Novel benzil and isoflavone derivatives from Millettia dielsiana

Planta Med. 2009 Feb;75(3):236-42. doi: 10.1055/s-0028-1112203. Epub 2009 Jan 12.

Abstract

The analysis of vine stem extract from MILLETTIA DIELSIANA Harms yielded a novel benzil ( 1) and five new prenylated isoflavones ( 2 - 6) together with three known isoflavones ( 7 - 10) and one known flavone ( 11), and their structures were elucidated on the basis of chemical and spectral analysis. The absolute configuration of the 3'',4''-diols in 6 was determined by observing the CD induced after addition of dimolybdenum tetraacetate in DMSO solution (Snatzke's method). Some isolates were tested for their anti-inflammatory and antithrombase activities and cytotoxicities. Compound 2, barbigerone, and genistein showed significant anti-inflammatory activity, with inhibitory ratios 59.1 %, 59.5 %, and 58.5 %, respectively, at 10 muM, while compound 4 exhibited moderate cytotoxicity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Cell Line, Tumor
  • Cytotoxins / chemistry
  • Cytotoxins / isolation & purification
  • Cytotoxins / pharmacology*
  • Fibrinolytic Agents / chemistry
  • Fibrinolytic Agents / isolation & purification
  • Fibrinolytic Agents / pharmacology*
  • Flavones
  • Flavonoids
  • Glucuronidase / antagonists & inhibitors
  • Humans
  • Isoflavones / chemistry
  • Isoflavones / isolation & purification
  • Isoflavones / pharmacology*
  • Millettia / chemistry*
  • Molecular Structure
  • Phenylglyoxal / analogs & derivatives*
  • Phenylglyoxal / chemistry
  • Phenylglyoxal / isolation & purification
  • Phenylglyoxal / pharmacology
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*
  • Plant Stems
  • Rats
  • Thrombin / antagonists & inhibitors

Substances

  • Anti-Inflammatory Agents
  • Cytotoxins
  • Fibrinolytic Agents
  • Flavones
  • Flavonoids
  • Isoflavones
  • Plant Extracts
  • Glucuronidase
  • Thrombin
  • Phenylglyoxal
  • flavone
  • benzil