CP-225,917 AND CP-263,114 - NOVEL RAS FARNESYLATION INHIBITORS FROM AN UNIDENTIFIED FUNGUS .2. STRUCTURE ELUCIDATION

The structure elucidations of new fungal products CP-225,917 and CP-26 3,114 are described. The structures, including relative stereochemistr y, were established using a variety of analytical data and extensive N MR analysis. The compounds possess a bicyclo[4.3.1]deca- 1,6-dien-10-o ne system in conjunction with a maleic anhydride moiety, a gamma-lacto l, and two alkenyl side chains. They are related to nonadrides, and th eir biosynthetic origins are proposed. The producing organism also yie lds zaragozic acid A, and both zaragozic acids and compounds CP-225,91 7 and CP-263,114 appear to be derived from the condensation of oxaloac etic acid and the corresponding monocarboxylic acid.