland
Compounds of the formula: ##SPC1## Wherein --A-- is either --CH.sub.2 --CH.sub.2 -- or --CH=CH--, >Z is either >CH.sub.2, >C=O or >CH--OH, Y is --H or --OR' wherein R' can be hydrogen, alkyl, alkanoyl, aryl, or aryl alkyl, and Gly is a glycosyl group, which exhibit anabolic and estrogenic activity, are provided, as well as processes for their preparation and compositions containing them which are useful as ruminant growth promoters. |
|
DETAILED DESCRIPTION It is claimed: 1.
A compound of the formula ##SPC11## wherein --A-- is either --CH.
sub.
2 --CH.
sub.
2 -- or --CH=CH--; >Z is either >CH.
sub.
2, >C=O or >CH--OH; Y is --H or --OR' wherein R' is hydrogen, lower alkyl, lower alkanoyl, or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms; and Gly is a glycosyl group having about 4 to 5 ring carbon atoms.
2.
The compound of claim 1 wherein Gly has the formula ##EQU4## wherein X is --H or --(CHOR).
sub.
n CH.
sub.
2 OR, wherein n is 0, 1 or 2; m is 2 or 3; and R is selected from the group consisting of --H;NO.
sub.
2 ; lower alkyl; lower alkanoyl; and monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms.
3.
The compound of claim 2 wherein Y is --OR', n is 0, and m is 3.
4.
The compound of claim 3 wherein R is H or lower alkanoyl and R' is hydrogen.
5.
The compound of claim 4 wherein R is lower alkanoyl.
6.
The compound of claim 4 wherein R is ##EQU5## 7.
The compound of claim 5 wherein --Z-- is >C=O and --A-- is --CH=CH--.
8.
The compound of claim 5 wherein --Z-- is >C=O and --A-- is --CH.
sub.
2 --CH.
sub.
2 --.
9.
The compound of claim 5 wherein --Z-- is >CH--OH and --A-- is --CH.
sub.
2 --CH.
sub.
2 --.
10.
The compound of claim 5 wherein --Z-- is >CH.
sub.
2 and --A-- is --CH.
sub.
2 --CH.
sub.
2 --.
11.
The compound of claim 4 wherein R is H.
12.
The compound of claim 11 wherein --Z-- is >C=O and --A-- is --CH=CH--.
13.
A compound of the formula ##SPC12## wherein --A-- is either --CH.
sub.
2 --CH.
sub.
2 -- or --CH=CH--; >Z is either >CH.
sub.
2, >C=O, or >CH--OH; Y is --H or --OR' wherein R' is hydrogen, lower alkyl, lower alkanoyl, or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms; X is hydrogen or --(CHOR).
sub.
n CH.
sub.
2 OR, wherein n is 0, 1 or 2 and R is hydrogen, lower alkyl, lower alkanoyl or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms.
14.
The compound of claim 13 in which R is H or lower alkanoyl.
15.
A compound of the formula ##SPC13## wherein --A-- is either --CH
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Molecular Biology 
