Acacienone, a terpenoid-like natural product having an unprecedented C20 framework isolated fromAcacia mangiumleaves

A novel C20 natural product, acacienone (1), was isolated from the leaves ofAcacia mangiumcollected in Bangladesh. The structure of compound1was elucidated by spectral studies and X-ray crystallographic analysis. Acacienone (1) possesses a terpenoid-related tetracyclic framework containing 20 carbons with biogenetically unusual structural features: (i) vicinal C1-branches at the C-3 and C-4 positions in the A ring, and (ii) a cyclopentenone D ring in an androsterone-like assembly, lacking a methyl group at the C-13 position.

Automated summary

Acacienone (1), a novel C20 natural product, was isolated from the leaves of Acacia mangium collected in Bangladesh. The compound's structure was determined by spectral studies and X-ray crystallographic analysis, revealing unique terpenoid-related features.