Synthesis of Bis-Glyoxylamide Peptidomimetics Derived from Bis- N-acetylisatins Linked at C5 by a Methylene or Oxygen Bridge

Venty Suryanti; Ruonan Zhang; Vina Aldilla; Mohan Bhadbhade; Naresh Kumar; David StC Black

doi:10.3390/molecules24234343

Synthesis of Bis-Glyoxylamide Peptidomimetics Derived from Bis- N-acetylisatins Linked at C5 by a Methylene or Oxygen Bridge

Molecules. 2019 Nov 27;24(23):4343. doi: 10.3390/molecules24234343.

Authors

Venty Suryanti¹, Ruonan Zhang², Vina Aldilla², Mohan Bhadbhade³, Naresh Kumar², David StC Black²

Affiliations

¹ Department of Chemistry, Faculty of Mathematics and Natural Sciences, Sebelas Maret University, Jl. Ir. Sutami 36A Surakarta, Jawa Tengah 57126, Indonesia.
² School of Chemistry, The University of New South Wales, Sydney NSW 2052, Australia.
³ Solid State and Elemental Analysis Unit, Mark Wainwright Analytical Centre, Division of Research, The University of New South Wales, Sydney NSW 2052, Australia.

Abstract

The bis-glyoxylamide peptidomimetics have been synthesized from bis-N-acetylisatins linked at C5 by ring-opening with alcohols, amines, and amino acid methyl ester hydrochlorides. X-ray images of single crystals of bis-glyoxylamide peptidomimetics have been obtained.

Keywords: N-acetylisatins; antimicrobial peptides; glyoxylamides; peptidomimetics; quorum sensing.

MeSH terms

Alcohols / chemistry
Amines / chemistry
Amino Acids / chemistry
Esters / chemistry
Indoles / chemical synthesis*
Indoles / chemistry
Isatin / chemistry
Methane / analogs & derivatives
Methane / chemistry
Models, Molecular
Molecular Structure
Oxygen / chemistry
Peptidomimetics / chemical synthesis*
Peptidomimetics / chemistry
X-Rays

Substances

Alcohols
Amines
Amino Acids
Esters
Indoles
Peptidomimetics
carbene
Isatin
Methane
Oxygen

Grants and funding

DP180100845/Australian Research Council