Abstract
Aphamines A–C (1–3), three pairs of acyclic diterpene dimer enantiomers with an unprecedent ploymerization pattern, were discovered from Aphanamixis polystachya by NMR-guided isolation and chiral resolution. The elucidation of their novel carbon skeletons was achieved based on spectroscopic analysis, exciton chirality, and calculated electronic circular dichroism (ECD). Plausible Claisen rearrangement, 5-exo-trig cyclization, and reduction reactions may play important roles in the polymeric biosynthesis pathway. Compounds 1 and 3 showed inhibitory effects on nitric oxide (NO) production (IC50: 6.71–15.36 μmol/L) and reduced the expression of iNOS in LPS-induced RAW 264.7 macrophages.
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