Potent and prolonged-acting cyclic lactam analogs of. alpha.-melanotropin: design based on molecular dynamics

F Al-Obeidi, AMDL Castrucci, ME Hadley…

Index: Al-Obeidi, Fahad; Castrucci, Ana M. de L.; Hadley, Mac E.; Hruby, Victor J. Journal of Medicinal Chemistry, 1989 , vol. 32, # 12 p. 2555 - 2561

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Citation Number: 318

Abstract

[Nle4, X~ x5,~-Phe7, Y; y10, Gly11]-a-MSH4.. 13-NHz and AC-[N~~~, X~~~, DP~~~, Y~~'~]- ~-MSH~-,~-NH~, where Xxx= Glu or Asp and Yyy= Lys, Om, Dab, or Dpr. Formation of the lactam bridge between the side-chain groups Xxx and Yyy was performed either in solution or on a solid-phase support. Seven cyclic peptides were prepared and bioassayed for their melanotropic potency by using standard frog (Ram pipiens) and lizard (Anolis carolinensis ...