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Epothilones c, d, e and f, preparation and compositions

Epothilones c, d, e and f, preparation and compositions description/claims

This application is a continuation of application Ser. No. 11/412,536 filed Apr. 27, 2006, which is a division of application Ser. No. 10/988,328 filed on Nov. 12, 2004 (now U.S. Pat. No. 7,067,544), which is a division of application Ser. No. 09/313,524, filed on May 17, 1999, which is a continuation of Application No. PCT/EP97/06442 filed on Nov. 18, 1997, which claims priority to DE 197 07 506.1 filed Feb. 25, 1997 and DE 196 47 580.5 filed Nov. 18, 1996.

The present invention relates to epothilones C, D, E and F, their preparation and their use for the production of therapeutic compositions and compositions for plant protection.

According to one embodiment, the invention relates to epothilones [C and D] which are obtainable in that

(a) Sorangium cellulosum DSM 6773 is cultured in a manner known per se in the presence of an adsorber resin,

(b) the adsorber resin is removed from the culture and washed with a water/methanol mixture,

(c) the washed adsorber resin is eluted with methanol and the eluate is concentrated to give a crude extract,

(d) the concentrate obtained is extracted with ethyl acetate, the extract is concentrated and partitioned between methanol and hexane,

(e) the methanolic phase is concentrated to give a raffinate and the concentrate is fractionated on a Sephadex column,

(f) a fraction containing metabolic products of the microorganism employed is obtained,

(g) the fraction obtained is chromatographed on a C18 reverse phase to a methanol/water mixture and, sequentially after a first fraction containing epothilone A and a second fraction containing epothilone B a third fraction containing a first further epothilone and a fourth fraction containing a second further epothilone are obtained and

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