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Planta Med 2012; 78 - PJ124
DOI: 10.1055/s-0032-1321284
DOI: 10.1055/s-0032-1321284
Absolute configuration and conformation of brevipolides, cytotoxic compounds from hyptis brevipes
The absolute configuration and conformational behavior of the highly flexible natural products brevipolides H and I were ascertained by circular dichroism and X-ray diffraction, in conjunction with a molecular modeling protocol which includes geometry optimization by DFT B3LYP/DGDZVP calculations and comparison between DFT and experimental 1H-1H NMR coupling constants. These results confirmed the biogenetic assumption that the stereogenic center in the final portion of the chain at C-6' of all natural 6-heptenyl-5,6-dihydro-2H-pyran-2-ones from the mint family (Lamiaceae) is always S. Financial Support: CONACyT (104887).