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Behrends M, Wallinder C, Wieckowska A, et al. N-Aryl Isoleucine Derivatives as Angiotensin II AT2 Receptor Ligands. ChemistryOpen. 2014;3(2):65-75doi: 10.1002/open.201300040.
Behrends, M., Wallinder, C., Wieckowska, A., Guimond, M. O., Hallberg, A., Gallo-Payet, N., & Larhed, M. (2014). N-Aryl Isoleucine Derivatives as Angiotensin II AT2 Receptor Ligands. ChemistryOpen, 3(2), 65-75. https://doi.org/10.1002/open.201300040
Behrends, Malte, et al. "N-Aryl Isoleucine Derivatives as Angiotensin II AT2 Receptor Ligands." ChemistryOpen vol. 3,2 (2014): 65-75. doi: https://doi.org/10.1002/open.201300040
Behrends M, Wallinder C, Wieckowska A, Guimond MO, Hallberg A, Gallo-Payet N, Larhed M. N-Aryl Isoleucine Derivatives as Angiotensin II AT2 Receptor Ligands. ChemistryOpen. 2014 Apr;3(2):65-75. doi: 10.1002/open.201300040. Epub 2014 Mar 13. PMID: 24808993; PMCID: PMC4000169.
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ChemistryOpen. 2014 Apr;3(2):65-75. doi: 10.1002/open.201300040. Epub 2014 Mar 13.

N-Aryl Isoleucine Derivatives as Angiotensin II AT2 Receptor Ligands.

ChemistryOpen

Malte Behrends, Charlotta Wallinder, Anna Wieckowska, Marie-Odile Guimond, Anders Hallberg, Nicole Gallo-Payet, Mats Larhed

Affiliations

  1. Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry, BMC, Uppsala University P.O. Box 574, SE-751 23 Uppsala (Sweden).
  2. Service of Endocrinology and Department of Physiology and Biophysics, Faculty of Medicine, University of Sherbrooke Sherbrooke, QC J1H 5N4 (Canada).

PMID: 24808993 PMCID: PMC4000169 DOI: 10.1002/open.201300040

Abstract

A novel series of ligands for the recombinant human AT2 receptor has been synthesized utilizing a fast and efficient palladium-catalyzed procedure for aminocarbonylation as the key reaction. Molybdenum hexacarbonyl [Mo(CO)6] was employed as the carbon monoxide source, and controlled microwave heating was applied. The prepared N-aryl isoleucine derivatives, encompassing a variety of amide groups attached to the aromatic system, exhibit binding affinities at best with K i values in the low micromolar range versus the recombinant human AT2 receptor. Some of the new nonpeptidic isoleucine derivatives may serve as starting points for further structural optimization. The presented data emphasize the importance of using human receptors in drug discovery programs.

Keywords: AT2 receptor; aminocarbonylation; medicinal chemistry; palladium catalysis; peptide mimics

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