Macharistol, a new cytotoxic cinnamylphenol from the stems of Machaerium aristulatum

J Nat Prod. 2001 Nov;64(11):1483-5. doi: 10.1021/np0103158.

Abstract

A new cinnamylphenol, macharistol (1), along with a known pterocarpan, (+)-medicarpin (2), were isolated as cytotoxic constituents from the stems of Machaerium aristulatum. In addition, a known pterocarpan, (+)-maackiain (3), and a known isoflavone, formononetin (4), were identified as inactive constituents. Compound 1 was evaluated in the in vivo hollow fiber assay with KB, Col-2, and hTERT-RPE1 cells and found to be inactive at the highest dose (25 mg/kg body weight) tested.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Benzopyrans / chemistry
  • Benzopyrans / isolation & purification
  • Benzopyrans / pharmacology
  • Fabaceae / chemistry*
  • Humans
  • Isoflavones / chemistry
  • Isoflavones / isolation & purification
  • Isoflavones / pharmacology
  • Molecular Structure
  • Nasopharyngeal Neoplasms
  • Nuclear Magnetic Resonance, Biomolecular
  • Phenols / chemistry
  • Phenols / isolation & purification*
  • Phenols / pharmacology
  • Plant Stems / chemistry
  • Plants, Medicinal / chemistry
  • Pterocarpans*
  • Structure-Activity Relationship
  • Tumor Cells, Cultured / drug effects
  • Tumor Cells, Cultured / enzymology

Substances

  • Antineoplastic Agents, Phytogenic
  • Benzopyrans
  • Isoflavones
  • Phenols
  • Pterocarpans
  • macharistol
  • formononetin
  • medicarpin
  • inermin