(EP-802920) Novel antifungal agents having formula (I), wherein R is hydrogen or -C(O)-R1 wherein R1 is alkenyl, C2-C12-alkyl, aryl, arylalkenyl, arylalkyl, aryl-aryl-, arylalkoxy-aryl-, aryloxyl-aryl-, aryl-aryl-aryl- or arylalkoxy-aryl-aryl-, or pharmaceutically acceptable salts, esters or prodrugs thereof, as well as (i) pharmaceutical compositions comprising such compounds, (ii) methods of treatment using such compounds, and (iv) methods and fungal cultures useful in making the same.
(EP-802920) 1. A compound having the formula (see diagramm 1 page 46) wherein R is hydrogen or -C(O)-R1 wherein R1 is alkenyl, C2 -C12 -alkyl, aryl, arylalkenyl, arylalkyl, aryl-aryl-, arylalkoxy-aryl-, aryloxy-aryl, arylalkyl-aryl-, aryl-aryl-aryl- or arylalkoxy-aryl-aryl-, with the proviso that when aryl is naphthyl, alkoxy substutuents on naphthyl must have fewer than 8 carbon atoms; or a pharmaceutically acceptable acid, ester or prodrug thereof. 2. A compound according to Claim 1 wherein R is -C(O)-R1 wherein R1 is alkenyl, aryl, arylalkyl, aryl-phenyl-, arylalkoxy-phenyl-, aryloxy-phenyl, aryl-aryl-phenyl- or arylalkoxy-aryl-phenyl-. 3. A compound according to Claim 1 wherein R is -C(O)-R1 where R1 is C2 -C12 -alkenyl groups containing up to three double bonds, C2 -C12 -alkyl, phenyl, naphthyl, anthracenyl, phenanthrenyl, biphenylenyl, styryl, benzyl, naphthylmethyl, biphenyl, naphthyl-phenyl-, phenyl-naphthyl-, benzyloxy-phenyl-, benzyloxy-naphthyl-, phenoxy-phenyl-, biphenyl-phenyl-, or benzyloxy-biphenyl wherein phenyl or aryl groups are unsubstituted or substituted with one or two groups selected from C1 -C5 -alkyl, allyloxy, C1 -C8 -alkoxy, methylenedioxy, and hydroxy. 4. A compound according to Claim 3 wherein R1 is alkenyl containing from four to twelve carbon atoms and two or three double bonds. 5. A compound according to Claim 3 wherein R1 is alkenyl containing from eight to ten carbon atoms and two or three double bonds. 6. A compound according to Claim 5 wherein R1 is trans,cis-1,3-nonadienyl, trans,cis,trans-1,3,6-nonatrienyl, or trans,trans-1,2-nonadienyl. 7. A compound according to Claim 1 wherein R is -C(O)-R1 wherein R1 is phenanthrenyl, unsubstituted biphenyl or biphenyl substituted with C1 -C3 -alkyl or C1 -C3 -alkoxy. 8. A compound according to Claim 1 wherein R is selected from the group consisting of: (see diagramm 1 page 47) (see diagramm 2 page 47) (see diagramm 3 page 47) (see diagramm 4 page 47) (see diagramm 1 page 48) (see diagramm 2 page 48) (see diagramm 3 page 48) and (see diagramm 4 page 48) 9. A compound according to Claim 1 wherein R is selected from the group consisting of: (see diagramm 5 page 48) (see diagramm 6 page 48) (see diagramm 1 page 49) 10. A pharmaceutical composition comprising a compound according to Claim 1 in combination with a pharmaceutically acceptable carrier. 11. A pharmaceutical composition comprising a compound according to Claim 2 in combination with a pharmaceutically acceptable carrier. 12. A pharmaceutical composition comprising a compound according to Claim 3 in combination with a pharmaceutically acceptable carrier. 13. Use of a compound according to Claim 1 for manufacturing a medicament for treating a fungal infection in a patient in need of such treatment. 14. Use of a compound according to Claim 2 for manufacturing a medicament for treating a fungal infection in a patient in need of such treatment. 15. Use of a compound according to Claim 3 for manufacturing a medicament for treating a fungal infection in a patient in need of such treatment. 16. A compound according to any of Claims 1-3 for use as a therapeutic agent. 17. A process for preparing a compound according to Claim 1, comprising the steps of (a) culturing a microorganism having the characteristics of Fusarium species AB 1900A-1314 under suitable conditions in a fermentation medium containing assimilable sources of carbon and nitrogen; (b) allowing the compound to accumulate in the fermentation medium; and (c) isolating the compound from the fermentation medium. 18. A process according to Claim 17 wherein the microorganism is Fusarium strain NRRL 21252 or a mutant or derivative thereof.
(EP-802920) LEGAL DETAILS FOR EP0802920 Actual or expected expiration date=2016-01-03 Legal state=DEAD Status=EXPIRED Event publication date=1996-01-03 Event code=EP/APP Event indicator=Pos Event type=Examination events Application details Application country=EP EP96903378 Application date=1996-01-03 Standardized application number=1996EP-0903378 Event publication date=1997-10-29 Event code=EP/A2 Event type=Examination events Application published without search report Publication country=EP Publication number=EP0802920 Publication stage Code=A2 Publication date=1997-10-29 Standardized publication number=EP-802920 Event publication date=1997-10-29 Event code=EP/AK Event indicator=Pos Event type=Designated states Designated contracting states: Benannte vertragsstaaten AT BE CH DE DK ES FR GB GR IE IT LI LU NL PT SE Event publication date=1997-10-29 Event code=EP/17P Event indicator=Pos Event type=Examination events Request for examination filed Pruefungsantrag gestellt Effective date of 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