Synthesis and biological activity of the structural analogues of (-)-cabenegrin A-I

Arch Pharm (Weinheim). 2001 Feb;334(2):53-61. doi: 10.1002/1521-4184(200102)334:2<53::aid-ardp53>3.0.co;2-c.

Abstract

A series of phenylbutene and butanol derivatives (6a-j, 12, 13, 15, 17, 24b,c, 26, 27a,b) were prepared from the readily available resorcinol derivatives 2a-f and 7-hydroxy-chroman (18). The products were tested for inhibitory activity on the LPS-induced TNF-alpha production in the plasma in comparison with that of cabenegrin A-I (1a).

Publication types

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

MeSH terms

  • Animals
  • Benzene Derivatives / chemical synthesis*
  • Benzene Derivatives / chemistry
  • Benzene Derivatives / pharmacology
  • Benzopyrans / chemical synthesis*
  • Benzopyrans / chemistry
  • Benzopyrans / pharmacology*
  • Butanols / chemical synthesis*
  • Butanols / chemistry
  • Butanols / pharmacology
  • Lipopolysaccharides / antagonists & inhibitors*
  • Male
  • Mice
  • Mice, Inbred BALB C
  • Structure-Activity Relationship
  • Tumor Necrosis Factor-alpha / biosynthesis*

Substances

  • Benzene Derivatives
  • Benzopyrans
  • Butanols
  • Lipopolysaccharides
  • Tumor Necrosis Factor-alpha