Hanultarin, a cytotoxic lignan as an inhibitor of actin cytoskeleton polymerization from the seeds of Trichosanthes kirilowii

Surk Sik Moon, Aziz Abdur Rahman, Joo Young Kim, Sun Ho Kee

Research output: Contribution to journalArticlepeer-review

48 Citations (Scopus)

Abstract

Bioactivity-directed fractionation of extracts from the seeds of Trichosanthes kirilowii led to the isolation of (-)-1-O-feruloylsecoisolariciresinol (2), named hanultarin, In addition, four known lignans were also isolated, including (-)-secoisolariciresinol (1), 1,4-O-diferuloylsecoisolariciresinol (3), (-)-pinoresinol (4), and 4-ketopinoresinol (5). Their structures were elucidated on the basis of spectroscopic data. Compounds 2 and 3 exhibited strong cytotoxic effects against human lung carcinoma A549 cells, melanoma SK-Mel-2 cells, and mouse skin melanoma B16F1 cells with IC50 ranges of 3-13 μg/mL. Compound 2 showed an inhibitory effect on the polymerization of the actin cytoskeleton in normal epidermal keratinocyte (HaCaT cells), suggesting unique biological properties of compound 2 compared to those of the other isolates.

Original languageEnglish
Pages (from-to)7264-7269
Number of pages6
JournalBioorganic and Medicinal Chemistry
Volume16
Issue number15
DOIs
Publication statusPublished - 2008 Aug 1

Keywords

  • Actin cytoskeleton
  • Actin polymerization
  • Hanultarin
  • Secoisolariciresinol
  • Trichosanthes kirilowii

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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