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Enzymes, Biocatalysis and Chemical Biology
Open AccessArticle

Synthesis and Cytotoxic Activity of Chiral Sulfonamides Based on the 2-Azabicycloalkane Skeleton

1
Department of Internal Medicine III, Medical University of Vienna, AKH Vienna Währinger Gürtel 18-20, 1090 Vienna, Austria
2
Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland
3
Faculty of Chemistry, University of Wrocław, F. Joliot-Curie St. 14, 50-383 Wrocław, Poland
*
Authors to whom correspondence should be addressed.
Molecules 2020, 25(10), 2355; https://doi.org/10.3390/molecules25102355
Received: 25 March 2020 / Revised: 6 May 2020 / Accepted: 11 May 2020 / Published: 18 May 2020
(This article belongs to the Section Medicinal Chemistry)
A series of chiral sulfonamides containing the 2-azabicycloalkane scaffold were prepared from aza-Diels–Alder cycloadducts through their conversion to amines based on 2-azanorbornane or the bridged azepane skeleton, followed by the reaction with sulfonyl chlorides. The cytotoxic activity of the obtained bicyclic derivatives was evaluated using human hepatocellular carcinoma (HCC), medulloblastoma (MB), and glioblastoma (GBM) cell lines. Chosen compounds were shown to notably reduce cell viability as compared to nonmalignant cells. View Full-Text
Keywords: 2-azabicycloalkane; chiral sulfonamide; cytotoxic activity 2-azabicycloalkane; chiral sulfonamide; cytotoxic activity
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Samadaei, M.; Pinter, M.; Senfter, D.; Madlener, S.; Rohr-Udilova, N.; Iwan, D.; Kamińska, K.; Wojaczyńska, E.; Wojaczyński, J.; Kochel, A. Synthesis and Cytotoxic Activity of Chiral Sulfonamides Based on the 2-Azabicycloalkane Skeleton. Molecules 2020, 25, 2355.

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