Synthesis of 7,8-disubstituted benzolactam-V8 and its binding to protein kinase C

Bioorg Med Chem Lett. 2001 Jan 22;11(2):99-101. doi: 10.1016/s0960-894x(00)00609-0.

Abstract

7-Methoxy-8-decynyl-benzolactam-V8 4 is synthesized using a catalytic asymmetric alkylation reaction as a key step. This compound shows potent activity to three PKC isozymes tested (Ki =45.6, 91.1, and 121.3 nM to PKCalpha, delta, and epsilon, respectively), indicating that introduction of a suitable substituent at the 7-position of 8-decynyl-benzolactam-V8 only slightly reduces the PKC binding affinity.

Publication types

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

MeSH terms

  • Binding, Competitive
  • Carcinogens / chemical synthesis
  • Carcinogens / metabolism
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / metabolism
  • Inhibitory Concentration 50
  • Isoenzymes / antagonists & inhibitors
  • Lactams / chemical synthesis*
  • Lactams / metabolism*
  • Lyngbya Toxins / chemistry
  • Phorbol 12,13-Dibutyrate / metabolism
  • Protein Binding
  • Protein Kinase C / antagonists & inhibitors*
  • Protein Kinase C / metabolism*

Substances

  • Carcinogens
  • Enzyme Inhibitors
  • Isoenzymes
  • Lactams
  • Lyngbya Toxins
  • benzolactam V8-310
  • teleocidins
  • Phorbol 12,13-Dibutyrate
  • Protein Kinase C