Biologically active compounds obtainable from Sorangium cellulosum

• US 7,947,719 B2
• Filed: 07/13/2006
• Issued: 05/24/2011
• Est. Priority Date: 07/15/2005
• Status: Active Grant

• Current Assignee: Helmholtz-Zentrum FüR Umweltforschung GmbH - UFZ (Bundesrepublik Deutschland)
• Original Assignee: Hemholtz-Zentrum Fuer Infektionsforschung GmbH
• Inventors: Irschik, Herbert, Sasse, Florenz, Jansen, Rolf
• Primary Examiner(s): Ward; Paul V.
• Application Number:
  US11/486,140
• Publication Number:
  US 20070021480A1
• Time in Patent Office: 1,776 Days
• Field of Search: 548/215, 548/217, 514/374, 514/375
• US Class Current: 514/374
• CPC Class Codes: A61P 31/04 Antibacterial agents
• CPC Class Codes: A61P 31/10 Antimycotics
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: C07D 498/18 Bridged systems
• CPC Class Codes: C07D 498/22 in which the condensed system contains four or more hetero rings

Abstract

The present invention relates to a novel group of compounds having antibiotic, antifungal and/or cytostatic properties, which are obtainable from myxobacteria, especially of the genus Sorangium, preferably Sorangium cellulosum. One representative of this group of compounds is currently named Disorazole Z and Disorazole Z-epoxide, respectively, with specific substituents and specific unsaturated bonds to its cyclic core structure:

Claims

1. A compound comprising:

a structure according to Formula II;

2. The compound of claim 1 wherein the structure of Formula II further comprises an epoxide group as shown in the structure of Formula IV:

3. The compound of claim 1 wherein X1 and X2 are, independently, selected from the group consisting of one of the following formulae:

7. A process of producing a compound comprising:

creating a fermentation broth using a myxobacterial strain of the genus Sorangium at a temperature of 20 to 32°

C. under aeration for 8 to 20 days;

isolating the compound of claim 1 from the fermentation broth; and

purifying the compound.

8. A process of producing a compound comprising:

creating a fermentation broth using a myxobacterial strain of the genus Sorangium at a temperature of 20 to 32°

C. under aeration for 8 to 20 days;

isolating the compound of claim 1 from the fermentation broth; and

purifying the compound.

9. The process of claim 8 wherein said myxobacterial strain is Sorangium cellulosum.

10. The process of claim 8 wherein said myxobacterial strain is Sorangium cellulosum.

11. A pharmaceutical composition comprising the compound of claim 1 or a pharmaceutically acceptable salt thereof.

4. A compound comprising:

a structure according to Formula VIII;

5. The compound of claim 4 wherein the structure of Formula VII further comprises an epoxide as shown in the structure of Formula VI:

6. The compound of claim 5 wherein X9 and X10 are, independently, selected from the group consisting of one of the following formulae:

12. A pharmaceutical composition comprising the compound of claim 5 or a pharmaceutically acceptable salt thereof.