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Article

Accessing Promising Passerini Adducts in Anticancer Drug Design

by
Ana Margarida Janeiro
1,
Aday González-Bakker
2,
José M. Padrón
2 and
Carolina S. Marques
3,*
1
Faculty of Pharmacy, University of Lisbon, Av. Prof. Gama Pinto, 1649-003 Lisbon, Portugal
2
BioLab, Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de La Laguna, P.O. Box 456, 38200 La Laguna, Spain
3
LAQV-REQUIMTE, Institute for Research and Advanced Studies, University of Évora, Rua Romão Ramalho, 59, 7000-641 Évora, Portugal
*
Author to whom correspondence should be addressed.
Molecules 2024, 29(23), 5538; https://doi.org/10.3390/molecules29235538
Submission received: 22 October 2024 / Revised: 19 November 2024 / Accepted: 21 November 2024 / Published: 23 November 2024
(This article belongs to the Special Issue The Design, Synthesis, and Biological Activity of New Drug Candidates)
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Abstract

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 GI50 values in the range of 1.3–21 µM.
Keywords: Passerini-3C; oxindole; isatin; cancer; GI50; drug design Passerini-3C; oxindole; isatin; cancer; GI50; drug design

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MDPI and ACS Style

Janeiro, A.M.; González-Bakker, A.; Padrón, J.M.; Marques, C.S. Accessing Promising Passerini Adducts in Anticancer Drug Design. Molecules 2024, 29, 5538. https://doi.org/10.3390/molecules29235538

AMA Style

Janeiro AM, González-Bakker A, Padrón JM, Marques CS. Accessing Promising Passerini Adducts in Anticancer Drug Design. Molecules. 2024; 29(23):5538. https://doi.org/10.3390/molecules29235538

Chicago/Turabian Style

Janeiro, Ana Margarida, Aday González-Bakker, José M. Padrón, and Carolina S. Marques. 2024. "Accessing Promising Passerini Adducts in Anticancer Drug Design" Molecules 29, no. 23: 5538. https://doi.org/10.3390/molecules29235538

APA Style

Janeiro, A. M., González-Bakker, A., Padrón, J. M., & Marques, C. S. (2024). Accessing Promising Passerini Adducts in Anticancer Drug Design. Molecules, 29(23), 5538. https://doi.org/10.3390/molecules29235538

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