Antiparasitic marcfortines and paraherquamides
AssigneePharmacia & Upjohn Company
InventorsByung H. Lee, Michael F. Clothier
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Abstract
The present invention includes various substituted marcfortines of the type exemplfied by the compounds of formula ##STR1## and paraherquamides which are useful as antiparasitic agents.
Claims24
15-Alkyl-14-hydroxy compounds of formula (III)
- where n.sub.1 is 1 thru 3, the N-oxides and pharmaceutically acceptable salts thereof.
Fluoro compounds of formula (VIII) ##STR8## where n.sub.2 is 0 thru 3 the N-oxides and pharmaceutically acceptable salts thereof.
15-Alkyl-16-hydroxy compounds of formula (X) ##STR9## where n.sub.1 is 0 thru 3 the N-oxides and pharmaceutically acceptable salts thereof.
2-Deoxo-15-alkyl compounds of formula (XXI) ##STR10## where R.sub.14 is --H or C.sub.1 -C.sub.4 alkyl and where R.sub.15 is --H or C.sub.1 -C.sub.4 alkyl the N-oxides and pharmaceutically acceptable salts thereof.
A 2-deoxo compound of formula (XXIII) ##STR11## which is 2-desoxomarcfortine A and pharmaceutically acceptable salts thereof.
14-Hydroxy-2-deoxoparaherquamide B and 14-hydroxy-2-desoxomarcfortine compounds of formula (XXV) ##STR12## where n.sub.3 is 2;
- where R.sub.14 is --H or C.sub.1 -C.sub.4 alkyl;
- where R.sub.15 is --H or C.sub.1 -C.sub.4 alkyl;
- the N-oxides and pharmaceutically acceptable salts thereof.
Compounds selected from the group consisting of:
- 14.alpha.-hydroxy-15.alpha.-vinyl-17-oxomarcfortine A,
- 14.alpha.-hydroxy-15.alpha.-hydroxymethyl-17-oxomarcfortine A,
- 15.alpha.-fluoromethyl-14.alpha.-hydroxy-17-oxomarcfortine A,
- 14,15-dehydro-15-methylmarcfortine A,
- 14.alpha.-hydroxy-16,17-dioxo-15.alpha.-methylmarcfortine A,
- 1.alpha. -hydroxy-16-oxo-15.alpha.-methylparaherquamide B,
- 16,17-dioxomarcfortine A,
- 16-oxoparaherquamide B (XVI),
- 14.alpha.-hydroxy-15.alpha.-methyl-17-oxomarcfortine.
1,2-Dehydro compound of formula (XXIX) ##STR13## n.sub.3 is 2;
- where R.sub.14 is --H and C.sub.1 -C.sub.4 alkyl;
- where R.sub.15 is --H and C.sub.1 -C.sub.4 alkyl;
- where R.sub.16 is --OH, the N-oxides and pharmaceutically acceptable salts thereof.
2-Alkyl-2-desoxo compound (XXXI) ##STR14## where n.sub.3 is 2;
- where R.sub.14 is --H and C.sub.1 -C.sub.4 alkyl;
- where R.sub.15 is --H and C.sub.1 -C.sub.4 alkyl;
- where R.sub.16 is --OH;
- where R.sub.18 is C.sub.1 -C.sub.4 alkyl, the N-oxides and pharmaceutically acceptable salts thereof.
Dependencies are inferred from the claim text.