Potassium 6-Oxo-7,13,16,22-tetraazatetracyclo[12.6.2.18,12.017,21]tricosa-1(20),8(23),9,11,14,16,18,21-octaen-2-yne-15-carboxylate-Reference-Cited by-同舟云学术

Potassium 6-Oxo-7,13,16,22-tetraazatetracyclo[12.6.2.18,12.017,21]tricosa-1(20),8(23),9,11,14,16,18,21-octaen-2-yne-15-carboxylate

Published:2023-10-09 Issue:4 Volume:2023 Page:M1735
ISSN:1422-8599
Container-title:Molbank
language:en
Short-container-title:Molbank

Author:

Blouet Camille¹,Letast Stéphanie¹,Robert Thomas²³,Bach Stéphane²³⁴^ORCID,Pinaud Noël⁵^ORCID,Joubert Nicolas¹^ORCID,Viaud-Massuard Marie-Claude¹,Guillon Jean⁶^ORCID,Logé Cédric⁷^ORCID,Denevault-Sabourin Caroline¹^ORCID

Affiliation:

1. Research Center for Respiratory Diseases (CEPR), Team: “Proteolytic Mechanisms in Inflammation”, University of Tours, INSERM, UMR 1100, F-37032 Tours, France

2. Integrative Biology of Marine Models Laboratory (LBI2M), Sorbonne University, CNRS, UMR8227, F-29680 Roscoff, France

3. Kinase Inhibitor Specialized Screening facility (KISSf), Sorbonne University, CNRS, FR2424, F-29680 Roscoff, France

4. Centre of Excellence for Pharmaceutical Sciences, North-West University, Private Bag X6001, Potchefstroom 2520, South Africa

5. Institut des Sciences Moléculaires (ISM), University of Bordeaux, CNRS, UMR 5255, F-33405 Talence, France

6. ARNA Laboratory, University of Bordeaux, INSERM U12132-UMR CNRS 5320, F-33076 Bordeaux, France

7. Department of Medicinal Chemistry, IICIMED-UR1155, IRS2, Nantes University, F-44200 Nantes, France

Abstract

Potassium 6-oxo-7,13,16,22-tetraazatetracyclo[12.6.2.18,12.017,21]tricosa-1(20),8(23),9,11,14,16,18,21-octaen-2-yne-15-carboxylate was synthesized through a multi-step pathway, starting from commercially available 3-iodo-1,2-phenylenediamine. Structure characterization of this new substituted macrocyclic quinoxaline compound was achieved using 1H NMR, 13C NMR, and HRMS spectral analysis. This new macrocyclic derivative demonstrated submicromolar potency on both Pim-1 and Pim-2 isoforms, with an interesting selectivity profile against a selected panel of human kinases.

Funder

Centre-Val de Loire Region and from the French National Research Agency under the program “Investissements d’avenir” Grant Agreement LabEx SynOrg

Publisher

MDPI AG

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

https://www.mdpi.com/1422-8599/2023/4/M1735/pdf

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