Synthesis and antitumor activity of 3- and 5-hydroxy-4-methylpyridine-2-carboxaldehyde thiosemicarbazones

J Med Chem. 1992 Oct 2;35(20):3667-71. doi: 10.1021/jm00098a011.

Abstract

To develop an alpha-(N)-heterocyclic carboxaldehyde thiosemicarbazone with clinical utility as an anticancer agent, two analogues, 3-hydroxy-4-methylpyridine-2-carboxaldehyde thiosemicarbazone (3-HMP) and 5-hydroxy-4-methylpyridine-2-carboxaldehyde thiosemicarbazone (5-HMP), of 5-hydroxypyridine-2-carboxaldehyde thiosemicarbazone (5-HP) have been designed and synthesized by two different methods. 3-HMP and 5-HMP both showed better antitumor activity than their respective parent compounds, 3-hydroxypyridine-2-carboxaldehyde thiosemicarbazone and 5-HP, in mice bearing the L1210 leukemia.

Publication types

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

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Female
  • Leukemia L1210 / drug therapy
  • Mice
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Pyridines / therapeutic use
  • Thiosemicarbazones / chemical synthesis*
  • Thiosemicarbazones / chemistry
  • Thiosemicarbazones / therapeutic use

Substances

  • Antineoplastic Agents
  • Pyridines
  • Thiosemicarbazones
  • 5-hydroxy-4-methylpyridine-2-carboxaldehyde thiosemicarbazone
  • 3-hydroxy-4-methylpyridine-2-carboxaldehyde thiosemicarbazone