Antifungal and cytotoxic 2-acylcyclohexane-1,3-diones from Peperomia alata and P. trineura

J Nat Prod. 2014 Jun 27;77(6):1377-82. doi: 10.1021/np500130x. Epub 2014 Jun 6.

Abstract

Bioactivity-guided fractionation of the separate CH2Cl2 extracts from the aerial parts of Peperomia alata and P. trineura yielded seven polyketides: alatanone A [3-hydroxy-2-(5'-phenylpent-4'E-enoyl)cyclohex-2-en-1-one, 1a] and alatanone B [3-hydroxy-2-(3'-phenyl-6'-methylenedioxypropanoyl)cyclohex-2-en-1-one, 2a] from P. alata and trineurone A [3-hydroxy-2-(11'-phenylundec-10'E-enoyl)cyclohex-2-en-1-one, 1b], trineurone B [3-hydroxy-2-(15'-phenyl-18'-methylenedioxypentadecanoyl)cyclohex-2-en-1-one, 2b], trineurone C [3-hydroxy-2-(17'-phenyl-20'-methylenedioxyheptadecanoyl)cyclohex-2-en-1-one, 2c], trineurone D [3-hydroxy-2-(hexadec-10'Z-enoyl)cyclohex-2-en-1-one, 3a], and trineurone E [(6R)-(+)-3,6-dihydroxy-2-(hexadec-10'Z-enoyl)cyclohex-2-en-1-one, 3b] from P. trineura. The isolated compounds were evaluated for antifungal activity against Cladosporium cladosporioides and C. sphaeospermum and for cytotoxicity against the K562 and Nalm-6 leukemia cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology*
  • Brazil
  • Cladosporium / drug effects
  • Drug Screening Assays, Antitumor
  • Humans
  • K562 Cells
  • Microbial Sensitivity Tests
  • Nuclear Magnetic Resonance, Biomolecular
  • Piperaceae / chemistry*
  • Polyketides / chemistry
  • Polyketides / isolation & purification*
  • Polyketides / pharmacology*

Substances

  • Antifungal Agents
  • Polyketides