New chalcone-sulfonamide hybrids exhibiting anticancer and antituberculosis activity.


Journal

European journal of medicinal chemistry
ISSN: 1768-3254
Titre abrégé: Eur J Med Chem
Pays: France
ID NLM: 0420510

Informations de publication

Date de publication:
15 Aug 2019
Historique:
received: 27 11 2018
revised: 07 02 2019
accepted: 06 05 2019
pubmed: 17 5 2019
medline: 23 7 2019
entrez: 17 5 2019
Statut: ppublish

Résumé

New sulfonamides 5/6 derived from 4-methoxyacetophenone 1 were synthesized by N-sulfonation reaction of ammonia (3) and aminopyrimidinone (4) with its sulfonyl chloride derivative 2. Sulfonamides 5 and 6 were used as precursors of two new series of chalcones 8a-f and 9a-f, which were obtained through Claisen-Schmidt condensation with aromatic aldehydes 7a-f. Compounds 5/6, 8a-d, 8f, 9a-d, and 9f were screened by the US National Cancer Institute (NCI) at 10 μM against sixty different human cancer cell lines (one-dose trial). Chalcones 8b and 9b satisfied the pre-determined threshold inhibition criteria and were selected for screening at five different concentrations (100, 10, 1.0, 0.1, and 0.01 μM). Compound 8b exhibited remarkable GI

Identifiants

pubmed: 31096118
pii: S0223-5234(19)30422-2
doi: 10.1016/j.ejmech.2019.05.013
pii:
doi:

Substances chimiques

Antineoplastic Agents 0
Antitubercular Agents 0
Chalcones 0
Sulfonamides 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

50-60

Informations de copyright

Copyright © 2019 Elsevier Masson SAS. All rights reserved.

Auteurs

Lina Fernanda Castaño (LF)

Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, Cali, A.A, 25360, Colombia.

Viviana Cuartas (V)

Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, Cali, A.A, 25360, Colombia; Centre for Bioinformatics and Photonics-CIBioFI, Universidad del Valle, Cali, A.A, 25360, Colombia.

Anthony Bernal (A)

Department of Chemistry and Biology, Basic Sciences Division, Universidad del Norte, Barranquilla, 081007, Colombia.

Alberto Insuasty (A)

Department of Chemistry and Biology, Basic Sciences Division, Universidad del Norte, Barranquilla, 081007, Colombia.

Juan Guzman (J)

Department of Chemistry and Biology, Basic Sciences Division, Universidad del Norte, Barranquilla, 081007, Colombia; Institute of Microbiology, Czech Academy of Sciences, Videnska 1083, 142 20, Prague, Czech Republic.

Oscar Vidal (O)

Department of Medicine, Health Sciences Division, Universidad del Norte, Barranquilla, 081007, Colombia.

Vivian Rubio (V)

Mycobacteria Laboratory, National Health Institute, Bogotá, 111321, Colombia.

Gloria Puerto (G)

Mycobacteria Laboratory, National Health Institute, Bogotá, 111321, Colombia.

Pavol Lukáč (P)

Institute of Microbiology, Czech Academy of Sciences, Videnska 1083, 142 20, Prague, Czech Republic.

Vladimir Vimberg (V)

Institute of Microbiology, Czech Academy of Sciences, BIOCEV, Průmyslová 595, 252 50, Vestec, Czech Republic.

Gabriela Balíková-Novtoná (G)

Institute of Microbiology, Czech Academy of Sciences, BIOCEV, Průmyslová 595, 252 50, Vestec, Czech Republic.

Luca Vannucci (L)

Institute of Microbiology, Czech Academy of Sciences, Videnska 1083, 142 20, Prague, Czech Republic.

Jiri Janata (J)

Institute of Microbiology, Czech Academy of Sciences, Videnska 1083, 142 20, Prague, Czech Republic.

Jairo Quiroga (J)

Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, Cali, A.A, 25360, Colombia; Centre for Bioinformatics and Photonics-CIBioFI, Universidad del Valle, Cali, A.A, 25360, Colombia.

Rodrigo Abonia (R)

Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, Cali, A.A, 25360, Colombia; Centre for Bioinformatics and Photonics-CIBioFI, Universidad del Valle, Cali, A.A, 25360, Colombia.

Manuel Nogueras (M)

Department of Inorganic and Organic Chemistry, Universidad de Jaén, Jaén, 23071, Spain.

Justo Cobo (J)

Department of Inorganic and Organic Chemistry, Universidad de Jaén, Jaén, 23071, Spain.

Braulio Insuasty (B)

Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, Cali, A.A, 25360, Colombia; Centre for Bioinformatics and Photonics-CIBioFI, Universidad del Valle, Cali, A.A, 25360, Colombia. Electronic address: braulio.insuasty@correounivalle.edu.co.

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Classifications MeSH