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Deconins A–E: Cuparenic and Mevalonic or Propionic Acid Conjugates from the Basidiomycete Deconica sp. 471

2015; American Chemical Society; Volume: 78; Issue: 4 Linguagem: Inglês

10.1021/np5010104

1520-6025

Frank Surup, Benjarong Thongbai, Eric Kuhnert, Enge Sudarman, Kevin D. Hyde, Marc Stadler,

Phytochemical compounds biological activities

Bioassay-guided fractionation of antibacterial extracts from cultures of a basidiomycete from Northern Thailand, which represents a new species of the genus Deconica, yielded the terpenoid deconin A (1), whose structure was elucidated by spectral methods (NMR, HRMS) as a cuparenic/mevalonic acid conjugate. The absolute configuration of 1 was determined after saponification and comparison of specific rotations of the resulting cuparenic acid and mevalonolactone with authentic standards and literature data. Six minor congeners (2-7) were isolated and identified, and their antimicrobial and cytotoxic effects are reported. Compounds 1-4 are the first natural products featuring an unmodified mevalonic acid residue as a building block.