Modified Fusicoccane-Type Diterpenoids from Alternaria brassicicola

Seven new modified fusicoccane-type diterpenoids (1–7), together with two known congeners (8 and 9), were obtained from Alternaria brassicicola. Their structures were elucidated from a combination of NMR and HRESIMS data and 13C NMR calculation as well as DP4+ probability analyses, and the absolute configurations of 1–5 were determined by ECD calculation and single-crystal X-ray diffraction (Cu Kα). Compounds 1–3 belong to a rare class of 16-nor-dicyclopenta­[a,d]­cyclooctane diterpenoids, and compounds 2 and 4 represent the first examples of fusicoccane-type diterpenoids featuring two previously undescribed tetracyclic 5/6/6/5 ring systems, while compound 5 features a previously undescribed tetracyclic 5/8/5/3 ring system. Compound 7 was moderately anti-inflammatory, and compounds 2, 3, 5, and 7 were weakly cytotoxic.