Three new cryptophycins from Nostoc sp. GSV 224

J Nat Prod. 1997 Mar;60(3):302-5. doi: 10.1021/np960700a.

Abstract

Cryptophycin 46 (2), -175 (3), and -176(4) have been identified as three new trace constituents of Nostoc sp. GSV 224. Cryptophycin-46 is an epimer of cryptophycin-3 (5) and to date is the only naturally occurring analogue having the S configuration at C-10 (C-2 in Unit B). Cryptophycins-175 and -176 also differ in unit B where 3 is the O-methyl analogue of cryptophycin-45 (6) and 4 is the O-desmethyl analogue of cryptophycin-21 (8). The relative and absolute stereochemistries of the three new analogues have been related to known cryptophycins by synthesis.

Publication types

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

MeSH terms

  • Chromatography, High Pressure Liquid
  • Cyanobacteria / chemistry*
  • Depsipeptides*
  • Drug Screening Assays, Antitumor
  • Humans
  • KB Cells
  • Lactams / chemistry*
  • Lactams / isolation & purification
  • Lactams / pharmacology
  • Lactones / chemistry*
  • Lactones / isolation & purification
  • Lactones / pharmacology
  • Magnetic Resonance Spectroscopy
  • Tumor Cells, Cultured

Substances

  • Depsipeptides
  • Lactams
  • Lactones
  • cryptophycin 175
  • cryptophycin 176
  • cryptophycin 46