Abstract

The investigation of Vernonia compactiflora afforded in addition to known compounds a hirsutinolide and a glaucolide; the latter is most probably the direct precursor of the former. The aerial parts of V. monocephala contain the same hirsutinolide as well as the corresponding acetate, while those of V. chalybaea afforded glaucolide B. A reinvestigation of the aerial parts of V. cotoneaster gave in addition to the allenic lactone isolated before two further known ones as well as a new glaucolide. The structures of the lactones were elucidated by spectroscopic methods and some chemical transformations. The erroneously assigned stereochemistry at C-10 in the hirsutinolides has been revised. The biogenetic relationship of the Vernonia lactones is discussed briefly.

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