Novel adamantyl retinoid-related molecules with POLA1 inhibitory activity.


Journal

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

Informations de publication

Date de publication:
11 2020
Historique:
received: 28 03 2020
revised: 27 08 2020
accepted: 28 08 2020
pubmed: 14 9 2020
medline: 30 3 2021
entrez: 13 9 2020
Statut: ppublish

Résumé

Atypical retinoids (AR) or retinoid-related molecules (RRMs) represent a promising class of antitumor compounds. Among AR, E-3-(3'-adamantan-1-yl-4'-hydroxybiphenyl-4-yl)acrylic acid (adarotene), has been extensively investigated. In the present work we report the results of our efforts to develop new adarotene-related atypical retinoids endowed also with POLA1 inhibitory activity. The effects of the synthesized compounds on cell growth were determined on a panel of human and hematological cancer cell lines. The most promising compounds showed antitumor activity against several tumor histotypes and increased cytotoxic activity against an adarotene-resistant cell line, compared to the parent molecule. The antitumor activity of a selected compound was evaluated on HT-29 human colon carcinoma and human mesothelioma (MM487) xenografts. Particularly significant was the in vivo activity of the compound as a single agent compared to adarotene and cisplatin, against pleural mesothelioma MM487. No reduction of mice body weight was observed, thus suggesting a higher tolerability with respect to the parent compound adarotene.

Identifiants

pubmed: 32920362
pii: S0045-2068(20)31551-0
doi: 10.1016/j.bioorg.2020.104253
pii:
doi:

Substances chimiques

Antineoplastic Agents 0
Enzyme Inhibitors 0
Retinoids 0
POLA2 protein, human EC 2.7.7.-
DNA Polymerase I EC 2.7.7.7
adarotene W6SU73VG8H

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

104253

Informations de copyright

Copyright © 2020 Elsevier Inc. All rights reserved.

Auteurs

Raffaella Cincinelli (R)

Department of Food, Environmental and Nutritional Sciences, Università degli Studi di Milano, via Celoria 2, 20133 Milano, Italy.

Loana Musso (L)

Department of Food, Environmental and Nutritional Sciences, Università degli Studi di Milano, via Celoria 2, 20133 Milano, Italy.

Mario B Guglielmi (MB)

Biogem, Research Institute, Ariano Irpino, Avellino, Italy.

Ilaria La Porta (I)

Biogem, Research Institute, Ariano Irpino, Avellino, Italy.

Alessandra Fucci (A)

Biogem, Research Institute, Ariano Irpino, Avellino, Italy.

Egildo Luca D'Andrea (E)

Biogem, Research Institute, Ariano Irpino, Avellino, Italy.

Francesco Cardile (F)

Biogem, Research Institute, Ariano Irpino, Avellino, Italy.

Fabiana Colelli (F)

Biogem, Research Institute, Ariano Irpino, Avellino, Italy.

Giacomo Signorino (G)

Biogem, Research Institute, Ariano Irpino, Avellino, Italy.

Nadine Darwiche (N)

Department of Biochemistry and Molecular Genetics, Faculty of Medicine, American University of Beirut, Beirut, Lebanon.

Silvia Gervasoni (S)

Department of Pharmaceutical Sciences, Università degli Studi di Milano, via Mangiagalli 25, Milano 20133, Italy.

Giulio Vistoli (G)

Department of Pharmaceutical Sciences, Università degli Studi di Milano, via Mangiagalli 25, Milano 20133, Italy.

Claudio Pisano (C)

Biogem, Research Institute, Ariano Irpino, Avellino, Italy. Electronic address: claudio.pisano@biogem.it.

Sabrina Dallavalle (S)

Department of Food, Environmental and Nutritional Sciences, Università degli Studi di Milano, via Celoria 2, 20133 Milano, Italy. Electronic address: sabrina.dallavalle@unimi.it.

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Classifications MeSH