Dihydrochalcones from Piper longicaudatum

Abstract

Bioactivity-guided fractionation of an ethanolic extract of the leaves and twigs of Piper longicaudatum Trelease & Yunker (Piperaceae) resulted in the isolation of one new (1) and three known (2 - 4) dihydrochalcones. The known compounds are: 2′,6′-dihydroxy-4′-methoxydihydrochalcone (2), 2′,6′,4-trihydroxy-4′-methoxydihydrochalcone (asebogenin) (3), and 2′-hydroxy-4′-methoxy-2′-[1-hydroxy-1-methylethyl]-2″,3″-dihydrofurano[4″,5″: 5′,6″]-3″-[2-hydroxy-5-methoxycarbonylphenyl]dihydrochalcone (piperaduncin B) (4). The new compound is 2′-hydroxy-4′-methoxy-2″-[2-hydroxy-5-methoxycarbonyl-phenyl]-furano[4″,5″ : 5′,6′]-dihydrochalcone (longicaudatin) (1). Compounds 1 - 4 were tested for antibacterial activity against S. aureus and methicillin-resistant S. aureus (MRSA); only compound 3 showed inhibitory activity (IC₅₀ of 10 and 4.5 μg/ml, respectively).

References

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