Accessing Promising Passerini Adducts in Anticancer Drug Design

The 3-component Passerini reaction (3CPR), discovered little more than 100 years ago, has been demonstrated in the last few decades to be a valuable tool for accessing structural diversity and complexity, essential topics to consider in drug discovery programs. Focusing on accessing a fine-tuned fam...

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Main Authors: Ana Margarida Janeiro, Aday González-Bakker, José M. Padrón, Carolina S. Marques
Format: Article
Language:English
Published: MDPI AG 2024-11-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/29/23/5538
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author Ana Margarida Janeiro
Aday González-Bakker
José M. Padrón
Carolina S. Marques
author_facet Ana Margarida Janeiro
Aday González-Bakker
José M. Padrón
Carolina S. Marques
author_sort Ana Margarida Janeiro
collection DOAJ
description The 3-component Passerini reaction (3CPR), discovered little more than 100 years ago, has been demonstrated in the last few decades to be a valuable tool for accessing structural diversity and complexity, essential topics to consider in drug discovery programs. Focusing on accessing a fine-tuned family of α-acyloxyamide–oxindole hybrids, we underline herein our latest insights regarding the use of this mild reaction approach to obtain promising anticancer agents. Cheap and commercially available isatin was used as starting material. The library of α-acyloxyamide–oxindole hybrids was tested against six human solid-tumor cell lines; among them, non-small cell lung carcinoma, cervical and colon adenocarcinoma, and breast and pancreas cancer. The most potent compound displayed GI<sub>50</sub> values in the range of 1.3–21 µM.
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publishDate 2024-11-01
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record_format Article
series Molecules
spelling doaj-art-b8211c65bcd04eaf9b0d4d7b86b4fbf32024-12-13T16:28:13ZengMDPI AGMolecules1420-30492024-11-012923553810.3390/molecules29235538Accessing Promising Passerini Adducts in Anticancer Drug DesignAna Margarida Janeiro0Aday González-Bakker1José M. Padrón2Carolina S. Marques3Faculty of Pharmacy, University of Lisbon, Av. Prof. Gama Pinto, 1649-003 Lisbon, PortugalBioLab, Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de La Laguna, P.O. Box 456, 38200 La Laguna, SpainBioLab, Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de La Laguna, P.O. Box 456, 38200 La Laguna, SpainLAQV-REQUIMTE, Institute for Research and Advanced Studies, University of Évora, Rua Romão Ramalho, 59, 7000-641 Évora, PortugalThe 3-component Passerini reaction (3CPR), discovered little more than 100 years ago, has been demonstrated in the last few decades to be a valuable tool for accessing structural diversity and complexity, essential topics to consider in drug discovery programs. Focusing on accessing a fine-tuned family of α-acyloxyamide–oxindole hybrids, we underline herein our latest insights regarding the use of this mild reaction approach to obtain promising anticancer agents. Cheap and commercially available isatin was used as starting material. The library of α-acyloxyamide–oxindole hybrids was tested against six human solid-tumor cell lines; among them, non-small cell lung carcinoma, cervical and colon adenocarcinoma, and breast and pancreas cancer. The most potent compound displayed GI<sub>50</sub> values in the range of 1.3–21 µM.https://www.mdpi.com/1420-3049/29/23/5538Passerini-3CoxindoleisatincancerGI<sub>50</sub>drug design
spellingShingle Ana Margarida Janeiro
Aday González-Bakker
José M. Padrón
Carolina S. Marques
Accessing Promising Passerini Adducts in Anticancer Drug Design
Molecules
Passerini-3C
oxindole
isatin
cancer
GI<sub>50</sub>
drug design
title Accessing Promising Passerini Adducts in Anticancer Drug Design
title_full Accessing Promising Passerini Adducts in Anticancer Drug Design
title_fullStr Accessing Promising Passerini Adducts in Anticancer Drug Design
title_full_unstemmed Accessing Promising Passerini Adducts in Anticancer Drug Design
title_short Accessing Promising Passerini Adducts in Anticancer Drug Design
title_sort accessing promising passerini adducts in anticancer drug design
topic Passerini-3C
oxindole
isatin
cancer
GI<sub>50</sub>
drug design
url https://www.mdpi.com/1420-3049/29/23/5538
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