Minor cytotoxic and antibacterial compounds from the rhizomes of Amomum aculeatum

Phytochemistry. 2001 Aug;57(8):1281-5. doi: 10.1016/s0031-9422(01)00174-1.

Abstract

A new cytotoxic 1,7-dioxa-dispiro[5.1.5.2]pentadeca-9,12-dien-11-one derivative, aculeatin D, and a new alkenone, 5-hydroxy-hexacos-1-en-3-one, have been isolated as minor compounds from the rhizomes of Amomum aculeatum. Their structures have been determined mainly by NMR spectroscopy and mass spectrometry. Aculeatin D showed high cytotoxicity against the KB and the L-6 cell line with IC(50) of 0.38 microg/ml and 1 microg/ml, respectively. Additionally, it revealed remarkable activity against two Plasmodium falciparum strains, as well as against Trypanosoma brucei rhodesiense and Trypanosoma cruzi. 5-Hydroxy-hexacos-1-en-3-one exhibited neither cytotoxic nor antiprotozoal activity, whereas antibacterial testing against Bacillus cereus, Escherichia coli and Staphylococcus epidermidis showed moderate to strong activity for both compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry
  • Alkenes / isolation & purification*
  • Alkenes / pharmacology
  • Animals
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification*
  • Anti-Infective Agents / pharmacology
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Antiprotozoal Agents / chemistry
  • Antiprotozoal Agents / isolation & purification
  • Antiprotozoal Agents / pharmacology
  • Cell Line
  • Drug Screening Assays, Antitumor
  • Humans
  • Inhibitory Concentration 50
  • Ketones / chemistry
  • Ketones / isolation & purification*
  • Ketones / pharmacology
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Microbial Sensitivity Tests
  • New Guinea
  • Plant Stems / chemistry
  • Plants, Medicinal / chemistry*
  • Rats
  • Spiro Compounds / chemistry
  • Spiro Compounds / isolation & purification*
  • Spiro Compounds / pharmacology

Substances

  • 1,7-dioxa-dispiro(5.1.5.2)pentadeca-9,12-dien-11-one
  • 5-hydroxy-hexacos-1-en-3-one
  • Alkenes
  • Anti-Infective Agents
  • Antifungal Agents
  • Antineoplastic Agents, Phytogenic
  • Antiprotozoal Agents
  • Ketones
  • Spiro Compounds