Claims
- 1. A compound of formula I ##STR10## wherein R.sub.1 is a group of formula (a) ##STR11## wherein R.sub.5 is chloro, bromo, or iodo;
- R.sub.6 is hydroxy or methoxy;
- R.sub.2 is oxo and there is a single bond in the 23,24 position; hydroxy or hydroxy protected by a hydroxy protecting group selected from formyl, tert-butoxycarbonyl, and trialkylsilyl and there is a single or a double bond in the 23,24 position; or is absent and there is a double bond in the 23,24 position;
- R.sub.4 is hydroxy and there is a single bond in the 10,11 position; or is absent and there is a double bond in the 10,11 position;
- R.sub.3 is methyl, ethyl, n-propyl, or allyl;
- in free form or, where such forms exist, in salt form.
- 2. A compound according to claim 1 wherein
- R.sub.5 is chloro or bromo;
- R.sub.6 is methoxy; and
- R.sub.4 is hydroxy and there is a single bond in the 10,11 position;
- R.sub.2 is hydroxy or hydroxy protected by a hydroxy protecting group selected from formyl, tert-butoxycarbonyl, or tert-butyldimethylsilyl and there is a single or a double bond in the 23,24 position; and
- R.sub.3 is methyl, ethyl, n-propyl, or allyl,
- in free form.
- 3. A compound according to claim 1 wherein
- R.sub.5 is chloro;
- R.sub.6 is methoxy; and
- R.sub.4 is hydroxy and there is a single bond in the 10,11 position;
- R.sub.2 is hydroxy and there is a single bond in the 23,24 position; and
- R.sub.3 is ethyl or allyl,
- in free form.
- 4. The compound of claim 1 in which R.sub.2 is OtBDMS, R.sub.4 is OH, R.sub.6 is OMe, position 23,24 and position 10,11 are single bonds and R.sub.5 and R.sub.3 are a) Cl and allyl; b) Cl and Et; c) Br and Et; d) Br and allyl; and e) I and Et.
- 5. The compound of claim 1 in which R.sub.2 is OH, R.sub.6 is OMe, and position 23,24 is a single bond and R.sub.5, R.sub.3 and R.sub.4, and position 10,11 are a) I, Et, OH, and single bond; b) Cl, allyl, OH, and single bond; c) Cl, allyl, absent, and double bond; d) Cl, Et, absent, and double bond; e) Br, Et, OH, and single bond; f) Br, Et, absent, and double bond; g) Br, allyl, OH, and single bond; and h) Br, allyl, absent, and double bond.
- 6. The compound according to claim 1 which is 33-epi-33-chloro-FR 520 (compound of Example 66a).
- 7. A pharmaceutical composition comprising a therapeutically effective amount of a compound according to claim 1 in free base form or, where such forms exist, in pharmaceutically acceptable salt form, together with a pharmaceutically acceptable carrier therefor.
- 8. A method of treating inflammation, which comprises administering to a patient in need of said treatment an anti-inflammatory effective amount of a compound according to claim 1 in free base form or, where such forms exist, in pharmaceutically acceptable salt form.
- 9. A method of inducing immunosuppression, which comprises administering to a patient in need of said treatment an immunosuppressant effective amount of a compound according to claim 1 in free base form or, where such forms exist, in pharmaceutically acceptable salt form.
- 10. A method of inhibiting cell proliferation, which comprises administering to a patient in need of said treatment a cell proliferation inhibiting amount of a compound according to claim 1 in free base form or, where such forms exist, in pharmaceutically acceptable salt form.
- 11. A method of reversing chemotherapeutic drug resistance, which comprises administering to a patient in need of said treatment a compound according to claim 1 in free base form or, where such forms exist, in pharmaceutically acceptable salt form in an amount effective for reversing chemotherapeutic drug resistance.
Priority Claims (5)
Number |
Date |
Country |
Kind |
39 37 336 |
Nov 1989 |
DEX |
|
39 38 132 |
Nov 1989 |
DEX |
|
39 42 831 |
Dec 1989 |
DEX |
|
39 42 833 |
Dec 1989 |
DEX |
|
40 06 819 |
Mar 1990 |
DEX |
|
Parent Case Info
This is a division of application Ser. No. 07/697,864, filed May 9, 1991, now U.S. Pat. No. 5,352,671, which in turn is a continuation-in-part of application Ser. No. 07/609,280, filed Nov. 5, 1990, now abandoned.
US Referenced Citations (6)
Foreign Referenced Citations (3)
Number |
Date |
Country |
0227355 |
Jul 1987 |
EPX |
0353678 |
Feb 1990 |
EPX |
WO8905304 |
Jun 1989 |
WOX |
Non-Patent Literature Citations (1)
Entry |
J. Am. Chem. Soc. 1987, 109, 5031-5033. |
Divisions (1)
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Number |
Date |
Country |
Parent |
697864 |
May 1991 |
|
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
609280 |
Nov 1990 |
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