Synthesis and evaluation of benzoylbenzofurans and isoflavone derivatives as sirtuin 1 inhibitors with antiproliferative effects on cancer cells.


Journal

Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703

Informations de publication

Date de publication:
11 2022
Historique:
received: 20 06 2022
revised: 01 08 2022
accepted: 12 08 2022
pubmed: 24 8 2022
medline: 14 9 2022
entrez: 23 8 2022
Statut: ppublish

Résumé

Isoflavone derivatives were prepared from benzoylbenzofuran precursors. The synthesized compounds were analyzed by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy, as well as high-resolution mass spectrometry (HRMS) to confirm their structures. The benzoylbenzofuran and isoflavone analogues were evaluated for inhibition of sirtuin 1 (SIRT1) and cell proliferation in MDA-MB-231 triple-negative breast cancer (TNBC) cells. Several isoflavone and benzoylbenzofuran derivatives exhibited potent antiproliferative effects against the MDA-MB-231 cancer cell line. Most of the isoflavone derivatives attenuated SIRT1 activity to below 50%. The most active compounds were the isoflavone quinones 38, 39, and 40, at IC

Identifiants

pubmed: 35998518
pii: S0045-2068(22)00507-7
doi: 10.1016/j.bioorg.2022.106101
pii:
doi:

Substances chimiques

Antineoplastic Agents 0
Isoflavones 0
Sirtuin 1 EC 3.5.1.-

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

106101

Informations de copyright

Copyright © 2022 The Author(s). Published by Elsevier Inc. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Auteurs

Mamoalosi A Selepe (MA)

Department of Chemistry, University of Pretoria, Lynnwood Rd, Hatfield, Pretoria 0002, South Africa. Electronic address: mamoalosi.selepe@up.ac.za.

Phaladi Kunyane (P)

Department of Chemistry, University of Pretoria, Lynnwood Rd, Hatfield, Pretoria 0002, South Africa.

Pule Seboletswe (P)

School of Chemistry and Physics, University of KwaZulu-Natal, P/Bag X54001, Westville, Durban 4000, South Africa.

Shankari Nair (S)

Radiation Biophysics Division, Separated Sector Cyclotron Laboratory, NRF-iThemba LABS, Cape Town 7131, South Africa.

Nosipho Cele (N)

School of Chemistry and Physics, University of KwaZulu-Natal, P/Bag X54001, Westville, Durban 4000, South Africa.

Monique Engelbrecht (M)

Radiation Biophysics Division, Separated Sector Cyclotron Laboratory, NRF-iThemba LABS, Cape Town 7131, South Africa.

Daniël F Joubert (DF)

Department of Physiology, University of Pretoria, Lynnwood Rd, Hatfield, Pretoria 0002, South Africa.

Charlot Vandevoorde (C)

Radiation Biophysics Division, Separated Sector Cyclotron Laboratory, NRF-iThemba LABS, Cape Town 7131, South Africa.

Parvesh Singh (P)

School of Chemistry and Physics, University of KwaZulu-Natal, P/Bag X54001, Westville, Durban 4000, South Africa. Electronic address: Singhp4@ukzn.ac.za.

Molahlehi S Sonopo (MS)

Radiochemistry, South African Nuclear Energy Corporation Ltd, Pelindaba, Brits 0240, South Africa. Electronic address: Molahlehi.Sonopo@necsa.co.za.

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Classifications MeSH